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Best of Cape Cod

From Falmouth to Provincetown, an up-to-the-minute address book helps plot the course to an iconic American vacation.
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Rating: 5 out of 5 by EveryTrail members
Difficulty: Easy
Duration: Multiple days
Family Friendly

Overview:  When outsiders think of Cape Cod, the first two towns that come to mind are Hyannis and Provincetown—which happen to be the two places... more »

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Points of Interest

Little Inn on Pleasant Bay in South Orleans is down the road next to a cranberry bog, and sits high on a hill with fantastic views of the shoreline. White slipcovered furniture and pickled-wood ceilings create a beachy vibe.

Address:
654 S. Orleans Rd.
Orleans, Massachusetts
United States

Phone:
(888) 332-3351

Abba, in Orleans, is widely touted as the Cape’s best restaurant. Israeli-born chef Erez Pinhas dips into his heritage for dishes like falafel in a tahini-amba sauce, then spins the globe to Asia; his shrimp-and-lobster pad thai has a cultlike following.

Address:
89 Old Colony Way
Orleans, Massachusetts
United States

Phone:
(508) 255-8144

3. Abbicci

The renovations at the iconic restaurant set some locals grumbling that it now resembles a gallery in New York City. But the food is still top-notch: check out the oysters with leeks, pancetta, Pernod, and cream, on the Mediterranean-influenced tapas menu.

Address:
43 Main St., Yarmouthport
Cape Cod, Massachusetts
United States

Phone:
(508) 362-... More

4. Arnold’s Lobster & Clam Bar

Order the fried lobster tail at Arnold’s Lobster & Clam Bar, in Eastham—a hit since it opened in 1976.

Address:
3580 Rte. Six
Eastham, Massachusetts
United States

Phone:
(508) 255-2575

5. Art’s Dune Tours

Art’s Dune Tours, in Provincetown, take travelers off road through the lunar landscape of the dunes outside town; in the distance you can see the shacks that have been inhabited over the years by Tennessee Williams, Jackson Pollock, and other legends, and are still rented to artists.

Address:
9 Washington Ave.
Cape Cod, Massachusetts
United... More

The bright-yellow vessel operated by Beachcomber Boat Tours offers seal-watching tours or drop-offs of passengers at North Beach (and pickups later).

Address:
174 Crowell Rd.
Chatham, Massachusetts
United States

Phone:
(508) 945-5265

In the center of Sandwich, the Belfry Inne occupies three restored buildings, including a former church and the Painted Lady, a turreted 1882 Victorian house.

Address:
8 Jarves St.
Sandwich, Massachusetts
United States

Phone:
(508) 888-3922

8. Bird Watcher’s General Store

A symphony of chirping welcomes you to this bird-lovers paradise. The staff has tons of personality—if you tell them a joke, they’ll give you a free pencil.

Address:
36 Rte. 6A
Orleans, Massachusetts
United States

Phone:
(800) 562-1512

9. Bonatt’s Bakery & Restaurant

Bonatt’s Bakery & Restaurant, in Harwichport, is nothing to look at—but its sugarcoated Meltaway rolls are dreamy.

Address:
537 Main St.
Harwich Port, Massachusetts
United States

Phone:
(508) 432-7199

This 19th-century compound centers on a pool and gardens. The clientele is very social (and mostly gay).

Address:
67 Bradford St.
Provincetown, Massachusetts
United States

Phone:
(508) 487-9005

In a tiny cottage with trompe l’oeil rugs painted on the floor, the Brewster Fish House is always packed at dinner; locals know to come during the day.

Address:
2208 Main St.
Brewster, Massachusetts
United States

Phone:
(508) 896-7867

The Brewster Store was converted from a church into a general store in 1866 and still has the requisite porch, coal stove, penny-candy display, and ice cream parlor. You can buy just about anything here—donuts, puzzles, pitchers, and even lighting supplies.

Address:
1935 Main St.
Brewster, Massachusetts
United States

Phone:
(508) 896-3744

This open-air stand on the side of the highway is your stop for beach plum jelly, rosehip jam, and cranberry marmalade.

Address:
230 Briar Ln.
Wellfleet, Massachusetts
United States

Phone:
(561) 632-1122

14. Buca’s Tuscan Roadhouse

The eatery serves solid—as its name would suggest—Tuscan food like roasted organic chicken with fennel, garlic, sage, and olives.

