Find Romantic Hotels in Oak Bluffs, MA

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Pick from 3 Oak Bluffs Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Pequot Hotel
Exterior
Pequot Hotel
3.0 star property
9.4 out of 10, Exceptional, (452)
"Pequot Hotel was clean and great location (a block away from beach, several blocks from main street with restaurants and shops). The room we stayed (Middle Queen Room) was so tiny. It just enough to put the queen bed in. No fridge or microwave."
The price is AED 878
AED 981 total
includes taxes & fees
2 Jun - 3 Jun
Pequot Hotel
MV Surfside Hotel
Exterior
MV Surfside Hotel
2.5 star property
8.8 out of 10, Excellent, (741)
"Hotel was the best location you could dream of. Walking distance from the ferry and bus stops,walking location, to the beach, dining and shopping districts. The park ,boardwalk and beaches were relatively close as well. The staff was very professional and helpful. 🌷They were beyond nice. The hotel is also very clean. The coffee in the lobby is the best way to start the day. We are very happy and will be back soon."
The price is AED 964
AED 1,175 total
includes taxes & fees
2 Jun - 3 Jun
MV Surfside Hotel
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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 spa tub or enjoy a decadent breakfast in bed, there are 2 hotels and other accommodations in Oak Bluffs.
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.

Recent reviews of Oak Bluffs hotels
Expedia verified reviews

Pequot Hotel

Pequot Hotel

5/5 Excellent
"Beatiful hotel with a fantastic staff and close to all main attracktions in Oak Bluffs. "
A verified traveler stayed at Pequot Hotel
Posted 4 days ago
Pequot Hotel
MV Surfside Hotel

MV Surfside Hotel

5/5 Excellent
"Hotel was the best location you could dream of. Walking distance from the ferry and bus stops,walking location, to the beach, dining and shopping districts. The park ,boardwalk and beaches were relatively close as well. The staff was very professional and helpful. 🌷They were beyond nice. The hotel is also very clean. The coffee in the lobby is the best way to start the day. We are very happy and will be back soon."
A verified traveler stayed at MV Surfside Hotel
Posted 5 days ago
MV Surfside Hotel