Places to stay in Oak Bluffs, Massachusetts

Oak Bluffs is a town located on Martha's Vineyard in Dukes County, Massachusetts. It is one of two Steamship Authority ferry ports on the island, although the Oak Bluffs steamships only operate in the summer. Local restaurants include Lookout Tavern, Martha’s Vineyard Chowder, Bass Best Coffee, and Vineyard Caribbean Cuisine.

If you are travelling in the area, Oak Bluffs is located close to South Cape Beach, Deer Pond, Takemmy (historical), Lewis Neck and Sengekontakit (historical).

The center of Oak Bluffs ( which is at is longitude -70°33'22.464 and latitude 41°27'28.944 ) is located 3 miles away from Vineyard Haven, 6 miles away from Edgartown, 8 miles away from Falmouth and 8 miles away from Martha's Vineyard.

Available Oak Bluffs lodging

We currently have 23 accommodations in and around Oak Bluffs.

Oak Bluffs Hotels, Motels, Resorts, B&Bs and Extended Stay

Bed & Breakfasts

Madison Inn

Wonderfully affordable and superbly located in the heart of the village of Oak Bluffs on Martha's Vineyard Island, the Madison Inn is a charming seaside hotel just steps away from the gentle waters of Nantucket Sound. Our cozy, newly renovated .....
18 Kennebec Avenue
Oak Bluffs, Massachusetts
Hotels

Pequot Hotel

The Pequot hotel is a unique getaway nestled among. The gingerbread cottages of oaks bluffs Martha s Vineyard- the Pequot hotel is in the ideal location to explore the vineyard. All guest rooms provide private baths and air conditioning.
19 Pequot Avenue
Oak Bluffs, Massachusetts
Hotels

Hotel Ginger

Hotel Ginger is more than a destination–it's attitude and energy. Off season, it's laid back, sweater-weather casual. Come June, it's the best of sun-kissed summer, made easy with a two-block walk to the ferry, beaches and entertainment.
9 David Healey Way
Oak Bluffs, Massachusetts
Bed & Breakfasts

Oak Bluffs Inn

The Oak Bluffs Inn is the perfect home base for your island vacation.
64 Circuit Avenue
Oak Bluffs, Massachusetts
Hotels

The Martha's Vineyard Resort

It is easy to see why the Marthas Vineyard Resorts guests are drawn to the charm and conviviality year after year. Come by plane bus automobile ferry or taxi to this deluxe Bed and Breakfast Resort and Racquet Club.
117 New York Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

Marthas Vineyard Resort

It's easy to see why Martha's Vineyard Resort guests are drawn to the charm and conviviality year after year.
111 New York Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

Dockside Inn

6 person hot tub awaits your soaking those sore muscles after a day of hiking or biking.
Circuit Avenue Ext.
Oak Bluffs, Massachusetts
Motels

M V Surfside Motel

★★★★★★★★★★
As a pet friendly and family owned and run motel we invite well behaved pets to vacation with their owners to enjoy our airconditioning private baths private phones cable color TV minifridges in every room beautiful gardens and exceptionally friendly staff.
"Wonderful place! Excellent prices compared to other hotels, especially since you get breakfast and parking included in rate. very clean and helpful friendly staff, gave great recommendations. will ..... "
7 Oak Bluffs Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

Capricorn House

The Capricorn House is a guest house in the Victorian tradition, built in 1876. Our seven recently renovated guestrooms are cozy, bright & cheerful, and are furnished with antiques.
79 Seaview Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

Bradys NESW B&B

Bradys NESW is a lovingly restored Victorian house that has been in the family since 1929.
8 Canonicus Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

Arend's Samoset - on - the - sound

Built in 1873 for Captain Tillinghast of the Oak Bluffs Land & Wharf Company, the house sits directly across from the Oak Bluffs Town Beach and boasts unobstructed views of Nantucket Sound, the Steamship Authority ferry dock and Cape Pogue Lighthouse on Chappaquiddick Island..
65 Seaview Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

Narragansett House

The Narragansett House is a very special place to stay when visiting the enchanted island of Martha's Vineyard. Along with the delightful Iroquis Cottage, a charming Victorian guest house, it is ideally located for all vacation activities..
46 Narragansett Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

The Beach House

All rooms have flat-screen TV, internet access, refrigerator, hair dryer, air conditioning and heat. All rooms have private bath and access to an Ironing board..
Pennacook and Seaview aves.
Oak Bluffs, Massachusetts
Bed & Breakfasts

