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

Luxury Hotels & Resorts in Oak Bluffs from AU$230

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Check availability on Oak Bluffs Luxury Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Oak Bluffs luxury hotels

A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.
A two-story building with a symmetrical facade, large glass doors, and a brick-paved entrance.
A spacious dining area with a long table surrounded by wicker chairs, wooden panel walls, and large windows.
A spacious lobby with a reception desk, a large sofa, and a chandelier.

1. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
  • Refined Martha's Vineyard oasis offers poolside cocktails, designer rooms with Egyptian cotton, and two exceptional restaurants.
AU$472
includes taxes & fees
25 Oct - 26 Oct
Faraway Martha's Vineyard
A spacious living area with a dining table, sofas, and a view of the sea.
A deck with a wicker sofa, a table with a bottle of champagne, and a tray of snacks.
A resort with a swimming pool, outdoor seating, and a view of the lake.
A garden with hydrangea bushes, a white picket fence, and a brick pathway leading to a building with a porch.

2. Harbor View Hotel

Harbor View Hotel
Edgartown
  • Harbour views and luxury services await at this beachside Edgartown retreat with poolside elegance.
AU$418
includes taxes & fees
25 Oct - 26 Oct
Harbor View Hotel
A multi-story hotel with a grand entrance, a flagpole, and a well-lit facade.
A multi-story hotel with a balcony, a flag, and a sign for 'Chesca's'.
A reception area with a checkered sofa, a wicker chair, and a reception desk.
A cozy living room with a brown leather ottoman, wicker chairs, a round table, and a window with blinds.

3. Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites
Edgartown
AU$436
includes taxes & fees
13 Oct - 14 Oct
Vineyard Square Hotel & Suites
A modern living room with a sofa, coffee table, and various decorative items.
A spacious outdoor seating area with sofas and chairs, a central table, and a view of the landscape.
A marina with multiple sailboats docked, surrounded by houses and greenery.
A modern kitchen with a wooden ceiling, a central island with stools, and a bar area.

4. AutoCamp Cape Cod

AutoCamp Cape Cod
Falmouth
AU$197
includes taxes & fees
11 Oct - 12 Oct
AutoCamp Cape Cod
A neatly arranged bedroom with a large bed, a bedside table, a chair, a TV mounted on the wall, and a window with blinds.
A kitchen counter with a knife and a cutting board, a sign with a flower, and a view of a dining area through glass doors.
A two-story building with a covered porch and a sign for Sea Street Inn.
A dining area with black leather chairs, dark wooden tables, and white bowls.

5. Sea Street Inn

Sea Street Inn
Hyannis
AU$449
includes taxes & fees
25 Oct - 26 Oct
Sea Street Inn
View all properties

Top Oak Bluffs Hotel Reviews

Inn on the Square

Inn on the Square

10/10 Excellent
"I liked the staff and their congeniality. Great that the restaurant is right there! They were considerate of our elderly needs. I LOVE the pool."
Rosalind 1-night trip
Posted 15 hours ago
Inn on the Square
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"A few smaller items that made the stay slightly questionable, no elevator bags had to be carried. Not much to do about that in an historical building, but it's a note for guests. I would expect a notch better, especially when coming to bedding. The bed was comfortable, but I would expect down pillows and blanket at this price point. The record player was a lovely touch. Parking was challenging, but again, historical town we must make compromises. Wonderful shower towels, GREAT pool and hot tub area. The location of the hotel is / was supreme. Only coffee offered in the lobby, no inroom machine, and no option of a latte, or capp in the hotel or lobby, only in adjacent restaurant. (Loud bathroom fan, bug in room, a little mildew build up on the shower grout, definite degradation happening on plumbing fixtures. At this price point, should be better)"
Genevieve 3-night trip
Posted 7 days ago
Faraway Martha's Vineyard

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Oak Bluffs?
Use Expedia and let us help you arrange a flight to Vineyard Haven, MA (MVY-Martha's Vineyard) airport or Hyannis, MA (HYA-Barnstable Municipal) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a holiday, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel that has fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Oak Bluffs offers. During your visit, you might want to enjoy the port which Oak Bluffs is known for.
When can I expect good weather in Oak Bluffs?
Planning for the weather is a good way to make your trip to Oak Bluffs relaxing and enjoyable, especially when you're splurging. 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's there to see and do in Oak Bluffs?
Experience Oak Bluffs and visit Circuit Avenue, Oak Bluffs Harbor and Oak Bluffs Ferry Terminal. If you have extra time while you're in the area, you might want to stop by Oak Bluffs Town Beach and Inkwell Beach.

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