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

  • 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 Hotels

Tonight
29 Apr - 30 Apr
Tomorrow
30 Apr - 1 May
This weekend
1 May - 3 May
Next weekend
8 May - 10 May

Our top choices for Oak Bluffs beach hotels

Porch

Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.2 out of 10, Wonderful, (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 €218
includes taxes & fees
13 May - 14 May
Summercamp
Interior

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
  • cleanliness
    Island escape with beach access: sail, hike, and unwind steps from the waves at this holiday home with BBQ, private laundry.
The price is €1,037
includes taxes & fees
6 May - 7 May
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Beach nearby, beach towels

Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (572 reviews)
  • cleanliness
    Bask in the coastal charm of this Oak Bluffs retreat, just steps from Inkwell Beach, where beachside bliss meets small-town walkability.
The price is €152
includes taxes & fees
5 May - 6 May
Pequot Hotel
Garden

MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (833 reviews)
  • cleanliness
    Relax near Inkwell Beach with loungers and umbrellas, offering a peaceful seaside retreat.
The price is €138
includes taxes & fees
30 Apr - 1 May
MV Surfside Hotel
Lobby

Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.4 out of 10, Very good, (216 reviews)
The price is €169
includes taxes & fees
3 May - 4 May
Morgan Hotel
Sun-loungers, beach towels

Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is €706
includes taxes & fees
27 May - 28 May
Charming Vacation Home in Oak Bluffs.
Interior

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, (91 reviews)
The price is €425
includes taxes & fees
30 Apr - 1 May
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
TV, fireplace, books

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.4 out of 10, Exceptional, (3 reviews)
The price is €759
includes taxes & fees
6 May - 7 May
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Terrace/patio

Oak Bluffs - Quiet neighborhood

Oak Bluffs - Quiet neighborhood
Oak Bluffs
9.4 out of 10, Exceptional, (43 reviews)
The price is €686
includes taxes & fees
13 May - 14 May
Oak Bluffs - Quiet neighborhood
Interior

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, (88 reviews)
The price is €425
includes taxes & fees
30 Apr - 1 May
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
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.
View all properties

Choose what matters most at beach hotels in Oak Bluffs

Pool
Breakfast included

Top Oak Bluffs Hotel Reviews

MV Surfside Hotel

MV Surfside Hotel

10/10 Excellent
"Lovely staff. Conveniently located. Very clean."
Margot Murphy 1-night trip
Posted 5 hours ago
MV Surfside Hotel

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.