Cheryl’s guidebook

Cheryl
Cheryl’s guidebook

City/town information

Bay beaches, bike trail, unique restaurants, best coffee shop on the lower Cape, numerous ponds for swimming, kayaking, and even a pickle ball court!
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Brewster
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Bay beaches, bike trail, unique restaurants, best coffee shop on the lower Cape, numerous ponds for swimming, kayaking, and even a pickle ball court!
Lots open all year round - Skaket (bay) and Nauset (ocean) are quintessential Cape Beaches. Off season watch the kite boarders daring feats
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Orleans
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Lots open all year round - Skaket (bay) and Nauset (ocean) are quintessential Cape Beaches. Off season watch the kite boarders daring feats
With ocean views hiking trails and the bike trail running through it, it’s hard to avoid Harwich - and why would you want to?
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Harwich
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With ocean views hiking trails and the bike trail running through it, it’s hard to avoid Harwich - and why would you want to?
Sip a cup of coffee with the local guys and get all the local inside story
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The Brewster Store
1935 Main St
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Sip a cup of coffee with the local guys and get all the local inside story
Don’t miss a trip to Wellfleet for the galleries, little shops, great restaurants, scenic harbor, marshes - it’s got it all. The general store has a great selection of just about everything you need To have a wonderful Cape vacation from food to books to wine.
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Wellfleet
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Don’t miss a trip to Wellfleet for the galleries, little shops, great restaurants, scenic harbor, marshes - it’s got it all. The general store has a great selection of just about everything you need To have a wonderful Cape vacation from food to books to wine.
This beautiful tip of Cape Cod not only has unequalled natural beauty, but it is known as one of the friendliest LGBTQA towns in the world with great shops galleries restaurants beaches waterfront theaters serviced by the ferry from Boston - it is a destination!! Don’t miss it. Off season some things are closed
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Provincetown
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This beautiful tip of Cape Cod not only has unequalled natural beauty, but it is known as one of the friendliest LGBTQA towns in the world with great shops galleries restaurants beaches waterfront theaters serviced by the ferry from Boston - it is a destination!! Don’t miss it. Off season some things are closed
This is a great place for local information, checking out a great book or puzzle, sitting in a sun-filled room or on an outdoor patio or buying a used book or puzzle.
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Brewster Ladies' Library
1822 Main St
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This is a great place for local information, checking out a great book or puzzle, sitting in a sun-filled room or on an outdoor patio or buying a used book or puzzle.
Known as one of the most beautiful libraries on the Cape
Eastham Public Library
190 Samoset Rd
Known as one of the most beautiful libraries on the Cape
Beautiful architecture, interesting people, great study areas
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Provincetown Library
356 Commercial St
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Beautiful architecture, interesting people, great study areas
Iconic Chatham sight
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Chatham Pier Fish Market
45 Barcliff Ave
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Iconic Chatham sight
Great art theater in the center of Chatham with Pizza Shark in the lobby - small seating area. Too cold or rainy or snowy for the beach? Here’s a fun afternoon or evening. Add some shopping and you have a day!
Chatham Orpheum Theatre
637 Main Street
Great art theater in the center of Chatham with Pizza Shark in the lobby - small seating area. Too cold or rainy or snowy for the beach? Here’s a fun afternoon or evening. Add some shopping and you have a day!
2 cruise lines will take you - - choose by which has the best time for you. The island bus should take you everywhere you need to go for a one day trip.
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Martha's Vineyard
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2 cruise lines will take you - - choose by which has the best time for you. The island bus should take you everywhere you need to go for a one day trip.