Address:
4 Depot Rd.
Harwich, Massachusetts
United States

Phone:
(508) 432-6900

This sweet shop serves fudge in every flavor, from plain vanilla to Marshmallow Fluff to Reese’s.

Address:
484 Main St.
Chatham, Massachusetts
United States

Phone:
(508) 945-0825

In a small outbuilding with an honesty box, the farm shop sells a heavenly lavender-lemon marmalade.

Address:
Island Pond Trl.
Harwich, Massachusetts
United States

Phone:
(508) 432-8397

Attend demonstrations by naturalists and a resident beekeeper, plus explore the three nature trails through protected woodland and salt marshes and along Cape Cod Bay.

Address:
869 Main St.
Brewster, Massachusetts
United States

Phone:
(508) 896-3867

18. Cape Cod Province Lands Bike Trail

For a more active adventure, catch the eight-mile Cape Cod Province Lands Bike Trail at Race Point. It passes through sand dunes and forests and ends at the ocean. Don’t miss the spur that leads to the Herring Cove lighthouse.

Address:
Massachusetts 134
East Dennis, Massachusetts
United States

19. Cape Cod Rail Trail

Built on an old railway bed, the 26-mile Cape Cod Rail Trail starts at Route 134 in Dennis and winds through Chatham, continuing north to Wellfleet. There are cyclist-friendly cafés along the way.

Address:
Cape Cod Rail Trail
Barnstable, Massachusetts
United States

The emphasis here, also home to the Cape Cod Center for the Arts, is on Broadway musicals. Bette Davis famously began her career here, as an usher.

Address:
820 Main St.
Dennis, Massachusetts
United States

Phone:
(508) 385-3911

21. Cap’t Cass Rock Harbor Seafood

Cap’t Cass Rock Harbor Seafood is a funky BYOB in Orleans with wood floors, shelves lined with old seashells, handwritten menus taped to the walls, and colorful buoys covering the exterior. Get there on time because the hours are strict (11 a.m. to 2 p.m.).

Address:
117 Rock Harbor Rd.
Orleans, Massachusetts
United States

Captain’s House Inn feels like a village unto itself; besides its captain’s cottage, there’s a Greek Revival mansion and converted stables.

Address:
369-377 Old Harbor Rd.
Chatham, Massachusetts
United States

Phone:
(508) 945-0127

The clapboard Chatham Bars Inn, in Chatham, was the first luxury hotel on Cape Cod and is still its toniest address, with prices (and a bit of attitude) to match. The place was opened by a wealthy Boston stockbroker in 1914, and you’ll feel transported to his era when you’re gazing at the ocean from a rattan chair on the wide porch.

Address:
297 ... More

If you’re in the mood for a pint and live music, head to this gritty nightspot, decorated with license plates from around the world. Local bands perform here a few nights of the week, and the bar menu’s quite good.

Address:
487 Main St.
Chatham, Massachusetts
United States

Phone:
(508) 945-0942

The Colony of Wellfleet was originally an art gallery and hostelry for collectors. Ten Modernist cottages with slightly worn Midcentury furnishings are tended by owner Eleanor Stefani, who feels like your eccentric great-aunt.

Address:
640 Chequessett Neck Rd.
Wellfleet, Massachusetts
United States

Phone:
(508) 349-3761

26. Continuum

The tiny cottage is crammed with every kind of antique lamp imaginable.

Address:
7 S. Orleans Rd.
Cape Cod, Massachusetts
United States

Phone:
(508) 255-8513

The hotel’s knotty-pine paneling and vintage furnishings channel a Maine camp.

Address:
1975 State Hwy.
Eastham, Massachusetts
United States

Phone:
(508) 255-0500

Try the bakery’s buttery, cinnamony, muffin-shaped Dirt Bomb donuts. (Faithful followers have sleuthed out the recipe and make them back at home.)

Address:
5 Cottage St.
Orleans, Massachusetts
United States

Phone:
(508) 255-2821

29. Cottages at Maushop Village

The more recently built, privately owned Cottages at Maushop Village, in the New Seabury resort development, are handled by both owners and rental agents.

