Oak Bluffs Travel Guide

Tourist 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
Oak Bluffs Pier, Martha's Vineyard
Sunrise striking the houses at Oak Bluffs on Martha's Vineyard, MA.
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is Rp4.311.976 per night from 21 May to 22 May
Rp4.311.976
Rp4.816.477 total
21 May - 22 May
includes taxes & fees
Stay at this beach hotel in Oak Bluffs. Enjoy free Wi-Fi, parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,000 reviews)
Clean rooms

Reviewed on 5 May 2026

Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is Rp2.690.291 per night from 11 May to 12 May
Rp2.690.291
Rp3.004.995 total
11 May - 12 May
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 their reviews. Popular attractions ...
8.8/10 Excellent! (835 reviews)
What we liked most about our stay was the staff. They were all very helpful, kind and pleasant.

Reviewed on 5 May 2026

MV Surfside Hotel
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
Stay at this golf resort in Oak Bluffs. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Inkwell Beach and Farm Neck Golf Club are located ...
8.2/10 Very Good! (33 reviews)
Yes.

Reviewed on 27 Apr 2026

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The Island Inn on Martha's Vineyard
See all 3,070 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
Stay at this business-friendly aparthotel in Mashpee. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Mashpee Commons and Old Indian ...
8.6/10 Excellent! (154 reviews)
Great Staff!

Reviewed on 28 Apr 2026

Sea Mist Resort
Beachside Village Resort

Beachside Village Resort

3 out of 5
45 Surf Drive Falmouth MA
Stay at this beach apartment in Falmouth. Enjoy free Wi-Fi, an outdoor pool and daily housekeeping. Our guests praise the property condition in their reviews. ...
9.4/10 Exceptional! (104 reviews)
Love Beachside Village and will definitely keep going back

Reviewed on 19 Apr 2026

Beachside Village 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 Falmouth Heights ...
9.8/10 Exceptional! (207 reviews)
One of the best places on the C cape. I go there frequently

Reviewed on 5 May 2026

InnSeason Resorts Captain's Quarters
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 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 Harbor

Oak Bluffs Harbor

4.5/5(17 reviews)

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

4/5(1 review)

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 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
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

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

Things to do

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

Rp234.015
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Rp867.127
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Edgartown Martha’s Vineyard Self-Guided

Edgartown Martha’s Vineyard Self-Guided (GPS) Audio Walking Tour

Rp169.124
per adult
Edgartown Martha’s Vineyard Self-Guided (GPS) Audio Walking Tour
See all activities in Oak Bluffs