Tivoli Inn

125 Circuit Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

Admiral Benbow Inn

81 New York Avenue
Oak Bluffs, Massachusetts
Hotels

The Island Inn

The Island Inn is a family and pet-friendly condominium resort on 7 acres adjacent to Nantucket Sound on the beautiful Island of Marthas Vineyard. Convenient to the town of Oak Bluffs and a short walk to two pristine beaches it is the ideal family vacation spot.
15 Island Inn Road
Oak Bluffs, Massachusetts
Bed & Breakfasts

Island House

11 Circuit Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

The Tucker Inn

2 Massasoit Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

Summer Place Inn

39 Pequot Avenue
Oak Bluffs, Massachusetts
Bed & Breakfasts

Seaspray Inn

2 Nashawena Park
Oak Bluffs, Massachusetts

Oak Bluffs Camping & RV, Cottages, Rentals and Lodges / Ranches

Vacation Rentals

Martha's Vineyard Vacation Rentals & Real Estate

Approx 3 miles away in Vineyard Haven:

Each season, Martha's Vineyard Vacation Rentals and Sales welcomes families and friends from around the world to this idyllic, peaceful, and splendidly scenic island off the coast of Cape Cod, Massachusetts. Whether you desire a luxury vacation .....
107 Beach Road, Suite 102
Vineyard Haven, Massachusetts
Campsite / RV Parks

Martha's Vineyard Family Campground

Approx 4 miles away in Vineyard Haven:

An exciting bonus to your Island camping vacation is the delightful 45 minute ferry trip across Vineyard Sound from Woods Hole to the Vineyard. The Steamship Authority carries motor vehicles and trailers of all sizes. In addition, you can rent bikes, mopeds and autos at or near each ferry terminal.
569 Edgartown Road
Vineyard Haven, Massachusetts
Campsite / RV Parks

Erban Associates Real Estate

Approx 2 miles away in Shirley:

8 Oakes Lndg
Shirley, Massachusetts
Booking.com

Other useful links:

Things to see and do, places to eat in Oak Bluffs

Photograph of Linda Jean’s Restaurant, Oak Bluffs
Linda Jean’s Restaurant

Waterside Market ( Dining / Other ). Located at 76 Main Street, Vineyard Haven, 3 miles from the center of Oak Bluffs. A great casual dining experience in Martha’s Vineyard at the Waterside Market, 76 Main Street in Vineyard Haven, just a few blocks from the ferry terminal. Waterside Market is a family friendly restaurant, carryout, coffee bar and market — where gourmet quality food is made fresh daily. www.watersidemarket.com Link

The Red Cat Kitchen ( Dining / Seafood ). Located at 6 Circuit Avenue. Come find out what everyone has been raving about for years. The best dining experience on Martha’s Vineyard just got better. www.redcatkitchen.com Link

Nomans ( Dining / Other ). Located at 15 Island Inn Road. Swing in for cold refreshments and beach provisions, or hang out with live music, yard games, inspired cocktails, and a tasty bite to eat. www.nomansmv.com Link

Linda Jean’s Restaurant ( / Breakfast / Brunch ). Located at 25 Circuit Avenue. Located in the heart of Oak Bluffs on Circuit Avenue, Linda Jean’s has been a staple of the Vineyard community for almost 50 years. Husband and wife team, Lisa and Winston Christie took over the restaurant in 2023 when the previous owner retired after 47 years of ownership. www.lindajeansrestaurantmv.com Link

Tony’s Market ( Dining / Deli ). Located at 119 Dukes County Avenue. Tony’s Market in Oak Bluffs is your convenient stop for groceries, ice, coffee & deli items, since 1877. Delicious fresh meals to go, self-service coffee & tea bar, breakfast sandwiches, house-made salads & ready-to-heat dinner entrees. Tony’s is known for huge sandwiches, excellent wines and a wide selection of ice-cold beers at great prices. www.tonysmarketmv.com Link

Jimmy Seas Pan Pasta ( Dining / Italian ). Located at 32 Kennebec Avenue. Jimmy Seas - the iconic, old-school Italian eatery on Martha’s Vineyard – has been around for more than two decades, and loved by locals, island visitors, and celebrities alike. Known for our heaping servings of pan pasta, Jimmy Seas serves the island seasonally from April through November. And now you can also visit Jimmy Seas pan pastas at Loon Mountain in New Hampshire all year long! www.jimmyseaspanpastas.com Link

Renamed properties