Address:
New Seabury, Massachusetts
United States

Phone:
(508) 238-7889

Craigville Beach, the place to see and be seen in Hyannis, is sometimes called Muscle Beach for its concentration of buff beachgoers.

Address:
Centerville Harbor, Vineyard Sound
Hyannis, Massachusetts
United States

This 19th-century compound centers on a pool and gardens. The clientele is very social (and mostly gay).

Address:
82 Bradford St., Provincetown
Cape Cod, Massachusetts
United States

Phone:
(508) 487-6767

32. Crow’s Nest Resort

Facing the beach and Cape Cod Bay, all 21 bright suites at the Crow’s Nest Resort have kitchens, fireplaces, Jacuzzi tubs, and unobstructed views of the ocean, two lighthouses, and the lights of Provincetown—just two miles away.

Address:
496 Shore Rd.
Truro, Massachusetts
United States

Phone:
(508) 487-9031

33. Day’s Cottages

A step up from camping, these accommodations aren’t for everyone; the (nonworking) fireplaces bear graffiti marks from former guests, and the cast-iron beds probably date from the hotel’s opening in 1931. But the 22 waterfront bungalows are locally iconic: they’ve been documented by numerous photographers and painters over the years.

Address:
271... More

34. Design Works

Sisters Ann Hill and Margaret Hill combined their backgrounds in design and fashion to create this eclectic boutique, which sources from abroad (Scandinavian furniture, Turkish earrings) and close to home (totes made in Maine from old sails).

Address:
159 Main St.
Yarmouthport, Massachusetts
United States

Phone:
(508) 362-9698

35. Dr. Gravity Kite Shop

Kids love this source for board games and inflatable beach floats.

Address:
564 Rte. 28
Harwichport, Massachusetts
United States

Phone:
(508) 430-0437

The Dunbar Tea Shop in Sandwich is perfect for afternoon tea, complete with scones and clotted cream. Antique pots line the walls of the yellow 1800’s carriage house.

Address:
1 Water St.
Sandwich, Massachusetts
United States

Phone:
(508) 833-2485

The rambling former residence of the famous illustrator has been turned into a museum. The first floor has an ample display of his pen-and-ink drawings, along with personal photographs and mementos.

Address:
8 Strawberry Ln.
Yarmouthport Port, Massachusetts
United States

Phone:
(508) 362-3909

38. Flyer’s Boat Shop & Rentals

Flyer’s Boat Shop & Rental, in Provincetown, runs a funky service out to the wild, sandy spit where the Atlantic and the bay meet. If you’d like, the shop rents sailboats, powerboats, and kayaks to take out on your own.

Address:
131A Commercial St.
Cape Cod, Massachusetts
United States

Phone:
(508) 487-0898

39. Four Seas Ice Cream

In a former blacksmith’s shop in Centerville, Four Seas Ice Cream is the place for Kennedy sightings.

Address:
360 South Main St.
Centerville, Ma
United States

Phone:
(508) 775-1394

Set in the basement of a Victorian house, Provincetown’s Front Street is owned by Donna Aliperti and Kathleen Cotter, who can usually be seen in the kitchen making dishes like pan-seared salmon with Swiss chard dumplings, white bean coulis, and sage.

Address:
230 Commercial St.
Provincetown, Massachusetts
United States

Phone:
(508) 487-9715

41. Goose Hummock

For guided kayak trips with naturalists or sport fishing charters, turn to Goose Hummock, the area’s aquatic experts.

Address:
15 Rte. 6A
Orleans, Massachusetts
United States

Phone:
(508) 255-0455

42. Gristmill Gallery

A pair of former New Yorkers owns this Eastham gallery, which sells Colonial-era benches and chests, and paintings of local landscapes.

Address:
2320 Rte 6
Eastham, Massachusetts
United States

Phone:
(508) 240-0033

43. Inaho

For sushi as fresh as it gets, Inaho, in Yarmouthport, has the requisite shoji screens and a Japanese garden out back.

Address:
157 Rte. Six A
Yarmouth Port, Massachusetts
United States

Phone:
(508) 362-5522

On a clear day you can see Martha’s Vineyard from the ten-room Inn on the Sound, atop a bluff in Falmouth Heights.

