Pleasant Street Retreat Guidebook

Melinda
Pleasant Street Retreat Guidebook

Favorite Beaches

A family favorite. The area still has gorgeous dunes. Worth a visit if you are headed to Provincetown. Lots of great spots to stop for lunch or dinner.
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Cahoon Hollow Beach
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A family favorite. The area still has gorgeous dunes. Worth a visit if you are headed to Provincetown. Lots of great spots to stop for lunch or dinner.
A nice public beach. Lots of parking and not to far from our home in South Chatham
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Harding Beach
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A nice public beach. Lots of parking and not to far from our home in South Chatham
Ed and I grew up going to this beach with our parents and grandparents. There is some shallow spots for kids to splash around. It pretty as well.
Cockle Cove Beach
435 Cockle Cove Rd
Ed and I grew up going to this beach with our parents and grandparents. There is some shallow spots for kids to splash around. It pretty as well.
A popular day trip. There is an on/off bus to see the island.
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Nantucket
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A popular day trip. There is an on/off bus to see the island.

Food scene

One of the only restuarants in the area with a water view. Hard to believe but its true. Indoor and outdoor dining, nice bar with a great view also. Food is very good and the lobster rolls are about the best around. No reservations here.
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Brax Landing Restaurant
705 MA-28
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One of the only restuarants in the area with a water view. Hard to believe but its true. Indoor and outdoor dining, nice bar with a great view also. Food is very good and the lobster rolls are about the best around. No reservations here.
The food is always very good. Atmosphere is lovely, Space is on the small side. Always make a reservations as far ahead as possible. We liked the grilled romaine and calamari to start. The pasta is great as is just about anything you pick. Great wine list too. Table of 4, ask to sit in one of the more private alcoves off the main dining room. Not really the best pick for kids under 16 or so.
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Buca's Tuscan Roadhouse
4 Depot Rd
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The food is always very good. Atmosphere is lovely, Space is on the small side. Always make a reservations as far ahead as possible. We liked the grilled romaine and calamari to start. The pasta is great as is just about anything you pick. Great wine list too. Table of 4, ask to sit in one of the more private alcoves off the main dining room. Not really the best pick for kids under 16 or so.
If you want fried seafood stop here!! All of the seafood type stands have excellent fresh seafood. Great spots for families and children too.
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Kream N' Kone Restaurant
1653 Main St
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If you want fried seafood stop here!! All of the seafood type stands have excellent fresh seafood. Great spots for families and children too.
Another local favorite for fried seafood. Good take out
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The Original Seafood Restaurant
527 Main St
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Another local favorite for fried seafood. Good take out
Take a trip to Wellfleet. Great galleries too. This spot has a beautiful view of Wellfleet harbor. Good spot for chowder, raw seafood, burgers. Bar can get very crowded here. Worth a visit here.
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Bookstore & Restaurant
50 Kendrick Ave
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Take a trip to Wellfleet. Great galleries too. This spot has a beautiful view of Wellfleet harbor. Good spot for chowder, raw seafood, burgers. Bar can get very crowded here. Worth a visit here.
This is a very popular stop, but the lines are crazy long. I wouldn't spend time waiting in line there are plenty of others places to have a meal
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Chatham Squire
487 Main St
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This is a very popular stop, but the lines are crazy long. I wouldn't spend time waiting in line there are plenty of others places to have a meal

Bookstores

Cape Cod has popular independent book stores and Yellow Umbrella books is a favorite close by.
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Yellow Umbrella Books
501 Main St
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Cape Cod has popular independent book stores and Yellow Umbrella books is a favorite close by.
Chances are a lot of the books in our home came from Annie's Book Stop. Our Mom worked here for years.
Annie's Book Stop
25 S Orleans Rd
Chances are a lot of the books in our home came from Annie's Book Stop. Our Mom worked here for years.

Shopping

Sweatshirts here!! and at other spots around the Cape
Cuffyco Inc.
291 Commercial Street
Sweatshirts here!! and at other spots around the Cape

Sightseeing

This is a beautiful historic hotel. They have a great spa where you can really spend the day by the private pool and order lunch if you like. There are several restuarants. They also offer Valet parking by the back entrance.
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Chatham Bars Inn
297 Shore Rd
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This is a beautiful historic hotel. They have a great spa where you can really spend the day by the private pool and order lunch if you like. There are several restuarants. They also offer Valet parking by the back entrance.
There is a lot to enjoy here. Check out their webiste and plan a morning or day. Bring your bikes.
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Národní pobřeží Cape Cod
99 Marconi Site Road
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There is a lot to enjoy here. Check out their webiste and plan a morning or day. Bring your bikes.
If you have an extra day, think about heading off-Cape for a trip here.
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Plymouth
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If you have an extra day, think about heading off-Cape for a trip here.

City/town information

Downtown Chatham Village is what folks remember most about this area. Check out the LIghthouse and beaches nearby. Its a popular look-out area. The town offers great shopping and restaurants.
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Chatham
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Downtown Chatham Village is what folks remember most about this area. Check out the LIghthouse and beaches nearby. Its a popular look-out area. The town offers great shopping and restaurants.

Neighborhoods

We've been coming here for decades. This town has always been a haven for artists and diverse folks, and everyone is welcome here. I love the seashell shop here. My grandmother loved the fudge shops. There are lots of restaurants and bars. There is a gallery area if you like that. Parking can be tricky here so make sure you plan to park in a designated spot and walk not far to the main areas. There is also a lot of parking by the piers, where you will find the whale watching groups.
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Provincetown
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We've been coming here for decades. This town has always been a haven for artists and diverse folks, and everyone is welcome here. I love the seashell shop here. My grandmother loved the fudge shops. There are lots of restaurants and bars. There is a gallery area if you like that. Parking can be tricky here so make sure you plan to park in a designated spot and walk not far to the main areas. There is also a lot of parking by the piers, where you will find the whale watching groups.
I like Wellfleet for the art galleries!!! Wellfleet also has a lovely harbor where you can watch the sunset and enjoy a meal.
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Wellfleet
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I like Wellfleet for the art galleries!!! Wellfleet also has a lovely harbor where you can watch the sunset and enjoy a meal.