Welcome to Cape Cod: A Place That Gets Into Your Soul.
There are destinations you visit and there are places that become part of you. Cape Cod is the latter. This narrow arm of land curling into the Atlantic off the southeastern coast of Massachuset...
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Sections
4
Chatham: Cape Cod’s Crown Jewel
Provincetown: Where the Cape Comes Alive
Orleans: Where the Cape Finds Its Footing
Wellfleet: The Outer Cape’s Best-Kept Secret
Chatham: Cape Cod’s Crown Jewel
There’s something timeless about Chatham — the hydrangeas, salt air, historic inns, gallery strolls, coastal shops, seafood dinners and quiet beauty woven throughout the town. This collection gathers some of my favorite Chatham discoveries, including...
Perched above the Atlantic at the elbow of the Cape, Chatham Bars Inn is the Grande Dame of Cape Cod resorts. This historic property—open since 1914—offers a rare combination of timeless New England elegance and genuine seaside relaxation, with a pri...
Chatham Bars Inn
For travelers who prefer their luxury intimate and their credentials impeccable, Chatham Inn delivers on both counts. Cape Cod’s only Relais & Châteaux property and Forbes Five-Star hotel, this 18-room inn has been welcoming guests since 1830 — m...
Chatham Inn
A 56-room boutique inn born from a sea captain’s 1860 home, the Wayside sits right on Chatham’s strolling Main Street — steps from galleries, shops and the salt air of Pleasant Bay. Rooms overlooking Kate Gould Park and the village rooftops are the r...
Chatham Wayside Inn
Ranked #2 in Chatham on TripAdvisor and beloved by locals year-round, Del Mar is the kind of place that earns its reputation quietly — through wood-fired thin-crust pizzas, impeccably fresh seafood and a kitchen led by chef Maria Pollio, who’s been r...
Del Mar Bar & Bistro
Part luxury showroom, part design studio, this Main Street gem is where you go when you want your Cape Cod house to actually feel like one. Owner and designer Erin Masterson carries furniture, lighting, art and outdoor pieces — and offers in-person d...
The Chatham Home
Since 1968, “The Squire” has been the beating heart of Chatham — part tavern, part dining room, part community living room. Locals and summer people alike end up here, drawn by cold drinks, clam chowder, live music and the kind of easy energy that ma...
Chatham Squire
Tucked just off Main Street in a converted former church, the Impudent Oyster has been serving creative, locally sourced seafood for over 40 years. The skylights, stained glass accents and lively bar give it a warmth you don’t find everywhere — make ...
Founded over half a century ago right on the historic Chatham Fish Pier, this is as close to the source as it gets — lobster rolls and fried clams eaten at picnic tables while fishing boats unload the day’s catch a few feet away. Watch for seals in t...
Chatham Pier Fish Market
Established in 1808 on the elbow of Cape Cod, where the Atlantic meets Nantucket Sound, Chatham Light is one of the most dramatic vantage points on the entire Cape. The views over Lighthouse Beach and the shifting sandbars below are spectacular at an...
Chatham Lighthouse
Over 7,600 acres of barrier islands, salt marshes, dunes and unspoiled beach just off the coast of Chatham — and home to one of the largest gray seal haul-out sites in the country. Tens of thousands of seals visit each fall. Birders come for nearly 3...
Monomoy National Wildlife Refuge
A warm, unhurried gallery on Main Street featuring diverse work by Cape Cod and regional artists — paintings, sculpture, and more. Owner Domonic Boreffi is known for making every visit feel like a conversation rather than a transaction, with genuine ...
Gallery Antonia | Fine Art Gallery, Chatham, MA
Fine etchings, watercolors and oils by Timothy Jon Struna, who has spent decades capturing Cape Cod’s landscapes, harbors and marine life with uncommon precision and feeling. Open year-round — one of the few galleries on Main Street that doesn’t pack...
Struna Galleries
Provincetown: Where the Cape Comes Alive
Perched at the very tip of Cape Cod, Provincetown — P-town to those in the know — is unlike anywhere else in New England. America’s oldest continuously operating art colony, a legendary LGBTQ+ haven, a fishing village turned cultural destination and ...
Perched on a hill at the West End with sweeping panoramic views of Provincetown Harbor and Cape Cod Bay, Land’s End Inn is consistently rated the top place to stay in P-town. The Victorian-era property is filled with antiques, stained glass, and one-...