Address:
313 Grand Ave.
Falmouth, Massachusetts
United States

Phone:
(508) 457-9666

45. Joan Peters of Osterville

To find shabby-chic cottage décor, check out Joan Peters of Osterville. The owner’s signature Cape Cod toile design appears on fabrics, tiles, and even sinks.

Address:
885 Main St.
Osterville, Massachusetts
United States

Phone:
(508) 428-3418

Jobi Pottery, in Truro, has been making its retro pieces, decorated with small black fish, since 1953.

Address:
3 Depot Rd.
Truro, Massachusetts
United States

Phone:
(508) 349-2303

The vintage family photos alone are worth a visit.

Address:
397 Main St.
Hyannis, Massachusetts
United States

Phone:
(508) 790-3077

Set in an old Victoria home, the stationary shop has a vast and well-edited selection of cards and journals.

Address:
15 Bank St.
Wellfleet, Massachusetts
United States

Phone:
(508) 349-1231

49. Kendall Art Gallery

Of the hundreds of galleries across Cape Cod, one of the best is this 46-year-old arts space, occupying a Greek Revival-style house with gardens. Stop by on Saturdays between 6 and 8 p.m. for the weekly openings.

Address:
40 Main St.
Cape Cod, Massachusetts
United States

Phone:
(508) 349-2482

Constructed with wood salvaged from shipwrecks, the structure is built right over the water. Have a drink on the deck, with the water lapping under your feet, then order the boiled scallops from the no-frills menu.

Address:
2 Luscombe Ave.
Woods Hole Harbor, Massachusetts
United States

Phone:
(508) 548-1758

Check out the all-you-can-eat buffet at this 1970’s-style A-frame.

Address:
5960 U.S. 6
Eastham, Massachusetts
United States

Phone:
(508) 240-6096

52. Leslie Curtis Antiques and Design

Run by actor Tony Curtis’s ex-wife, Leslie Curtis Antiques & Design, in Dennis, specializes in wicker.

Address:
776 Main St.
Dennis, Massachusetts
United States

Phone:
(508) 737-3151

53. Liam’s at Nauset Beach

Liam’s at Nauset Beach, set right between the sand and the parking lot, has legendary onion rings.

Address:
4 Nauset Beach Rd.
East Orleans, Massachusetts
United States

Phone:
(508) 255-3474

54. Lobster Pot

The neon-lit exterior of the Lobster Pot, in Provincetown, makes it an often-photographed spot. Order the lobster as God intended it—steamed, with drawn butter on the side.

Address:
321 Commercial St
Provincetown, Massachusetts
United States

Phone:
(508) 487-0842

Known for its fresh, simply prepared dishes like baked cod, fried prawns, and steamed mussels.

Address:
91 Commercial St.
Wellfleet, Massachusetts
United States

Phone:
(508) 349-6333

56. Map

Map sells clothes and gifts, and has guest DJ’s like the writer Michael Cunningham.

Address:
141 Commercial St.
Provincetown, Massachusetts
United States

Phone:
(508) 487-4900

57. Marion’s Pie Shop

Marion’s specializes in homemade pies.

Address:
2022 Main St.
Chatham, Massachusetts
United States

Phone:
(508) 432-9439

The local seafood shack has outdoor tables set alongside boat slips.

Address:
271 Millway
Barnstable Harbor, Massachusetts
United States

Phone:
(508) 362-451

59. Midsummer Nights

Owners Missy Smith and Sarah Rhinesmith Buckley have a great sense of style. One of the front rooms in their ship captain’s house is devoted to sea-inspired clothes from Tory Burch, Trina Turk, and Calypso. Scattered throughout the shop are porcelain sea urchins, steel lanterns, and other gifts that will create the look of the Cape back home.

... More

60. Monomoy National Wildlife Refuge

Spread across three islands near Chatham, the Monomoy National Wildlife Refuge is a protected area for migratory birds and a popular place to walk. If you’re planning to beachcomb, check the tide charts so that you don’t get stuck; at high tide in some sections, the sand disappears.

Address:
Wikis Way, Morris Island
Chatham, Massachusetts
United ... More

61. Nantucket Wild Gourmet and Smokehouse

Peter O’Donovan relocated from Ireland to open Chatham’s Nantucket Wild Gourmet & Smokehouse, where he cures heavenly organic salmon on-site.

