Romantic Hotels in Oak Bluffs, Massachusetts

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Check availability on Oak Bluffs Romantic Hotels

Tonight
Jul 2 - Jul 3
Tomorrow
Jul 3 - Jul 4
This weekend
Jul 4 - Jul 6
Next weekend
Jul 11 - Jul 13

Top Oak Bluffs Romantic Hotels

MV Surfside Hotel
View from property

MV Surfside Hotel

2.5 star property
8.8 out of 10, Excellent, (805)
"Excellent place to stay on Martha's Vineyard. "
MV Surfside Hotel
Pequot Hotel
Beach nearby, beach towels

Pequot Hotel

3.0 star property
9.4 out of 10, Exceptional, (519)
"Decent hotel . Nice stay !"
The price is P20,788
P23,220 total
includes taxes & fees
Jul 6 - Jul 7
Pequot Hotel
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.

Frequently asked questions

Searching for romantic hotels in Oak Bluffs?
Are you in need of a romantic getaway? Couples choose Oak Bluffs for its beaches and wineries. During your trip, you may want to go for a sunset stroll along the water with your love at Oak Bluffs Town Beach, Inkwell Beach, or Seaview Beach. Whether you want to soak in a hot tub or enjoy a decadent breakfast in bed, there are 2 hotels and other accommodations in Oak Bluffs.
What's the best accommodation for a couple visiting Oak Bluffs?
Madison Inn is a favorite guesthouse for couples, and features flat-screen TVs and free WiFi.
How many romantic hotels can we expect to find in Oak Bluffs?
Expedia has 42 romantic Oak Bluffs hotels for you to get cozy in.
When is the best time of year for a romantic getaway to Oak Bluffs?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Oak Bluffs: The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Oak Bluffs is 47 inches.
What is there to do in Oak Bluffs?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all there is to see and do in Oak Bluffs. Couples looking for a little of everything will enjoy Oak Bluffs for its shopping, wineries, and beaches. Circuit Avenue, Oak Bluffs Harbor, and Oak Bluffs Ferry Terminal are worth a stop when you're out and about.
What's the best way to get to Oak Bluffs and around town during my romantic getaway?
These transportation options in Oak Bluffs might help your romantic trip go off without a hitch: Make your way to Oak Bluffs with a flight to Vineyard Haven, MA (MVY-Martha's Vineyard), which is the closest major airport located 5.2 mi (8.3 km) from the city center. You can ride a ferry across the water to see more of the region.