Food scene

Best cup of coffee on the Lower Cape and a real hangout any season of the year
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Snowy Owl Coffee Roasters
2624 Main St
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Best cup of coffee on the Lower Cape and a real hangout any season of the year
Very reliable seafood most months of the year - May be closed in Jan to mid feb. good local seagood
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The Brewster Fish House
2208 Main St
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Very reliable seafood most months of the year - May be closed in Jan to mid feb. good local seagood
Best small market on the lower Cape!! I’m always amazed at how much I can find In this store
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Ferretti's Market
501 Underpass Rd
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Best small market on the lower Cape!! I’m always amazed at how much I can find In this store
The season begins in May and ends a couple weeks after Labor Day but great seafood shack which also has pretty good ice cream
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Kate's Seafood
284 Paine's Creek Rd
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The season begins in May and ends a couple weeks after Labor Day but great seafood shack which also has pretty good ice cream
This is a popular destination so I’ve included it here. It has a nice view of the marshes. The cuisine is average. One is aware that the service is mostly about pushing up your tab. Getting a reservation is tough- off season is easier.
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The Marshside
28 Bridge St
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This is a popular destination so I’ve included it here. It has a nice view of the marshes. The cuisine is average. One is aware that the service is mostly about pushing up your tab. Getting a reservation is tough- off season is easier.
Lively Italian cuisine courente nice fireplace and bar. Cozy winter spot
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Scargo Cafe
799 Main St
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Lively Italian cuisine courente nice fireplace and bar. Cozy winter spot
I’m not a pizza person but I see a LOT of their boxes in the recycling bin.
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Stone L'oven Pizza
280 Underpass Rd
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I’m not a pizza person but I see a LOT of their boxes in the recycling bin.
Best close blue collar pizza. Also delivers but even though they say they do slice - they don’t - just call
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The Brewster Book Store
2648 Main St
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Best close blue collar pizza. Also delivers but even though they say they do slice - they don’t - just call
People love the baked goods and there’s also a second hand shop. Check ahead for hours - usually just open on weekends.
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Hopkins House Bakery and Gift Shop
2727 Main St
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People love the baked goods and there’s also a second hand shop. Check ahead for hours - usually just open on weekends.
Great seafood shack and food soft serve. Plenty of outdoor seating. Cuisine goes above fried to grilled meals as well
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Captain Frosty's
219 Main St
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Great seafood shack and food soft serve. Plenty of outdoor seating. Cuisine goes above fried to grilled meals as well
The Salmon Burger is a great deal for around $9-10 - comes w fries and slaw / but there are other great offerings as well. Sits on the Swam river with a lovely view. Call ahead to make sure they are open
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Kream 'n Kone
961 Main St
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The Salmon Burger is a great deal for around $9-10 - comes w fries and slaw / but there are other great offerings as well. Sits on the Swam river with a lovely view. Call ahead to make sure they are open
Great hole-in-the-wall seafood place open year round.
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Sir Cricket's Fish & Chips
38 MA-6A
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Great hole-in-the-wall seafood place open year round.
Great trendy spot right in the heart of town
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Wild Goose Tavern
512 Main St
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Great trendy spot right in the heart of town
The Hot Chocolate Sparrow used to be a wonderful year round hangout but post Covid there is no longer indoor seating - it’s still a spot for coffee sweets and light meal items right on the rail trail in the center of Orleans great place to park and explore the town. It affectionately known in our family as The Dirty Bird
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Hot Chocolate Sparrow
5 Old Colony Way
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The Hot Chocolate Sparrow used to be a wonderful year round hangout but post Covid there is no longer indoor seating - it’s still a spot for coffee sweets and light meal items right on the rail trail in the center of Orleans great place to park and explore the town. It affectionately known in our family as The Dirty Bird
Nice variety of breakfast goods and bars, cookies, pastries and cakes. Light lunch items as well.
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Cottage Street Bakery
5 Cottage St
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Nice variety of breakfast goods and bars, cookies, pastries and cakes. Light lunch items as well.
Great spot for donuts or a big breakfast through lunch.
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Hole In One Breakfast & Lunch
98 MA-6A
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Great spot for donuts or a big breakfast through lunch.
This is another one of those restaurants - go for the view. Busy in season
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Brax Landing Restaurant
705 MA-28
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This is another one of those restaurants - go for the view. Busy in season
This restaurant gets universal rave reviews in Harwich
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Buca's Tuscan Roadhouse