Address:
1223 Main St.
Chatham, Massachusetts
United States

Phone:
(508) 945-2700

Before you head to the beach, pick up lobster rolls to go from Nickerson’s Fish & Lobsters in Chatham.

Address:
45 Barcliff Ave.
Chatham, Massachusetts
United States

Phone:
(508) 945-0145

63. Northern Lights Hammock Shop

This one-room shack carries every kind of hammock imaginable, including crocheted models from Brazil and travel versions that fold up into a backpack.

Address:
361C Commercial St.
Cape Cod, Massachusetts
United States

Phone:
(508) 487-2385

64. Ocean Edge Resort & Club

Originally built in 1912 for one of Brewster’s wealthiest residents, the property has 338 recently spruced-up rooms inside a stately stucco mansion. Families can also opt for stand-alone villas, set either on the waterfront or around the Jack Nicklaus golf course.

Address:
2907 Main St.
Brewster, Massachusetts
United States

Phone:
(508) 896-9000

Try to get a table overlooking the sandy beach at the Ocean House Restaurant, in Dennisport, and go deep into the land of fusion. (Roasted black cod with edamame ravioli and miso-truffle broth, anyone?)

Address:
421 Old Wharf Rd.
Dennisport, Massachusetts
United States

Phone:
(508) 394-0700

This fishermen’s hangout is a mecca for townies. If you’re an exhibitionist you can sit in the window and be seen by passersby.

Address:
323 Commercial St.
Provincetown, Massachusetts
United States

Phone:
(508) 487-2361

In North Falmouth, the crescent-shaped Old Silver Beach has calm waters that attract families.

Address:
North Falmouth, Massachusetts
United States

68. Oolala Home

The whimsical shop carries affordable housewares and furniture like an Offi birch coffee table for $180.

Address:
45 N Main St
Falmouth, Massachusetts
United States

Phone:
(508) 495-3888

69. Osterville Cheese and Sandwich Shop

For simple fare, try the Osterville Cheese & Sandwich Shop, with a white-and-yellow awning out front and a wide selection of cheeses and wraps.

Address:
29 Wianno Ave.
Osterville, Massachusetts
United States

Phone:
(508) 428-9085

70. The Kite Store

The colorful display outside the beachfront shop makes for a popular photo spot in P-town.

Address:
277 Commercial St.
Provincetown, Massachusetts
United States

Phone:
(508) 487-6133

71. Provincetown Bookshop

John Waters used to run this bookshop in his youth.

Address:
246 Commercial St.
Provincetown, Massachusetts
United States

Phone:
(508) 487-0964

72. Race Point Beach

Onlookers at Provincetown’s Race Point Beach erupt in applause the moment the sun disappears. For the more athletic, bike the 5.2-mile look between Race Point and Herring Cove beach.

Address:
Provincetown, Massachusetts
United States

This pun-loving destination is a high-end but cool bakery and sandwich shop.

Address:
93 Commercial St.
Provincetown, Massachusetts
United States

Phone:
(508) 487-8077

74. Ristorante Barolo

Straight out of the North End of Boston, the restaurant is a red-sauce restaurant in a hard-to-find office complex courtyard.

Address:
297 North St.
Hyannis, Massachusetts
United States

Phone:
(508) 778-4200

75. Sandwich Antiques Center

Whether you want furniture painted by Peter Hunt or vintage firearms, this comprehensive shop has it all.

Address:
131 Rte. 6A
Sandwich, Massachusetts
United States

Phone:
(508) 833-3600

76. Sandwich Glass Museum

View the gorgeous collection of vintage glass on display.

Address:
129 Main St.
Sandwich, Massachusetts
United States

Phone:
(508) 888-0251

The six-mile-long, dune-capped Sandy Neck Beach, in West Barnstable and Sandwich, is populated by more piping plovers than people.

Address:
425 Sandy Neck Rd.
Barnstable Town, Massachusetts
United States

You can visit even when the shop isn’t open to wander through a peaceful sculpture garden.

Address:
30 Dr. Lord’s Rd.
Dennis, Massachusetts
United States

Phone:
(508) 385-3894

79. Schoolhouse Gallery

Set in a former schoolhouse, the galery focuses on photography-but also exhibits prints and paintings by area artists, as well as modern furniture, jewelry, and mobiles in the adjacent design store.

