Things to do in Oak Bluffs

Activities, attractions and tours

Sunrise striking the houses at Oak Bluffs on Martha's Vineyard, MA.
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
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What to do in Oak Bluffs

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 seafood restaurants.

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 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

Martha's Vineyard Hospital

If Martha's Vineyard Hospital is what brings you to town, hopefully you'll have a chance to explore more of Lagoon Heights.

Martha's Vineyard Hospital

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

Farm Neck Golf Club

Enjoy a round of golf in Oak Bluffs at Farm Neck Golf Club. Wander the area's waterfront or simply enjoy one of its seafood restaurants.

Farm Neck Golf Club

 

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West Tisbury

West Tisbury

Frequently asked questions

Is Oak Bluffs worth visiting?
Oak Bluffs has a unique blend of culture, local charm and attractions. Whether you're into history, nature or traditional food, there's plenty to enjoy here.
How do I spend a day in Oak Bluffs?
Kick your day off with a visit to Inkwell Beach and Falmouth Heights Beach. Then, tour different areas of Oak Bluffs for tasty eats and some shopping.
What is the top tourist attraction in Oak Bluffs?
The top tourist attraction in Oak Bluffs is Inkwell Beach, so make sure to add it to your itinerary.
Is three days enough to stay in Oak Bluffs?
Three days in Oak Bluffs is plenty of time to enjoy the city's key attractions. Many guests book for three days on average. Inkwell Beach, Edgartown Beach and Lighthouse Beach are among the top-rated sights. Like to see more? Hang around a little longer to check off nearby hotspots such as Hyannis.
Is Oak Bluffs a walkable city?
With vibrant neighbourhoods and major attractions within walking distance of the city centre, Oak Bluffs is a great place to discover on foot. Wander between Inkwell Beach and Edgartown Beach. Then take a stroll through Lagoon Heights, located 2 kilometres from downtown, and East Chop, which is roughly 2 kilometres away.
What are some activities to do in Oak Bluffs with kids?
Planning what to do in Oak Bluffs with kids has never been easier. Whether you're travelling with teenagers or toddlers, there's no shortage of family-friendly sights to keep everyone entertained here.
What to do in Oak Bluffs for adults?
Whether you're a culture enthusiast, food connoisseur or fan of nature, there are plenty of things to do in Oak Bluffs for adults including Main Street and Chappaquiddick Graveyard.
Are there free things to do in Oak Bluffs?
One of the easiest ways to discover free things to do in Oak Bluffs is to chat to a local tour guide. You'll get insider tips on cool neighbourhoods, parks and other top attractions you can enjoy without getting your cash out. Inkwell Beach is one place that doesn't charge an admission fee.