4 Depot Rd
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This restaurant gets universal rave reviews in Harwich
Macs does seafood right.
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Mac's Chatham Fish & Lobster
28
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Macs does seafood right.
Until his third year of med school, we celebrated my sons birthday here every year - his fav place and a Wellfleet institution. Eat overlooking the lovely harbor and gaze out toward Ptown
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Mac's On the Pier
265 Commercial St
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Until his third year of med school, we celebrated my sons birthday here every year - his fav place and a Wellfleet institution. Eat overlooking the lovely harbor and gaze out toward Ptown
Seafood shack with more Unfried menu items. Longer season than most. Covered dining section
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JT's Seafood Restaurant
2689 Main St
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Seafood shack with more Unfried menu items. Longer season than most. Covered dining section
Seafood shack with large covered dining area
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Kream N' Kone Restaurant
1653 Main St
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Seafood shack with large covered dining area
Nice breakfast and lunch place known for their popovers
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Chatham Filling Station
75 Old Harbor Rd
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Nice breakfast and lunch place known for their popovers
This restaurant is a favorite of friends and guests alike. Beautiful setting. Eating outside in the evening after the crowds have gone - lovely!
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Bookstore & Restaurant
50 Kendrick Ave
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This restaurant is a favorite of friends and guests alike. Beautiful setting. Eating outside in the evening after the crowds have gone - lovely!
Guests like the big breakfasts here. Easy drive just over the Dennis line on 6a
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Grumpy's
1408 Main St
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Guests like the big breakfasts here. Easy drive just over the Dennis line on 6a
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Apt Cape Cod
2149 Main Street
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Pizza and sandwiches all year round!! Great view of pleasant lake. Take out only
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Pleasant Lake Pizza Shark
403 Pleasant Lake Ave
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Pizza and sandwiches all year round!! Great view of pleasant lake. Take out only
Great place for breakfast lunch pastries or just learning where the locals hang
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Chatham Perk
307 Orleans Rd
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Great place for breakfast lunch pastries or just learning where the locals hang
Good family place and Local favorite with variety of cuisines
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Rock Harbor Grill
18 Old Colony Way
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Good family place and Local favorite with variety of cuisines
Classy Chatham eatery
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Impudent Oyster
15 Chatham Bars Ave
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Classy Chatham eatery
Fine with a stunning view of Pleasant Bay. Highly recommend cocktails on the terrace
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Wequassett Resort and Golf Club
2173 MA-28
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Fine with a stunning view of Pleasant Bay. Highly recommend cocktails on the terrace
Elegant dinner spot with a view
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Chatham Bars Inn
297 Shore Rd
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Elegant dinner spot with a view
The diner locals prefer
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Larry's PX
1591 Main St
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The diner locals prefer
This is supposed to be the best chef on the Cape who buys only the best ingredients daily. Can’t wait to have an occasion to go. Italian in the finest sense.
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Gerardi's Cafe
902 MA-28
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This is supposed to be the best chef on the Cape who buys only the best ingredients daily. Can’t wait to have an occasion to go. Italian in the finest sense.
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Eat Cake 4 Breakfast
26 Wampum Dr
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Renowned as one of the finest restaurants on the Cape
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Chillingsworth Restaurant
2449 Main St
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Renowned as one of the finest restaurants on the Cape
Local hangout swelled by tourists in-season. Curious mix food- meh. Authentic Chatham experience- 👍👍
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Chatham Squire
487 Main St
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Local hangout swelled by tourists in-season. Curious mix food- meh. Authentic Chatham experience- 👍👍
While not my fav seafood shack - it does have pretty good food. My reservation - sometimes long lines, crowded dining experience. It is right on Sesuit Harbor next to the marina. Last time I went - pretty decent lobster roll
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Sesuit Harbor Cafe
357 Sesuit Neck Rd
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While not my fav seafood shack - it does have pretty good food. My reservation - sometimes long lines, crowded dining experience. It is right on Sesuit Harbor next to the marina. Last time I went - pretty decent lobster roll
330-5 Happy hour - buck-a-shuck oysters. Nuf said
Caroline's Bar and Grill
4380 U.S. 6
330-5 Happy hour - buck-a-shuck oysters. Nuf said
Mostly for meat lovers - not cheap - but my Brazilian friends love it!
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Brazilian Grill
680 Main St
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Mostly for meat lovers - not cheap - but my Brazilian friends love it!