Address:
494 Commercial St.
Provincetown, Massachusetts
United States

Phone:
(508) 487-4800

There are vintage black-and-white photos on the walls and birdhouses hanging in the trees at Schoolhouse Ice Cream & Yogurt, in Harwichport, where the intoxicating rum-raisin and Irish-whiskey flavors are for adults only.

Address:
749 Route 28, Harwich Port,
Massachusetts
United States

Phone:
(781) 221-0338

An insider’s secret, Sesuit Harbor Café is hidden in a Dennis marina, with picnic tables by the water.

Address:
357 Sesuit Neck Rd.
Dennis, Massachusetts
United States

Phone:
(508) 385-6134

82. Shining Sea Bike Path

The four-mile Shining Sea Bike Path, from Falmouth to Woods Hole, follows the ocean and runs through woodlands, marshes, and salt ponds.

Address:
Massachusetts 134
East Dennis, Massachusetts
United States

One of the hidden gems of Cape Cod is Falmouth’s Spohr Gardens, laid out in the 1950’s by Margaret and Charles D. Spohr and now owned by a charitable trust. An ideal place for quiet contemplation, the six acres of daffodils, rhododendrons, and daylilies edge placid Oyster Pond.

Address:
45 Fells Rd.
Falmouth, Massachusetts
United States

Phone:
(... More

84. Sundae School Ice Cream

Sundae School Ice Cream serves unusual varieties like ginger and has three locations across the Cape: the original in Dennisport, plus outposts in Harwichport and East Orleans.

Address:
381 Lower County Rd.
Dennisport, Massachusetts
United States

Phone:
(508) 394-9122

85. Susan Baker Memorial Museum

The property isn’t quite a museum; rather, it’s the atelier of the artist, who creates 3-D paintings inspired by her travels and Cape Cod scenery.

Address:
46 Shore Road
North Truro, Massachusetts
United States

Phone:
(508) 487-2557

This simple pizza parlor makes a mean white-clam pie.

Address:
95 Rte. 6A
Sandwich, Massachusetts
United States

Phone:
(508) 888-5979

87. Talk of the Town Cafe

Although it has zero atmosphere, Harwichport’s Talk of the Town Café, wedged between a CVS and a hardware store in a strip mall, sells the best cup of chowder on Cape Cod.

Address:
481 Rte. 28
Harwich Port, Massachusetts
United States

Phone:
(508) 432-7100

It’s worth the wait for a table at Terra Luna in North Truro, where Raina Stefani serves up creative concoctions like ancho-and-coffee-rubbed New York strip steak or roasted free-range chicken with bread pudding.

Address:
104 Shore Rd.
North Truro, Massachusetts
United States

Phone:
(508) 487-1019

For picnic supplies, check out the Brown Jug, a gourmet grocery in Sandwich. They’ll also put together a basket for you, complete with cloth napkins and a corkscrew.

Address:
155 Main St.
Sandwich, Massachusetts
United States

Phone:
(508) 888-4669

Although the dining room itself-set in a former sea captain’s house-could use a facelift, the food delivers. Try the seared sea scallops with scallion pancake, napa cabbage, grilled peaches, and smoked bacon.

Address:
31 Sea St.
Harwich Port, Massachusetts
United States

Phone:
(508) 432-4745

To watch the sunset with a glass of wine in hand, head to the Chart Room Restaurant, a simple seafood haunt in a marina in Cataumet, where crowds gather on the lawn to toast the spectacle.

Address:
1 Shipyard Ln., Kingman’s Yacht Club
Cataumet, Massachusetts
United States

Phone:
(508) 563-5350

With 18 tables in a Cape Cod cottage, the Nauset Beach Club Restaurant in East Orleans is a tough reservation to score. Don’t miss the northern Italian trattoria’s risotto of the day—green peas and fontina cheese one night, wild boar with funghi the next.

Address:
222 Main St
East Orleans, Massachusetts
United States

Phone:
(508) 255-8547

Red Pheasant Inn, in a 200-year-old ship’s chandlery in Dennis, sources ingredients from local producers including Not Enough Acres Farm down the road.

