Upscale Dining

These restaurants will require a reservation, but are so worth it!

Open Year-Round
(amazing…and a 3 minute walk from the inn!)
2019 Main Street, Brewster (508) 896-7644
Cozy and chic atmosphere with a wonderful American menu with Italian infusion.  Delicious seafood, homemade pasta and desserts.

Cape Sea Grille
31 Sea Street, Harwich Port (508) 432-4745
Elegant eatery in a 19th century sea captain’s home. Creative American cuisine with an extensive wine list.

Located at the Chatham Inn
369 Main Street, Chatham (508) 945-1468
3, 4 or 5 course pre-fixe menus of modern, globally inspired dishes.  Award winning restaurant in a very elegant setting.

Pelham House
14 Sea Street, Dennis Port (508) 398-6076
Oceanfront resort with several eating areas with amazing views! Creative cocktails, terrific menu and service!

Old Yarmouth Inn
223 Route 6A, Yarmouth Port (508) 362-9962
Historic, cozy restaurant and tavern serving fresh, local seafood and ingredients.


Open Seasonally
Twenty-eight Atlantic
(one of our absolute favorites!)
Located at The Wequassett Resort
2173 Rt 28, Harwich (508) 319-9098
Beautiful waterfront location on Pleasant Bay, elegant setting and excellent service!  Mouthwatering menu!

The Ocean House 
(we love it here, every single time!)
425 Old Wharf Road, Dennisport (508) 394-0700
Breathtaking atmosphere right on the ocean.  Amazing menu and cocktail list.  Excellent service.

1260 Main Street, Chatham (508) 945-9777
Newly renovated, re-imagined and re-branded. The result is exceptional and one of the best menus on Cape Cod. Modern atmosphere.

Winslow’s Tavern 316 Main Street, Wellfleet (508) 349-6450
Magical atmosphere dining under the twinkling lights on the tree covered patio. Fantastic menu and service. A must!

15 Kendrick Avenue, Wellfleet (508) 237-9811
Waterfront dining with daily rotating 7 course menu. Course by course wine pairing available to complete the amazing culinary experience!

The Glass Onion
37 North Main Street, Falmouth (508) 540-3730
Upscale comfort food using local ingredients in a stylish atmosphere.

The Proprietors
9 India Street, Nantucket (508) 228-7477
Globally inspired cuisine served family style in an intimate historic home. Such a creative menu and wonderful cocktail list!

20 Broad Street, Nantucket (508) 228-5550
Award winning, sophisticated restaurant in downtown Nantucket.  Innovative rotating menu using local produce, fish and meats. Craft cocktails, great wine and beer list.  Indoor and outdoor seating.

Casual Dining

Open Year-Round
La Bella Vita Kitchen & Bar
2 Academy Place, Orleans (774) 316-4454
Delicious, creative Italian cuisine in a rustic atmosphere.

Rock Harbor Grill
18 Old Colony Way, Orleans (508) 255-3350
Casual and lively with a great menu and large bar.

The Beacon Room
23 West Road, Orleans (508) 255-2211
Open for lunch and dinner with classic New England cuisine and large wine list.

Mahoney’s Atlantic Bar & Grill (does not take reservations)
28 Main Street, Orleans (508) 255-5505
Large, lively bar and adjacent restaurant with excellent seafood, steaks and chops.

Mac’s Chatham (does not take reservations)
1291 Main Street, Chatham (508) 945-1173
Open for lunch and dinner. Quintessential Cape Cod experience. The freshest local seafood with a creative twist. Excellent every time.

Del Mar
907 Main Street, Chatham (508) 945-9988
Excellent bistro fare in a cozy atmosphere.  Occasional live music.

The Marshside
28 Bridge Street, East Dennis (508) 385-4010
Overlooking Sesuit Creek, every window offers a beautiful scenic view. Large menu of comfort foods including seafood, burgers, sandwiches and salads.

Encore (does not take reservations)
36 Hope Lane, Dennis (508) 385-8500
On the grounds of the Cape Playhouse, this hidden gem is excellent from menu to service to atmosphere.

Scargo Cafe
799 Main Street, Dennis (508) 385-8200
Open for lunch and dinner, this lovely spot offers a creative menu in a comfortable atmosphere.