Parks and recreation

This is one of Massachusetts’ great park gems and offers so many activities walks trails swimming kayaking fishing. I recommend the Flax pond trail which is easily walkable and has frequent pond access. The park goes all the way to the Crosby beach on the other side of art 6a and the wonderful trail above the beach
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Nickerson State Park
3488 Main Street
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This is one of Massachusetts’ great park gems and offers so many activities walks trails swimming kayaking fishing. I recommend the Flax pond trail which is easily walkable and has frequent pond access. The park goes all the way to the Crosby beach on the other side of art 6a and the wonderful trail above the beach
Great bay beach snack bar facilities. I took this picture of kite fliers at the beach off season
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Skaket Beach
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Great bay beach snack bar facilities. I took this picture of kite fliers at the beach off season
This is the quintessential Cape beach!
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Nauset Beach
250 Beach Rd
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This is the quintessential Cape beach!
On Rt 28 between Orleans and Chatham is an amazing beach harbor fishing spot play place for people of all ages. It’s quite unique but parking is just along the road so get there early in season
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Jackknife Cove
2019 MA-28
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On Rt 28 between Orleans and Chatham is an amazing beach harbor fishing spot play place for people of all ages. It’s quite unique but parking is just along the road so get there early in season
Grab a bike and a map at most Cape tourist info spots - and I always have one in the apartment - and see the Cape as you can no other way - up close and personal. Runs from Dennis and Chatham to Wellfleet Truro
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Cape Cod Rail Trail
Cape Cod Rail Trail
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Grab a bike and a map at most Cape tourist info spots - and I always have one in the apartment - and see the Cape as you can no other way - up close and personal. Runs from Dennis and Chatham to Wellfleet Truro
This is a wonderful place to swim and especially to kayak. There is a small passageway between Upper and Lower mill pond which is known as The African Queen because it is a nature preserve and place where one can observe herons and other nesting birds. My orange Necky is in berth 3 - check in with me before you use it. The boat launch is all the way at the end of Run Hill Rd
Upper Mill Pond
This is a wonderful place to swim and especially to kayak. There is a small passageway between Upper and Lower mill pond which is known as The African Queen because it is a nature preserve and place where one can observe herons and other nesting birds. My orange Necky is in berth 3 - check in with me before you use it. The boat launch is all the way at the end of Run Hill Rd
Beautiful and unique any time of day or evening. Sometimes a band plays the sun to set - very Key West. You can also catch fishing and party boats here
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Rock Harbor
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Beautiful and unique any time of day or evening. Sometimes a band plays the sun to set - very Key West. You can also catch fishing and party boats here
Long pond has a couple beach/access points. Bring your kayak canoe or whatever boat you have. It’s a lovely place to spend a day
Long Pond Brewster Beach
Long pond has a couple beach/access points. Bring your kayak canoe or whatever boat you have. It’s a lovely place to spend a day
Small local beach. Lots of swimmers in season. Kayaking paddleboarding fishing. Great small pond for all your non motor water activities
Sheep Pond Beach
Sheep Pond Drive
Small local beach. Lots of swimmers in season. Kayaking paddleboarding fishing. Great small pond for all your non motor water activities
This is a wonderful high spot for an expansive view of the inlets of Orleans. You can often see seals basking in the sun below
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Fort hill trail
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This is a wonderful high spot for an expansive view of the inlets of Orleans. You can often see seals basking in the sun below
This is a fun beach for walking at low tide but during the season parking is tight. Off season it’s a wonderful spot to park and view the expanse of beach even on a stormy or snowy day
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Paines Creek Landing and Beach
143 Cedar Hill Rd
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This is a fun beach for walking at low tide but during the season parking is tight. Off season it’s a wonderful spot to park and view the expanse of beach even on a stormy or snowy day
Great place for people watching
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燈塔海灘( Lighthouse Beach )
30 Main Street
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Great place for people watching

