If you are staying at the Wequassett, you are welcome to book a tee time
For those looking to do some shopping while on Cape Cod, Main Street in Chatham is the place to go. You can find everything from local gift shops to high end stores and everything in between. Plenty of restaurants will keep you well fed while you wander the streets.
This is where we got engaged! Great place for a scenic walk.
The Cape Cod National Seashore features 40 miles of beautiful beaches on the Atlantic facing side of Cape Cod. During the summer months, these beaches are overcrowded with tourists from all over the world – don’t have to deal with that now! So grab a sweater and head out to the beach for a walk, run, or some peace and quiet.
Nauset Beach is a public beach on the east coast of outer Cape Cod in Orleans, Massachusetts, which extends south from a point opposite Nauset Bay to the mouth of Chatham Harbor.
A great place for finer dining with sweeping water views. Reservations required. Seafood with an Asian flair. Free valet.
No reservations needed. Inventive and creative mostly fish dishes that change with the season.
Best cocktails in the area - ask for Jason! Seating in the bar, outside and classic restaurant dining. Reservations necessary. On site parking available.
Located in a funky yellow house! Fresh fish dishes. Signature dish is lobster ravioli. Free Valet. Reservations required.
Classic Italian with a twist. Cozy atmosphere. Generous portions and great wine list! Reservations required.
The classic New England French eatery is Chillingsworth and the less formal bistro atmosphere is Chill's Bistro. Indoor and outdoor seating options available. Reservations required. Ample parking.
Our personal favorite! Great cocktail and wine list and terrific food and atmosphere! Reservations required - open Tuesday through Saturday. Ample parking.
A lively old inn with tapas and great casual food. Try the Peggytini! Ample parking. Reservations recommended.
Family friendly and casual. Great food and pizza. No reservations and always crowded, so be prepared to wait a bit for a table. Parking on site.
Fun venue with a wide range of menu choices. Ample parking. No reservation required.
Great place for a quick bite and a cocktail! Limited parking. Located right in downtown Chatham. No reservation necessary.
The pub side of the Wayside Inn located in downtown Chatham. Great atmosphere with good food and cocktail menu. Indoor and outdoor dining. No reservation necessary.
The iconic downtown Chatham legend. This is the location of the after party! Great menu for casual dining. Great chowder! This is where the tourists and the locals mingle. Bar can be rowdy and a bit loud - but always fun! Park in downtown Chatham or in the lot behind the restaurant. No reservations needed!
Great place for a burger and a beer. No reservations necessary - very casual! Limited on site parking right before the downtown Chatham area. Try the Devil's Purse - local beer from Dennis, MA.
Great pizza and casual dishes! The fire pit is a big attraction in the fall! Great place for a casual meal. On site parking!
Classic fried seafood. Chowder and ice cream too! On site parking. Very casual!
Some say the best fried clams on the Cape. Full seafood menu - fried and broiled options. Ice cream for dessert! Very casual and ample parking.
Best breakfast in Chatham! Located right at the Chatham airport. No reservations, so be prepared to wait if you get there late! Homemade donuts are a must try! Ample parking.
Great breakfast sandwiches and muffins/pastry options for grab and go! Also great sandwiches and salads. Parking on Main Street in downtown Chatham.
This is the place for a breakfast burrito. Or a quick sandwich for lunch! Grab and go only! Limited parking - call ahead to place your order and pick it up!
This is the place for the best pies, pastries and muffins on The Cape. Grab and go only! Well worth the wait in line!
The best fudge anywhere! Penny candy! Specialty chocolates! Located in downtown Chatham - well worth the visit! Parking on Main street only.