Oak Bluffs, MA

Travel Guide

colorful gingerbread houses, cottages in Oak Bluffs center, Martha's Vineyard island in Massachusetts USA on a sunny summer day
Carpenters Cottages called gingerbread houses on Lake Avenue, Oak Bluffs on Martha's Vineyard, Massachusetts, USA
Pre-dawn colors from the beach near Oak Bluffs in martha's Vineyard
Martha's Vineyard, Massachusetts. East Chop (Telegraph Hill) Light, a lighthouse near the town of Oak Bluffs in the island of Martha's Vineyard
Oak Bluffs Pier, Martha's Vineyard
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is NT$12,629 per night from Jun 15 to Jun 16
NT$12,629
NT$14,106 total
Jun 15 - Jun 16
includes taxes & fees
Book a stay at this beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,003 reviews)
"Liked the theme, location and decor. Also the minimalist architecture of my room"

Reviewed on 2026/5/29

Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is NT$8,418 per night from Jun 1 to Jun 2
NT$8,418
NT$9,716 total
Jun 1 - Jun 2
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (841 reviews)
"Very nice, quaint hotel. Staff helped me with bags as I traveled solo. Everything was clean and smelled fresh."

Reviewed on 2026/5/25

MV Surfside Hotel
Pequot Hotel

Pequot Hotel

3 out of 5
19 Pequot Avenue Oak Bluffs MA
The price is NT$7,809 per night from Jun 3 to Jun 4
NT$7,809
NT$8,723 total
Jun 3 - Jun 4
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (584 reviews)
"Very cute boutique hotel within easy waking distance to town. Enjoyed the veranda with its rocking chairs and porch swing, as well as the afternoon chocolate chip cookies."

Reviewed on 2026/5/29

Pequot Hotel
See all 3,104 properties in Oak Bluffs
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.
Sea Mist Resort

Sea Mist Resort

3 out of 5
141 Great Neck Rd South Mashpee MA
Book a stay at this business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Old ...
8.6/10 Excellent! (159 reviews)
"I'm not satisfied because they didn't inform me that the pool was closed."

Reviewed on 2026/5/25

Sea Mist Resort
InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters

3.5 out of 5
241 Grand Avenue Falmouth MA
Stay at this aparthotel in Falmouth. Enjoy free parking, an outdoor pool, and a beach locale. Popular attractions Woods Hole Ferry Terminal and Old Silver Beach ...
9.8/10 Exceptional! (210 reviews)
"Friendly staff, beautiful location, very nice room. No Complaints! We had a great time!"

Reviewed on 2026/5/17

InnSeason Resorts Captain's Quarters
Beachside Village Resort

Beachside Village Resort

3 out of 5
45 Surf Drive Falmouth MA
Book a stay at this beach apartment in Falmouth. Enjoy free WiFi, an outdoor pool, and daily housekeeping. Our guests praise the property condition in our reviews. ...
9.4/10 Exceptional! (109 reviews)
"Very nice people working there! The location is beautiful and an easy walk to Main Street. The pool and hot tub is a nice plus. They should advertise the hot tub more as I didn’t know there was one. One negative was that I could hear the people above me throughout the night. It kept me awake. So ..."

Reviewed on 2026/5/26

Beachside Village Resort
See all properties in Oak Bluffs
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.

Popular places to visit

Inkwell beach in oak bluffs on martha's vineyard

Inkwell Beach

If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.

Inkwell Beach
Oak Bluffs Harbor

Oak Bluffs Harbor

Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Harbor. Wander the area's beautiful beaches or simply enjoy one of its wineries.

Oak Bluffs Harbor
Oak Bluffs Town Beach

Oak Bluffs Town Beach

If a restful vacation is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.

Oak Bluffs Town Beach
Carousel in Boston Massachusetts

Flying Horses Carousel

Enjoy an outing to Flying Horses Carousel during your stay in Oak Bluffs. Wander the beautiful beaches and waterfront in the area.

Flying Horses Carousel
Oak Bluffs skyline, well-preserved landmark houses, and dramatic winter sunset cloudscape over the Ocean Park on the island of Martha's Vineyard in Dukes County, Massachusetts, United States

Ocean Park

Ocean Park is just one of the places to see in Oak Bluffs, so why not enjoy the other things to explore during your travels? Wander the area's waterfront or simply enjoy one of its wineries.

Ocean Park
Martha's Vineyard, Massachusetts. East Chop

East Chop Light

You can find out about the history of East Chop with a visit to East Chop Light. Stroll along the area's waterfront, or simply savor its wineries.

East Chop Light