You'll have no end of sightseeing choices when spending time in Oak Bluffs. Ocean Park is an ideal place to start here, but there are many other fine places to explore. Inkwell Beach, Oak Bluffs Harbor, and Edgartown Lighthouse are near the recreation and green space and and will cap off your day nicely.
Ocean Park Tours
Visit Ocean Park
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Price found within the past 48 hours. Click for updated prices.

Anchor In Distinctive Waterfront Lodging
Price was $550, price is now $439 per person
$439
per person
Feb 16 - Feb 20
found 1 hour ago
Roundtrip flight included
Denver (DEN) to Hyannis (HYA)
9.4/10 Exceptional! (1,000 reviews)
In a world of cookie cutter hotels, the Anchor In is a refreshing old school style motel. The staff is wonderful- friendly and helpful. Although the motel is no longer a family run operation, they know the history of the place and take pride in carrying on the operations so lovingly curated over decades by the family who used to own it. The motel is both right on the harbor with perfect views and close to town for easy walking.
Some reviews mention that rooms are outdated. I prefer to look at it as a vintage style; nothing was in disrepair, we had everything we needed, and it was impeccably clean. The bed was really comfortable. The water pressure in the shower was great. WiFi was strong. Our room was huge, and had a private balcony, which had it not been winter we would have enjoyed.
My only complaint is the site fees. I can forgive a resort charge of some sort because there are some amenities available, but $45 is really steep, especially in winter when the outdoor pool is closed. Breakfast is included but it is very basic. My real issue, though, was the parking fee. It’s outrageous to charge parking at a motel which is by definition designed for motorists with parking directly outside the rooms. As we were checking out, I found out the Anchor In is now owned by Margaritaville, which explains it, but it left a sour taste to an otherwise lovely experience.
Reviewed on Dec 7, 2025

Margaritaville Resort Cape Cod
Price was $868, price is now $729 per person
$729
per person
Feb 16 - Feb 20
found 1 hour ago
Roundtrip flight included
Denver (DEN) to Hyannis (HYA)
8.8/10 Excellent! (401 reviews)
The entire place was spotless and rooom beet pleasant. Staff was super friendly and the Landshark Bar was excellent. Highly recommend a stay here !
Reviewed on Nov 28, 2025

The Franklin Hotel Martha's Vineyard
Price was $1,031, price is now $872 per person
$872
per person
Feb 25 - Feb 28
found 1 hour ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
9.2/10 Wonderful! (161 reviews)
Very nice hotel. Clean and tidy. Highly recommended
Reviewed on Dec 5, 2025
Popular places to visit

East Chop Light
You can find out about the history of East Chop with a visit to East Chop Light. Stroll along the area's seaside, or simply savor its seafood restaurants.
Seaview Beach
Why not spend a lazy afternoon at Seaview Beach during your trip to Oak Bluffs? Wander the beaches and waterfront in this relaxing area.
Circuit Avenue
During your trip to Oak Bluffs, you can search for that perfect souvenir at Circuit Avenue. Wander the beaches and waterfront in this relaxing area.
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.
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.
Cottage Museum
4.5/5(2 reviews)
You can spend an afternoon exploring the galleries in Cottage Museum during your travels in Oak Bluffs. Stroll along the area's seaside, or simply savor its seafood restaurants.
Best Lodging Options Near Ocean Park
Check availability on hotels close to Ocean Park

Morgan Hotel
9 Healy Way Oak Bluffs MA

Summercamp
70 Lake Avenue Oak Bluffs MA

Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Oak Bluffs MA

Soulas Martha's Vineyard Victorian Beach House, Walk to Inkwell Beach & Town
Oak Bluffs MA

Historical house with wraparound porch, modern updates, enclosed yard, & W/D
Oak Bluffs MA

Madison Inn
18 Kennebeck Avenue Oak Bluffs MA

Pequot Hotel
19 Pequot Avenue Oak Bluffs MA

MV Surfside Hotel
7 Oak Bluffs Avenue Oak Bluffs MA

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