A row of colorful, historic houses with a central path.

Search Beach Resorts & Hotels in Oak Bluffs

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Oak Bluffs Beach Resorts & Hotels

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

Our top choices for Oak Bluffs beach hotels

A covered outdoor area with a wooden deck, seating, and a view of the water.
A waterfront hotel with a prominent building reflecting on the water, boats docked nearby, and a clear sky at dusk.
A spacious living room with a stone fireplace, a large window with a view, and a play area for children.
A room with a hanging light fixture, two white wicker chairs with colorful cushions, a wooden table, and a view of the water through large windows.

1. Summercamp

Summercamp
Oak Bluffs
  • Discover seaside serenity just steps from Oak Bluffs Town Beach, where coastal comfort meets island charm and stunning harbour sunset views.
฿8,596
฿9,601 total
includes taxes & fees
29 Sept - 30 Sept
Summercamp
A beach with people relaxing and sunbathing, a lifeguard tower, and grassy dunes.
A row of traditional wooden houses with attached porches, a pathway, and lush greenery.
A waterfront dock with boats, a building with a balcony, and an American flag.
A two-story building with a balcony, outdoor seating area, and a fountain.

2. Pequot Hotel

Pequot Hotel
Oak Bluffs
  • Bask in the coastal charm of this Oak Bluffs retreat, just steps from Inkwell Beach, where beachside bliss meets small-town walkability.
฿7,251
฿8,100 total
includes taxes & fees
27 Sept - 28 Sept
Pequot Hotel
A residential area with a paved patio, outdoor seating, and a view of neighboring houses.
A coastal beach with a rocky shoreline, a promenade, and buildings in the background.
A covered porch with white railings, wicker chairs, and a view of a street with buildings and a flag.
A multi-story hotel with a balcony and outdoor seating area.

3. MV Surfside Hotel

MV Surfside Hotel
Oak Bluffs
  • Relax near Inkwell Beach with loungers and umbrellas, offering a peaceful seaside retreat.
฿7,060
฿8,713 total
includes taxes & fees
1 Sept - 2 Sept
MV Surfside Hotel
A spacious living room with a sofa, chairs, a coffee table, and a staircase.
A balcony with two lounge chairs, a small round table, and a view of the beach and ocean.
A modern bathroom with a marble vanity, a toilet, and a shower area.
A modern living room with a sofa, armchairs, and a coffee table. A neon sign with the name "MORGAN" is visible on the wall.

4. Morgan Hotel

Morgan Hotel
Oak Bluffs
฿10,296
฿11,501 total
includes taxes & fees
8 Sept - 9 Sept
Morgan Hotel
View all properties

Choose what matters most at beach hotels in Oak Bluffs

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Oak Bluffs Hotel Reviews

Summercamp

Summercamp

10/10 Excellent
"First time coming to Martha’s Vineyard and staying at Summercamp, we had an amazing time. We had a slight issue with the room but the front desk quickly helped to make everything perfect for the rest of our stay. Enjoyed sitting on the porch, reading and people watching. Can’t beat the harbor view as well. Can’t beat the location, central to everything in Oak Bluffs, ferry, cottages and circuit street. Biscuits is a three minute walk must try. Highly recommend this place."
Bety Adelina 5-night trip
Posted 1 day ago
Summercamp
ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

8/10 Good
"Clean room, air conditioning and parking"
Elizabeth 2-night trip
Posted 2 days ago
ShoreWay Acres Inn & Cape Cod Lodging
Inn on the Square

Inn on the Square

8/10 Good
"The only reason I didn't give it a 5 Star was the surprise that the second floor of the other building did not have an elevator. Seniors here with heavy bags struggled. Walkable to town."
Donald 1-night trip
Posted 4 days ago
Inn on the Square
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂"
Fred 1-night trip
Posted 9 days ago
Faraway Martha's Vineyard

Frequently asked questions

What is Oak Bluffs like for travellers who love the beach?
Known for its beaches and shopping, Oak Bluffs has a lot to offer the traveller dreaming of a beach holiday.
What's the best accommodation option for a beach holiday in Oak Bluffs?
Summercamp is a top beach hotel offering free WiFi and a snack bar, located within a short 6-minute walk of Oak Bluffs Town Beach .
When's the best time for a beach holiday in Oak Bluffs?
You can plan your beach trip with this snapshot of weather throughout the year in Oak Bluffs: The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Oak Bluffs is 1192 mm.
What is there to see and do around Oak Bluffs?
After checking into your accommodation of choice, you'll probably want to venture out and explore. If you're excited to scope out the beaches, spend a relaxing day by the water at Oak Bluffs Town Beach or Inkwell Beach. Discover the area's wineries and shopping, and make time for local attractions such as Circuit Avenue and Oak Bluffs Harbor. Other things to see and do in the area are Oak Bluffs Ferry Terminal and Farm Neck Golf Club.
What's the best way to get to my beach hotel in Oak Bluffs?
This travel information can help you get to and around your beach accommodation in Oak Bluffs with ease. The closest major airport is in Vineyard Haven, MA (MVY-Martha's Vineyard), located 5.2 mi (8.3 km) from the city centre. You can travel on a ferry across the water to see more of the region.

Explore a world of travel with Expedia