Upscale Dining

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

(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.

Brewster Fish House – does not accept reservations
(a short stroll 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 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.

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

Impudent Oyster
15 Chatham Bars Ave, Chatham (508) 945-3545
Upscale eatery in an old church with a modern twist on classic seafood favorites.

Buca’s Tuscan Roadhouse
4 Depot Road, Harwich (508) 432-6900
Intimate, Tuscan themed restaurant with excellent service. Delicious Italian favorites.

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.

The Pheasant
905 Main Street, Dennis (508) 385-2133
Made from scratch menu using sustainably fished and farmed products. Very cozy atmosphere in an old barn overlooking herb gardens.

15 Cove Road, Orleans (508) 945-4300
Set in a bungalow in downtown Orleans, this sweet restaurant has a pre-fixe eclectic menu made with local ingredients.

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 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
The Marshside
28 Bridge Street, West 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.

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.

Pecorino Romano
605 Main Street, Dennis (508) 694-6333
Tuscan favorite dishes in a comfortable atmosphere.

Mahoney’s Atlantic Bar & Grill
28 Main Street, Orleans (508) 255-5505
Large, lively bar and adjacent restaurant with classic New England fare.

Jason’s Tavern
Patriot Square, Rt 143, Dennis (508) 394-3534
Tavern fare in a casual atmosphere with a large menu of burgers, soups, sandwiches and specialty items.

The Naked Oyster
410 Main Street, Hyannis (508) 778-6500
Cozy french bistro in bustling downtown Hyannis.  French inspired dishes with locally sourced ingredients.

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

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
Mom & Pop’s Burgers
1603 Main Street, Chatham (774) 840-4144
Amazing and creative burgers, sandwiches and hand cut fries

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

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

Open Seasonally
Kate’s Seafood
284 Paine’s Creek Road, Brewster (508) 896-9517
Large menu of fried and grilled seafood, salads and ice cream
Open since 1986 and located right on Route 6A

JT’s Seafood
2689 Main Street, Brewster
Award winning quintessential “clam shack” with a huge menu of fried, baked & grilled menu items & ice cream

Guapo’s Tortilla Shack
239 Underpass Road, Brewster (508) 896-3338
Tacos, Burritos and Enchiladas in a fun 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. Great lobster rolls and raw bar.  BYOB and cash.




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
381 Lower County Road, Dennisport (508) 394-9122

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

Underground Bakery
780 Main Street, Dennis (508) 385-4700

Select Registry, Cape Cod Chamber, AIHP
PackagesCheck out our new Quiet Season Dinner Package

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