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Check availability on Oak Bluffs Romantic Hotels

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

Top Oak Bluffs Romantic Hotels

Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (289)
"Wonderful stay! Close to access Main Street and other things we wanted to do. "
The price is 5.486.095 ₫
6.278.836 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Frederick William House
Craigville Beach Inn
Miscellaneous

Craigville Beach Inn

2.0 star property
8.6 out of 10, Excellent, (444)
"Love the craigville inn. We have stayed here multiple times and will continue to do so!"
The price is 3.405.987 ₫
3.898.139 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Craigville Beach Inn
ShoreWay Acres Inn & Cape Cod Lodging
Property grounds

ShoreWay Acres Inn & Cape Cod Lodging

2.5 star property
8.4 out of 10, Very good, (443)
"We had a lovely stay, Eric was a perfect host."
The price is 3.538.002 ₫
4.049.428 ₫ total
includes taxes & fees
13 Oct - 14 Oct
ShoreWay Acres Inn & Cape Cod Lodging
Harbor View Hotel
View from room

Harbor View Hotel

5.0 star property
8.8 out of 10, Excellent, (1003)
"Loved the classic vibe of the hotel overall. The restaurant is excellent. The location is just far enough yet close enough to the heart of town. And they shuttle to town if you don’t want to walk."
Harbor View Hotel
Sea Crest Beach Resort
Indoor pool, seasonal outdoor pool

Sea Crest Beach Resort

3.5 star property
8.0 out of 10, Very good, (217)
"Great place right on the beach"
The price is 2.516.410 ₫
4.391.989 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Sea Crest Beach Resort
Faraway Martha's Vineyard
Front of property

Faraway Martha's Vineyard

3.5 star property
9.0 out of 10, Wonderful, (1015)
"Great location, clean hotel, walkable to everything in edgartown"
Faraway Martha's Vineyard
The Coonamessett
Terrace/patio

The Coonamessett

3.5 star property
8.8 out of 10, Excellent, (582)
"Lovely stay. Enjoyed the ambiance "
The price is 5.254.197 ₫
6.013.283 ₫ total
includes taxes & fees
13 Oct - 14 Oct
The Coonamessett
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

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Frequently asked questions

Searching for romantic hotels in Oak Bluffs?
Are you looking for a romantic holiday? 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 sip a glass of champagne or watch the sunset from your balcony, 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, take a look at these details about year-round temperatures in Oak Bluffs: The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Oak Bluffs is 1192 mm.
What is there to do in Oak Bluffs?
There's nothing better than experiencing 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 getaway 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 centre. You can take a ferry and cross the water to see more of the region.