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 RM1,448 per night from 15 Sept to 16 Sept
RM1,448
RM1,618 total
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! (1,005 reviews)
"Excellent location and it was nice to sit on the front porch with other guests and just hang out."

Reviewed on 18 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 RM868 per night from 3 Sept to 4 Sept
RM868
RM1,756 total
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 ...
7.8/10 Good! (14 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 RM1,051 per night from 14 Sept to 15 Sept
RM1,051
RM1,174 total
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 3,176 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! (326 reviews)
"Nice amenities."

Reviewed on 17 Aug 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
Sea Mist Resort

Sea Mist Resort

3 out of 5
141 Great Neck Rd South, Mashpee, MA
Stay at this 3-star business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Cape ...
8.6/10 Excellent! (133 reviews)
"Great resort with suites, very cosy with great amenities, close to excellent beach and shopping."

Reviewed on 2 Aug 2025

Sea Mist 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

RM214
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

RM214
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
New Budget Friendly Shared 4 hour African American Heritage Tour

New Budget Friendly Shared 4 hour African American Heritage Tour

RM556
per adult
New Budget Friendly Shared 4 hour African American Heritage Tour
See all activities in Oak Bluffs