Search Beach Resorts & Hotels in Oak Bluffs

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Top Oak Bluffs Beach Resorts & Hotels

Beach nearby, beach towels
Pequot Hotel

Pequot Hotel

3.0 star property
Oak Bluffs
  • Near the beach
  • Beach towels
9.4 out of 10, Exceptional, (572)
Morning sunshine beckons guests to grab complimentary beach towels before strolling one block to pristine Inkwell Beach. After days filled with hiking trails and bicycle adventures, return to peaceful accommodation in a quiet area setting.
Pequot Hotel
Lobby
MV Surfside Hotel

MV Surfside Hotel

2.5 star property
Oak Bluffs
  • Near the beach
  • Beach loungers
8.8 out of 10, Excellent, (830)
A short stroll brings guests to pristine shorelines where complimentary beach chairs, towels, and umbrellas await. This immaculate hotel combines daily housekeeping and air-conditioned comfort with an ideal location near Oak Bluffs Town Beach.
MV Surfside Hotel
Interior
Summercamp

Summercamp

3.5 star property
Oak Bluffs
  • Free WiFi
  • Air conditioning
  • Parking available
  • Business services
  • Housekeeping
  • 24/7 front desk
9.2 out of 10, Wonderful, (1002)
This island retreat captivates with its prime beachfront location, just a 6-minute walk to soft sands. The furnished patios showcase spectacular harbour sunsets in pink hues. Located within walking distance to local shops, restaurants, and the iconic Inkwell Beach.
Summercamp
Interior
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2.5 star property
Oak Bluffs
  • Near the beach
  • Seasonal outdoor pool
8.0 out of 10, Very good, (31)
This seaside haven offers direct access to Inkwell Beach via a convenient shuttle. Bask in the seasonal outdoor pool after beach adventures, or gather around the firepit as evening falls. Tennis courts, charcoal grills, and bicycle rentals create a complete island escape.
The Island Inn on Martha's Vineyard
Interior
Morgan Hotel

Morgan Hotel

2.5 star property
Oak Bluffs
  • Near the beach
8.6 out of 10, Excellent, (195)
Morgan Hotel
Front of property
The Attleboro House

The Attleboro House

2.5 star property
Oak Bluffs
  • Near the beach
9.8 out of 10, Exceptional, (94)
The Attleboro House
Exterior
Madison Inn

Madison Inn

2.5 star property
Oak Bluffs
  • Near the beach
  • Beach loungers
9.8 out of 10, Exceptional, (80)
This charming guesthouse delivers the quintessential beach getaway. A five-minute stroll leads to soft sands where complimentary towels, loungers, and umbrellas await. After beachside relaxation, explore nearby hiking trails or try thrilling parasailing adventures.
Madison Inn
Exterior
Narragansett House

Narragansett House

2.5 star property
Oak Bluffs
  • Near the beach
8.8 out of 10, Excellent, (47)
Narragansett House
Beach nearby, beach towels
The Oak Bluffs Inn

The Oak Bluffs Inn

3.0 star property
Oak Bluffs
  • Near the beach
  • Beach towels
9.6 out of 10, Exceptional, (11)
This inviting Oak Bluffs retreat sits a mere 5-minute walk from Seaview Beach. After sun-soaked days on the shore, return to comfortable air-conditioned rooms, unwind in the garden, or savour quiet moments on the terrace.
The Oak Bluffs Inn
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

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now

Top Oak Bluffs Hotel Reviews

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"Clean room "
Nakiiya 2-night trip
Posted 1 day ago
Iris Hotel Cape Cod

Explore a world of travel with Expedia

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.