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
Sunrise striking the houses at Oak Bluffs on Martha's Vineyard, MA.
Adobe
Adobe
After five+ months of cold weather, occasional snowstorms and chilly rains, New England acquires an enviable summer spirit. The turquoise, blue waves, though mildly cool in the month of June, shimmer under the watchful eye of the powerful sun. Alternating between dips in the water and lazy siestas on the sand, we thanked our lucky stars for deciding to book a stay at Martha’s Vineyard months in advance, which just happened to coincide with a spectacularly breezy and warm weekend. Have you been blessed with good weather during your travels? #BVSBlue
Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way Oak Bluffs MA
The price is £131 per night from 25 Mar to 26 Mar
£131
25 Mar - 26 Mar
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy free Wi-Fi, concierge services and cable TV channels. Popular attractions Circuit Avenue and Ocean Park are located ...
8.4/10 Very Good! (209 reviews)
Wonderful hotel in the heart of Oak Bluffs. Minutes to the Inkwell and the Circuit Ave strip. Great place to spend a quick weekend getaway.

Reviewed on 21 Mar 2026

Morgan 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 Farm Neck Golf Club and Inkwell Beach are located ...
8/10 Very Good! (32 reviews)
Clean room

Reviewed on 27 Dec 2025

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The Island Inn on Martha's Vineyard
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is £147 per night from 6 Apr to 7 Apr
£147
6 Apr - 7 Apr
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! (830 reviews)
Staff members, Alex and Amoy were wonderful. They were very accommodating and friendly.

Reviewed on 14 Oct 2025

MV Surfside Hotel
See all 3,020 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.
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Oak Bluffs MA
Stay at this apartment in Oak Bluffs. Enjoy free Wi-Fi and laundry facilities. Our guests praise the property condition in their reviews. Popular attractions ...
9.4/10 Exceptional! (91 reviews)
We aren't sure where the previous reviews came from. But, our experience was not the same. The host communicated the entry information the week before we arrived and the directions were clear. We attempted to communicate with the host via text, email and through vrbo to ask if we could drop our luggage ...

Reviewed on 14 Sept 2025

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Oak Bluffs MA
Stay at this holiday home in Oak Bluffs. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Oak Bluffs Harbor and Oak Bluffs Public Library ...
9.8/10 Exceptional! (46 reviews)
Charming sun filled home. Easy walk into Oak Bluffs

Reviewed on 18 Oct 2025

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Oak Bluffs MA
Stay at this apartment in Oak Bluffs. Enjoy free Wi-Fi, laundry facilities and cable/satellite TV service. Popular attractions Oak Bluffs Ferry Terminal and ...
9.4/10 Exceptional! (88 reviews)
Amazing location right in the heart of Oak Bluffs! Easy entry. Great balconies overlooking the ocean. Wonderful kitchen and great TV. Would absolutely stay here again!

Reviewed on 24 Aug 2025

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
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
After five+ months of cold weather, occasional snowstorms and chilly rains, New England acquires an enviable summer spirit. The turquoise, blue waves, though mildly cool in the month of June, shimmer under the watchful eye of the powerful sun. Alternating between dips in the water and lazy siestas on the sand, we thanked our lucky stars for deciding to book a stay at Martha’s Vineyard months in advance, which just happened to coincide with a spectacularly breezy and warm weekend. Have you been blessed with good weather during your travels? #BVSBlue

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 seafood restaurants.

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

£10
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

£34
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

£37
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
See all activities in Oak Bluffs