Find Romantic Hotels in Oak Bluffs, MA

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Check availability on Oak Bluffs Romantic Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Oak Bluffs Romantic Hotels

MV Surfside Hotel
Lobby

MV Surfside Hotel

2.5 star property
8.8 out of 10, Excellent, (825)
"Great place and people the location is excellent "
The price is AED 958
AED 1,070 total
includes taxes & fees
2 Oct - 3 Oct
MV Surfside Hotel
Pequot Hotel
Beach nearby, beach towels

Pequot Hotel

3.0 star property
9.4 out of 10, Exceptional, (553)
"Was exactly as expected. Enjoyable stay walkable to oak bluff dining and shopping. Would stay again "
The price is AED 731
AED 816 total
includes taxes & fees
2 Oct - 3 Oct
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.
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Top Oak Bluffs Hotel Reviews

Pequot Hotel

Pequot Hotel

10/10 Excellent
"No"
arthur 1-night trip
Posted 13 hours ago
Pequot Hotel

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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.
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, Flying Horses Carousel, and Oak Bluffs Harbor 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.