Land's End Inn
A beautifully restored historic inn known for its classic Provincetown charm, walkable location and relaxing atmosphere. Especially appealing for travelers looking to combine coastal elegance, spa amenities, and easy access to galleries, restaurants,...
Luxury Hotel in Provincetown | Crowne Pointe Hotel & Spa
One of Provincetown’s most iconic boutique guesthouses, offering a stylish and welcoming stay close to the heart of town. Known for its beautiful grounds, comfortable atmosphere, and easy walkability to cafés, nightlife, galleries, and waterfront spo...
Brass Key Guest House
For travelers who want a more contemporary vibe, the Ellery delivers sleek design, a full spa and an exceptional rating that speaks for itself. One of the most stylish stays in town.
Coastal New England Boutique Hotels | The Ellery Hotel
A thoughtfully designed boutique inn that blends modern simplicity with relaxed coastal comfort. I especially love the understated aesthetic, peaceful atmosphere and convenient location for exploring Provincetown on foot.
Salt House Inn
A charming and centrally located stay with classic Provincetown character and beautifully maintained outdoor spaces. Ideal for travelers wanting to be steps from Commercial Street while still enjoying a cozy, quiet retreat feel.
Gabriel's A Provincetown Hotel
A smaller luxury boutique hotel offering a calm, refined atmosphere with thoughtful details and a more private feel. Perfect for a relaxing Provincetown getaway centered around comfort, walkability, beaches, galleries and slower coastal mornings.
8 Dyer Hotel + The Benchmark
A Provincetown landmark on Commercial Street since 1979, this is where Anthony Bourdain got his start washing dishes — and where you should go for classic New England seafood done right. The chowder alone is worth the trip.
Seafood Restaurant | Lobster Pot | Provincetown
Perched at the water’s edge on the West End, the Red Inn offers one of the most romantic dining settings on all of Cape Cod. Come for waterfront views, a refined menu and the kind of atmosphere that makes a meal feel like a special occasion.
Red Inn
A beloved P-town institution with two floors of dining — an upstairs fine dining room and a downstairs café and bar — Mews has been pleasing both locals and visitors with its eclectic menu and consistent quality for decades.
The Mews Restaurant | Home
Spectacular Cape Cod Bay views from nearly every table, a menu ranging from Italian classics to fresh seafood and a Sunday brunch that locals swear by. This is the place for a long, leisurely waterfront meal.
Fanizzi's
Two decks right over the water, fresh seafood, a lively bar and a lobster pizza you won’t find anywhere else on the Cape. A perfect casual dinner spot with harbor energy.
Pepe's Wharf Restaurant
A longtime favorite tucked above Commercial Street offering consistently excellent seafood, cocktails and harbor views. Ideal for a more relaxed yet polished Provincetown dinner with a warm atmosphere and beautifully prepared coastal dishes.
Ross's Grill
An intimate and stylish restaurant known for creative American cuisine, thoughtful presentation and a cozy dining experience. A wonderful choice for a slower evening meal after a day of galleries, shops and waterfront wandering.
Victor’s Restaurant
Part café, market and prepared foods spot, this is one of the most convenient and reliable stops in Provincetown for coffee, breakfast, sandwiches, picnic supplies and easy takeaway meals. Perfect for beach days, bike rides and casual mornings.
Far Land Provisions
A bright, casual favorite known for fresh sandwiches, salads, breakfast options and quick grab-and-go meals. Especially useful for beach picnics, light lunches, or easy meals between exploring Provincetown’s galleries and shops.
Relish
A welcoming Provincetown classic with an eclectic, artsy atmosphere and a menu that blends comfort food with creative coastal flavor. Especially enjoyable for brunch, relaxed dinners, and soaking in the town’s longtime creative spirit.
Liz's Cafe Anybody's Bar
A Provincetown favorite known for its relaxed outdoor atmosphere, creative comfort food, lobster rolls and waterfront location. One of my favorite casual stops for a laid-back meal after a beach walk or afternoon exploring Commercial Street.
The Canteen
Standing 252 feet tall, the Pilgrim Monument is the tallest all-granite structure in the United States — and the climb to the top rewards you with one of the most breathtaking panoramic views on all of Cape Cod, stretching from the harbor to the Nati...
Pilgrim Monument & Provincetown Museum
The cultural anchor of P-town’s art world and one of the oldest art museums in New England, PAAM holds a permanent collection of over 3,000 works by more than 700 artists — many of whom called the Cape home. Essential for any serious art lover.