Address:
905 Rte. 6A
Dennis, Massachusetts
United States

Phone:
(508) 385-2133

94. The Weather Store

In the center of Sandwich, the Weather Store carries barometers, thermometers, and everything else weather-related, both old and new.

Address:
146 Main St.
Sandwich, Massachusetts
United States

Phone:
(508) 888-1200

95. Townsend Lobster & Seafood

Townsend Lobster & Seafood owner, Chris Townsend, runs lobster-catching tours on his fishing boat.

Address:
9 Ryder St. Ext.
Provincetown, Massachusetts
United States

Phone:
(508) 487-5161

96. Truro Vineyards of Cape Cod

It’s not Napa Valley, but during a tasting you can try some decent wines that are cultivated in the area, plus (for adventurous palates) a special cranberry blend. Some of the wine comes in adorable lighthouse-shaped bottles that can be turned into lamps when you’re done.

Address:
11 Shore Rd., Rte. 6A
Truro, Massachusetts
United States

Phone:
(... More

97. Twenty-Eight Atlantic

Consider a jacket and tie for an evening at Twenty-Eight Atlantic, in Chatham’s Wequassett Resort, where dishes range from black-truffle risotto to Chatham day-boat scallops with peekytoe crab, mâche, and a lemon-tarragon emulsion.

Address:
2173 Rte. 28, Wequassett Resort
Chatham, Massachusetts
United States

Phone:
(508) 430-3000

98. Weekend

Mari Porcari curates this fashionable boutique, located in an 1835 general store with birch display tables and lime-green walls. The eclectic merchandise includes summer dresses by New York designer Tibi, eco-friendly bamboo bowls, and floral-printed organic quilts.

Address:
217 Main St., PO Box 1226
East Orleans, Massachusetts
United States

... More

99. Wellfleet Bay Wildlife Sanctuary

The Massachusetts Audubon Society’s Wellfleet Bay Wildlife Sanctuary runs birding tours, seal-watching expeditions, and canoe trips throughout its 1,200 acres of pine forest and salt marshes.

Address:
291 State Hwy., Rte. 6
South Wellfleet, Massachusetts
United States

Phone:
(508) 349-2615

What It’s Like: The “Combah,” as it’s affectionately called by Cape locals, earned its spot in the annals of destination dining when it opened back in 1978 in what is arguably one of the greatest restaurant locations ever—atop colossal sand dunes that line much of Wellfleet’s coast. But this 100-year-old building that once housed a U.S. Lifesaving... More

101. Wellfleet Drive-In Theatre

The drive-in still shows movies all summer.

Address:
51 Rte. 6
Wellfleet, Massachusetts
United States

Phone:
(508) 349-7176

Performances have included productions by David Mamet and Sam Shepard. Last summer, W.H.A.T.—as it’s commonly known in these parts—opened a new $6.8 million stage named after Julie Harris, the theater’s longtime honorary board chairwoman.

Address:
2357 Rte. 6
Wellfleet, Massachusetts
United States

Phone:
(508) 349-9428

On a sailboat-filled inlet, the Wequassett Resort & Golf Club, on Pleasant Bay, is Chatham’s other top place to stay. A 1740’s Colonial with lanterns has been converted into the main reception area; most guest rooms are in clapboard cottages scattered throughout 22 acres of gardens.

Address:
On Pleasant Bay
Chatham, Massachusetts
United... More

All the rooms at Eastham’s Whalewalk Inn & Spa are furnished with antiques; the most romantic is the tiny Salt Box Cottage. Ask the owners about the best hike and they’ll send you to a place most locals have never heard of.

Address:
220 Bridge Rd.
Eastham, Massachusetts
United States

Phone:
(508) 255-0617

105. Wings Neck Lighthouse

Once run by the Coast Guard to protect boats navigating the Cape Cod Canal, the Wings Neck Lighthouse, in Pocasset, can now be booked by families or other groups. The keeper’s cottage has views of the water from every room, three sweet bedrooms with vintage-style coverlets, and a gas grill and picnic table out back where you can cook the lunch you... More

A great place to visit on a rainy day, the aquarium is the oldest research aquarium in the country.

Address:
166 Water St.
Woods Hole, Massachusetts
United States

Phone:
(508) 495-2001