Oliver’s and Planck’s Tavern
960 Main Street, Yarmouthport (508) 362-6062
Open for lunch and dinner, this fun tavern has an enormous and creative menu including local seafood and wood fired pizzas. Extensive craft beer selection.

Pain D’ Avignon
15 Hinckley Road, Hyannis (508) 778-8588
Stylish French restaurant and bakery. Great menu options in a sophisticated bistro setting.

Fishermen’s View
20 Freezer Road, Sandwich (508) 591-0088
Beautiful view of the marina and canal with huge menu of fresh, locally sourced seafood. Creative bar list with delicious cocktails.

Open Seasonally
Brewster Fish House (does not accept reservations but does call ahead seating)
(a short walk from the inn)
2208 Main Street, Brewster (508) 896-7867
Very popular, lively spot. New England seafood and local produce with a contemporary spin. Unique cocktail list, great wine list and craft beer.

Located at The Wequassett Resort
2173 Rt. 28, Harwich (508) 356-4491
Casual food in a cozy setting at this beautiful resort.

The Veranda (does not take reservations so get there early…it is worth it!)
Located at The Chatham Bars Inn
286 Shore Road, Chatham (508) 945-0096
One of the best views in all of the Cape. Dine on the enormous veranda of the iconic Chatham Bars Inn.

The Beach House
Located at The Chatham Bars Inn
286 Shore Road, Chatham (508) 945-0096
Classic seaside dining with a breathtaking oceanfront setting.




Very Casual Dining

Open Year Round
Stone L’oven Pizza
280 Underpass Road Brewster (508) 896-9400
Hand tossed, stone-fired brick oven pizza

The Kitchen Café
2671 Main Street, Brewster (774) 323-0244
Open for lunch and serving amazing salads and sandwiches in a bright, sweet cafe.

Mom & Pop’s Burgers
1603 Main Street, Chatham (774) 840-4144
We’d say the burgers on Cape Cod!

Corner Store (2 locations)
1403 Old Queen Anne Road, Chatham (508) 432-1077
54 Main Street, Orleans (508) 255-5454
Burritos, paninis, salads, cookies & whoopies

Pickle Jar Kitchen
170 Main Street, Falmouth (508) 540-6760
Sweet little cafe with amazing sandwiches right in the middle of bustling downtown Falmouth.

Open Seasonally
3260 Main Street, Brewster (508) 896-7021
Open since 1948, this award winning quintessential “clam shack” has a huge menu of fried, baked & grilled seafood, sandwiches and salads as well as ice cream.

Kate’s Seafood
284 Paine’s Creek Road, Brewster (508) 896-9517
Large menu of fried and grilled seafood, salads and ice cream

Guapo’s Tortilla Shack
239 Underpass Road, Brewster (508) 896-3338
Tacos, burritos and enchiladas in a fun, lively setting.

Sesuit Harbor Cafe
357 Sesuit Neck Road, Dennis (508) 385-6134
Local favorite with lines out the door and picnic tables overlooking Northside Marina. Totally worth the lines! Great lobster rolls and raw bar.  BYOB and cash.

Chatham Fish Pier Market
45 Barcliff Avenue Ext, Chatham (508) 945-FISH
Working fish pier and observation deck alongside the restaurant. Order some of the freshest seafood and a picnic table! Excellent menu!

The Knack
5 route 6a, Orleans (774) 316-4595
Burgers, fish tacos, awesome milk shakes!








Ice Cream & Sweets

Brewster Scoop
1929 Route 6A, Brewster (508) 896-7824
Ice cream shop next to the Brewster General Store…just a 2 minute walk from the inn!

Sundae School (2 locations)
381 Lower County Road, Dennisport (508) 394-9122
606 Main Street, Harwichport (508) 430-2444

Ice Cream Smuggler
1555 Route 6A, East Dennis (508) 385-5307

Eat Cake 4 Breakfast
26 Wampum Drive, Brewster (508) 896-4444
Mouth watering pastries, pies and cookies

Hot Chocolate Sparrow
5 Old Colony Way, Orleans (508) 240-2230
Ice cream, specialty hot and cold beverages, chocolates and pastries

Amie Bakery
1254 Main Street, Osterville (508) 428-1005
Absolute heaven on earth!


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