Oak Bluffs Harbor

Oak Bluffs Harbor
Oak Bluffs Harbor

Popular places to visit

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
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
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

Cottage Museum

You can spend an afternoon exploring the galleries in Cottage Museum in Oak Bluffs. Stroll along the area's seaside or simply savour its seafood restaurants.

Cottage Museum

Trinity Park Tabernacle

Find out about the history of Oak Bluffs when you take a trip to Trinity Park Tabernacle. Wander the area's waterfront or simply enjoy one of its wineries.

Trinity Park Tabernacle

Top Oak Bluffs Harbor Hotel Deals

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
MV Surfside Hotel
Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way Oak Bluffs MA
Morgan Hotel
The Attleboro House

The Attleboro House

2.5 out of 5
42 Lake Ave Oak Bluffs MA
The Attleboro House
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

2 out of 5
Oak Bluffs MA
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Updated house close to town and beach with patio, AC, and games

Updated house close to town and beach with patio, AC, and games

2 out of 5
Oak Bluffs MA
Updated house close to town and beach with patio, AC, and games
Wayland Victorian in Oak Bluffs

Wayland Victorian in Oak Bluffs

Oak Bluffs MA
Wayland Victorian in Oak Bluffs
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 out of 5
9 Main Street Vineyard Haven MA
Mansion House Inn And Spa
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
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
See all 1,963 properties in Oak Bluffs Harbor
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.