Oak Bluffs

Travel Guide

Oak Bluffs
Oak Bluffs
Oak Bluffs
Photo by Fun Travelog
Photo by Fun Travelog
Photo by Amritha
Photo by Amritha
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
Fully refundableReserve now, pay when you stay
The price is S$494 per night from 15 Sept to 16 Sept
S$494
15 Sept - 16 Sept
includes taxes & fees
Stay at this 3.5-star beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,000 reviews)
"The guests were there to have a good time; that made folks friendly. That, in turn, made the experience nice."

Reviewed on 11 Aug, 2025

Summercamp
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2.5 out of 5
30 Island Inn Rd, Oak Bluffs, MA
The price is S$517 per night from 3 Sept to 4 Sept
S$517
3 Sept - 4 Sept
includes taxes & fees
Book a stay at this golf resort in Oak Bluffs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Inkwell Beach and Farm Neck Golf Club ...
8.4/10 Very Good! (12 reviews)
"Great spot, very clean and convenient."

Reviewed on 13 Aug, 2025

The Island Inn on Martha's Vineyard
Pequot Hotel

Pequot Hotel

3 out of 5
19 Pequot Avenue, Oak Bluffs, MA
The price is S$357 per night from 14 Sept to 15 Sept
S$357
14 Sept - 15 Sept
includes taxes & fees
Stay at this 3-star hotel in Oak Bluffs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (534 reviews)
"Would recommend this hotel to friends and family. Plan on returning in the future."

Reviewed on 29 Jul, 2025

Pequot Hotel
See all 400 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.
The Club at New Seabury

The Club at New Seabury

3.5 out of 5
95 Shore Drive West, Mashpee, MA
Stay at this 3.5-star beach condo in Mashpee. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions South Cape Beach State Park and Popponesset ...
9/10 Wonderful! (325 reviews)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"

Reviewed on 26 Jun, 2025

The Club at New Seabury
InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters

3.5 out of 5
241 Grand Avenue, Falmouth, MA
Stay at this 3.5-star aparthotel in Falmouth. Enjoy free parking, an outdoor pool, and a beach locale. Popular attractions Woods Hole Ferry Terminal and Falmouth ...
9.6/10 Exceptional! (176 reviews)
"We really enjoyed the warm hospitality, the spacious rooms, great location right by the beach and great size pool. It’s close to downtown and walkable to a few restaurants."

Reviewed on 13 Aug, 2025

InnSeason Resorts Captain's Quarters
Beachside Village Resort

Beachside Village Resort

3 out of 5
45 Surf Drive, Falmouth, MA
Stay at this 3-star beach apartment in Falmouth. Enjoy free WiFi, an outdoor pool, and daily housekeeping. Our guests praise the property condition in our reviews. ...
9.2/10 Wonderful! (97 reviews)
"Great location! Nice property!"

Reviewed on 27 Jul, 2025

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

East Chop Light

East Chop Light

You can find out about the history of East Chop with a stop at East Chop Light. Stroll along the area's beautiful beaches or simply savour its seafood restaurants.

East Chop Light

Inkwell Beach

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

Inkwell Beach

Oak Bluffs Town Beach

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

Oak Bluffs Town Beach

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 seafood restaurants.

Oak Bluffs Harbor

Circuit Avenue

During your trip to Oak Bluffs, you can find the perfect gifts to bring home at Circuit Avenue. Wander the beaches and waterfront in this relaxing area.

Circuit Avenue

Oak Bluffs Ferry Terminal

Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Ferry Terminal. Stroll along this relaxing area's beaches or simply enjoy its wineries.

Oak Bluffs Ferry Terminal

Things to do

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

S$64
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

S$19
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

S$64
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Oak Bluffs
West Tisbury

West Tisbury