Shopping

Wonderful comprehensive cook shop open all year round. Great to have such a place in Brewster
One of the best cook shops anywhere and loads of fun to explore
Cook Shop
1091 Main St
One of the best cook shops anywhere and loads of fun to explore
This is probably the best boat and nautical equipment store on the lower Cape. Fun to poke around on a rainy day or rent a kayak and take a group tour
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Goose Hummock Shop
15 MA-6A
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This is probably the best boat and nautical equipment store on the lower Cape. Fun to poke around on a rainy day or rent a kayak and take a group tour
This wonderful gallery on the second floor of The Cornfield has a great collection of local artists with many great local scenes. The gallery owner Domonic Boreffi is very knowledgeable and accommodating.
Gallery Antonia
1291 Main St
This wonderful gallery on the second floor of The Cornfield has a great collection of local artists with many great local scenes. The gallery owner Domonic Boreffi is very knowledgeable and accommodating.
These shops aren’t for everyone - and not one of my favs - but they are very popular. The one in Orleans has lots of Capey stuff
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Christmas Tree Shops
10 S Orleans Rd
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These shops aren’t for everyone - and not one of my favs - but they are very popular. The one in Orleans has lots of Capey stuff
Stop and shop, liquor store, TJ Max, CVS, Dollar tree, restaurant. Nearby is Dunkin, cinema, several gas stations, post office. Good place to meet lots of needs
Patriot Square Shopping Center
516 MA-134
Stop and shop, liquor store, TJ Max, CVS, Dollar tree, restaurant. Nearby is Dunkin, cinema, several gas stations, post office. Good place to meet lots of needs
Right on the bike trail and in the center of Orleans - they are friendly and comprehensive. Park in the main lot by the Chocolate Sparrow if you plan to stay and see more of what Orleans has to offer
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Orleans Cycle
26 Main St
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Right on the bike trail and in the center of Orleans - they are friendly and comprehensive. Park in the main lot by the Chocolate Sparrow if you plan to stay and see more of what Orleans has to offer
Bird watchers swear by this fun spot!
Bird Watcher's General Store
36 MA-6A
Bird watchers swear by this fun spot!
I’m very fortunate to have such a comprehensive liquor store so close by. They won’t be the cheapest but they will usually have what you want. They used to have a lot of tasting carafes set up but It just can’t be done right now
Luke's Super Liquor Stores
15 Lower Rd
I’m very fortunate to have such a comprehensive liquor store so close by. They won’t be the cheapest but they will usually have what you want. They used to have a lot of tasting carafes set up but It just can’t be done right now
Quirky combination new and used books and the most helpful staff
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Yellow Umbrella Books
501 Main St
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Quirky combination new and used books and the most helpful staff
Fun
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Chatham Candy Manor
484 Main St
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Fun
A wonderful mix that isn’t the usual tourist tschotches - a lot of fun to browse. Something for everyone.
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Yankee Ingenuity
525 Main St
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A wonderful mix that isn’t the usual tourist tschotches - a lot of fun to browse. Something for everyone.
This is a must-see in Chatham culture and you can pick up some great seafood too. Subject of many artists
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Chatham Pier Fish Market
45 Barcliff Ave
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This is a must-see in Chatham culture and you can pick up some great seafood too. Subject of many artists
This shop has above average merchandise - I always find something unique.
Mayflower Shop
475 Main St
This shop has above average merchandise - I always find something unique.
Seafood shopping with a view! Don’t miss. Small restaurant adjacent
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Young's Fish Market
113 Rock Harbor Rd
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Seafood shopping with a view! Don’t miss. Small restaurant adjacent
My oldest neighbors claim this to be the best! Thursday is discount day
Orleans Seafood Market
18 Old Colony Way
My oldest neighbors claim this to be the best! Thursday is discount day
Outdoor shopping area over many streets and blocks featuring chain stores and restaurants as well as some interesting local spots. Download a map of the area before you go because you might think you’ve seen everything when you’ve only seen one part
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Mashpee Commons
22 Steeple St
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Outdoor shopping area over many streets and blocks featuring chain stores and restaurants as well as some interesting local spots. Download a map of the area before you go because you might think you’ve seen everything when you’ve only seen one part
Great small market with super variety, good wine selection - take your Vivino app for bargain hunting - great plants and garden shop
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Friends' Marketplace
57 Main St
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Great small market with super variety, good wine selection - take your Vivino app for bargain hunting - great plants and garden shop
One of the neatest general stores on the Cape and located on a great walking shopping street in downtown Wellfleet! You can fine just about everything you need here and have so much fun in the process!
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Wellfleet Market Place
295 W Main St
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One of the neatest general stores on the Cape and located on a great walking shopping street in downtown Wellfleet! You can fine just about everything you need here and have so much fun in the process!
Great market - some say they have the best baked goods of any market of this type on the Cape.
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Nauset Farms
199 Main St
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Great market - some say they have the best baked goods of any market of this type on the Cape.
My favorite small market ( CVS is next door). Super fresh seafood and sushi. The smoked fish is also a special treat
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Chatham Village Market
20 Queen Anne Rd
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My favorite small market ( CVS is next door). Super fresh seafood and sushi. The smoked fish is also a special treat
It is tiny, but a wonderful place to browse any time of year and you always find something interesting
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The Brewster Book Store
2648 Main St
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It is tiny, but a wonderful place to browse any time of year and you always find something interesting
Look for seasonal shows and sales all year long
Creative Arts Center In Chatham
154 Crowell Rd
Look for seasonal shows and sales all year long