Provincetown Art Association and Museum
One of the most respected galleries in town, Berta Walker focuses on the rich legacy of Provincetown’s artistic heritage while also championing contemporary work. The quality and curatorial eye here are consistently outstanding.
Berta Walker Gallery
A standout among P-town’s 45-plus galleries, Rice Polak is known for its creative, high-quality contemporary work and a genuinely welcoming atmosphere. Well worth a lingering visit.
Rice Polak Gallery
Deeply rooted in Provincetown’s artistic community and dedicated to preserving its heritage, Julie Heller carries works with real historical resonance for the town. A gallery with soul.
Julie Heller Gallery and Julie Heller East | Provincetown MA
A beautifully curated boutique for home goods, garden gifts and artwork that captures the coastal spirit of Provincetown. The kind of shop where you find things you didn’t know you needed.
Botanica Provincetown
A true independent bookshop on Commercial Street with a thoughtfully curated selection and a staff that actually knows books. Support it enthusiastically.
Provincetown Bookshop
Held each June, PIFF has grown into one of the most respected regional film festivals in the country, drawing filmmakers, actors and cinephiles to an intimate setting that makes for unusually meaningful access. If your visit coincides, don’t miss it.
Provincetown Film Societ
A Provincetown tradition since 1946, Art’s Dune Tours takes you by vehicle deep into the otherworldly landscape of the Province Lands — rolling sand dunes that stretch to the horizon, punctuated by the remains of historic dune shacks where Eugene O’N...
Art's Dune Tours
Two of the most spectacular beaches on the entire Cape, both part of the Cape Cod National Seashore. Race Point faces due west, making it one of the few places on the East Coast where you can watch the sun set over the ocean — a bucket-list moment. H...
Race Point Beach & Herring Cove Beach
One of the great bike rides in New England — a seven-mile paved trail that winds through the Cape Cod National Seashore’s dramatic dune landscape, through beech forests and cranberry bogs, with access to both Race Point and Herring Cove beaches. Bike...
Province Lands Bike Trail - Cape Cod National Seashore (U.S. ...
Orleans: Where the Cape Finds Its Footing
Positioned at the elbow where the Upper Cape bends into the Outer Cape, Orleans is the town that ties it all together — and one of the most quietly satisfying stops on the entire peninsula. It has everything: a spectacular Atlantic beach, calm bay ti...
A lovingly maintained 1810 farmhouse just half a mile from Nauset Beach, with the kind of warm, personal hospitality that only a true inn can deliver. Longtime guests return year after year, which tells you everything you need to know. The ideal base...
The Nauset House Inn
A beautifully restored 200-year-old sea captain’s home sitting just a quarter mile up the hill from Nauset Beach, with 15 rooms and suites, all with private baths and a second-floor ocean view apartment that is nothing short of spectacular. One of th...
Nauset Beach
A beautifully restored historic inn offering classic New England charm, elegant coastal comfort and a peaceful atmosphere in the heart of Orleans. Especially appealing for travelers looking for a more refined and relaxing Cape Cod stay close to beach...
Parsonage Inn
For travelers who want water views and easy access to everything Orleans has to offer, the Waterfront Inn delivers on both counts. A relaxed, welcoming atmosphere with the kind of setting that makes winding down feel effortless.
Orleans Waterfront Inn
A charming and welcoming Cape Cod inn known for its relaxed atmosphere, comfortable accommodations and convenient location near Nauset Beach. A wonderful choice for travelers wanting a quieter, classic Cape experience with easy access to beaches, bik...
Orleans Ma Hotels • Nauset Beach Hotels | Ship's Knees Inn Cape ...
A longtime Orleans favorite offering simple coastal comfort, a laid-back atmosphere and a convenient location for exploring the Lower Cape. Especially practical for beach days, scenic drives, casual Cape Cod getaways and travelers looking for a relax...
Olde Tavern Motel And Inn
Don’t let the word “motel” fool you — Skaket Beach is one of the highest-rated properties in Orleans for good reason. Friendly staff, immaculate rooms, a location that puts you steps from the bay, and a loyal following of guests who come back season ...
Skaket Beach Motel
One of the finest galleries on the Outer Cape, Addison Art has been showcasing exceptional contemporary work by regional and nationally recognized artists since 1991. The curatorial eye is consistently strong and the stable of artists represents some...
