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

Oak Bluffs Hotel Guide - Beach Hotels in Oak Bluffs, Massachusetts

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Check availability on Oak Bluffs Beach Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Oak Bluffs beach hotels

A covered outdoor area with a wooden deck, seating, and a view of the water.

1. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Discover seaside serenity just steps from Oak Bluffs Town Beach, where coastal comfort meets island charm and stunning harbour sunset views.
The price is €208
includes taxes & fees
29 Oct - 30 Oct
Summercamp
A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.

2. Madison Inn

Madison Inn
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (84 reviews)
  • cleanliness
    Soak up the sun just steps from Oak Bluffs Town Beach, with beach loungers, umbrellas, and a treasure of coastal adventures
The price is €207
includes taxes & fees
5 Nov - 6 Nov
Madison Inn
A spacious living room with a sofa, chairs, a coffee table, and a staircase.

3. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (274 reviews)
The price is €151
includes taxes & fees
29 Oct - 30 Oct
Morgan Hotel
A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

4. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
9.4 out of 10, Exceptional, (98 reviews)
The price is €448
includes taxes & fees
28 Oct - 29 Oct
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
A modern kitchen with stainless steel appliances, a dining area with a wooden table set for six, and a living area with a sofa and TV.

5. Oak Bluffs 4BR • 5 Min Drive to Downtown

Oak Bluffs 4BR • 5 Min Drive to Downtown
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
The price is €675
includes taxes & fees
11 Nov - 12 Nov
Oak Bluffs 4BR • 5 Min Drive to Downtown
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

6. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Oak Bluffs
9.8 out of 10, Exceptional, (10 reviews)
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A spacious living area with a high ceiling, a dining table, and a kitchen area.

7. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.8 out of 10, Exceptional, (11 reviews)
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A modern interior with a wooden staircase, a kitchen area, and a living space with a sofa and coffee table.

8. MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.8 out of 10, Exceptional, (12 reviews)
  • cleanliness
    Island escape with beach access: sail, hike, and unwind steps from the waves at this holiday home with BBQ, private laundry.
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
A living room with a flat-screen TV on a stand, a black leather chair, and a sofa. There are two windows with curtains, one of which offers a view of the sea.

9. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (98 reviews)
The price is €449
includes taxes & fees
28 Oct - 29 Oct
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

10. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,000 reviews)
The price is €186
includes taxes & fees
2 Nov - 3 Nov
Mansion House Inn And Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at beach hotels in Oak Bluffs

Pool
Breakfast included

Top Oak Bluffs Hotel Reviews

Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"The hotel is amazing, very nice beach view and the staff is so friendly"
Alessandra 2-night trip
Posted 12 hours ago
Sea Crest Beach Resort

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 Flying Horses Carousel. Other things to see and do in the area are Oak Bluffs Harbor and Oak Bluffs Ferry Terminal.
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.