Sightseeing

Beautiful location on Rock Harbor. Take abt out of the chapel - with its Italian tile baptismal font and lovely artwork. Take in a concert or evemaong and do t forget to visit the bookstore
Community of Jesus
5 Bay View Dr
Beautiful location on Rock Harbor. Take abt out of the chapel - with its Italian tile baptismal font and lovely artwork. Take in a concert or evemaong and do t forget to visit the bookstore
The visitor center is worth a visit for the incredible view out the back windows, the head of some Wonderful trails including one that goes to the beach along marshy walkways and boardwalks, great informational maps and brochures and a film on the seashore.
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Cape Cod National Seashore Salt Pond Visitor Center
50 Nauset Rd
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The visitor center is worth a visit for the incredible view out the back windows, the head of some Wonderful trails including one that goes to the beach along marshy walkways and boardwalks, great informational maps and brochures and a film on the seashore.
A beautiful inland waterway to see, kayak, fish and swim
Bass River
A beautiful inland waterway to see, kayak, fish and swim
Easy walk from downtown, great viewing area
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Chatham Lighthouse
37 Main St
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Easy walk from downtown, great viewing area
Great little museum and gift shop - check open hours
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Edward Gorey House
8 Strawberry Ln
24 當地人推薦
Great little museum and gift shop - check open hours
The lunch and dinner trains are supposed to be super! Nice view of the canal
Cape Cod Central Railroad
The lunch and dinner trains are supposed to be super! Nice view of the canal
Interesting to a point - lovely location on Ryders Cove - historical site - nerds will be ecstatic
16 當地人推薦
Chatham Marconi Maritime Center
847 Orleans Rd
16 當地人推薦
Interesting to a point - lovely location on Ryders Cove - historical site - nerds will be ecstatic
For those interesting in holistic, heath places. My foster son loves this kind of thing.
Oceanair Himalayan Salt Cave
34 Main St
For those interesting in holistic, heath places. My foster son loves this kind of thing.
A great place to start your exploration of Ptowns art scene
55 當地人推薦
Provincetown Art Association and Museum
460 Commercial St
55 當地人推薦
A great place to start your exploration of Ptowns art scene

城市觀光建議

周邊交通資訊

Great scenic drive Rt 28 Orleans to Chatham

There is a lovely scenic drive on Rt 28 between Orleans and Chatham which takes you by Jackknife Beach and lovely Scenic coves. The most scenic parts are between Pleasant Bay Rd and the lighthouse in Chatham.
風俗與文化

Stony Brook School Pickleball Court

There is a pickleball court at the Stony Brook School in Brewster.
周邊交通資訊

Get Outside Cape Cod

Blog by Lissy Perna - advice on outdoor spots all over the Cape
風俗與文化

Whale watching and fishing cruises

Rock Harbor, Hyannis and Provincetown are all good places to explore Whale watches and fishing cruises Explore with your internet browser
周邊交通資訊

eTourChatham

Smartphone tour of Chatham