Addison Art Gallery | Fine Art Cape Cod
A landmark of the Orleans art scene and one of the oldest galleries on Cape Cod, Tree’s Place specializes in contemporary fine art with a particular strength in landscape and abstract work inspired by the Cape’s light and landscape. Worth a long, unh...
Tree's Place Gallery
Wellfleet: The Outer Cape’s Best-Kept Secret
Wellfleet doesn’t announce itself. It doesn’t need to. Tucked deep into the Outer Cape with over 70 percent of its land protected as open space, this quietly extraordinary town rewards those who seek it out with some of the finest oysters in the worl...
Wellfleet’s most stylish lodging option and a standout on the Outer Cape, Endless Coast brings a genuinely boutique sensibility to a town that has traditionally been all about cozy inns and cottages. Beautifully designed rooms, a refined atmosphere, ...
Endless Coast
A Wellfleet classic with a devoted following, the Even’tide offers a range of motel rooms and private cottages set in a quiet, wooded setting that feels like a genuine retreat. Clean, well-maintained, and staffed by people who actually care — the kin...
The Even'tide
One of the most personal and praised stays in the area, Cove Woods offers a rare combination of complete privacy and warm hospitality. A lovely room with a private deck, separate entrance, immaculate appointments and a breakfast delivered to your doo...
Cove Woods Bed & Breakfast
A beloved local institution on Main Street, Winslow’s offers refined but unpretentious New American cooking in a beautifully restored historic building. The kind of restaurant that reminds you why the Cape’s dining scene punches well
Winslow's Tavern
People line up out the door for the French pastries and breads at this beloved boulangerie, and once you taste them, you’ll understand why. A wonderful morning ritual for any Wellfleet visit.
PB Boulangerie Bistro
One of the last surviving drive-in movie theaters in the country, the Wellfleet Drive-In has been a Cape Cod institution since 1957. First-run double features under the stars in season and on weekends it transforms into one of the Cape’s best flea ma...
Wellfleet Drive-In Theater & Cinemas
A beautifully restored historic church that now serves as a year-round cultural hub, hosting concerts, film screenings, yoga and community events. A wonderful window into what makes Wellfleet’s community tick.
Wellfleet Preservation Hall
One of the most spectacular Atlantic-facing beaches on the Cape Cod National Seashore, both in Wellfleet. Cahoon Hollow is lively — home to The Beachcomber. You may also want to check out Marconi Beach, named for the spot where Guglielmo Marconi sent...
Cahoon Hollow Beach
Over 1,000 acres of diverse habitat — beaches, salt marshes, pine forests and freshwater ponds — teeming with birds and wildlife. A beautiful, peaceful counterpoint to the beach scene and one of the finest Audubon sanctuaries in New England.
Wellfleet Bay Wildlife Sanctuary
One of the finest hikes on the entire Cape, the Great Island Trail winds through pine forests, marshes and sweeping dune landscapes out to a remote barrier beach on Cape Cod Bay. Go at low tide, bring water and prepare to feel very far from the ordin...
Great Island Trail - Cape Cod National Seashore (U.S. National Park ...
Held each October, OysterFest is one of the Cape’s great annual celebrations — a lively, community-rooted festival honoring the oysters that put Wellfleet on the culinary map worldwide. If your visit coincides, plan your entire trip around it.
Wellfleet OysterFest
Located on Commercial Street, Cove Gallery is a beloved fine art institution showcasing the works of both local and nationally recognized artists, with a diverse range spanning Cape Cod oil paintings, pastels, modern metalwork inspired by the sea, wa...
Cove Gallery
Situated on Bank Street, Blue Heron Gallery is renowned for its diverse collection of contemporary fine art, with a reputation for showcasing outstanding work in a relaxed and welcoming environment. One of the most respected galleries on the Outer Ca...
Blue Heron Gallery
Located in a historic 100-year-old oyster shack on Wellfleet Harbor, Frying Pan Gallery offers a unique collection of marine-inspired steel sculptures alongside paintings, jewelry, ceramics, and driftwood furniture by over 20 local artists.  The set...
Frying Pan Gallery Wellfleet
A well-known venue offering a wide range of art forms including paintings, glasswork, jewelry and ceramics, Left Bank prides itself on showcasing both traditional and contemporary styles, making it a versatile destination for art lovers. Consistently...