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Top Oak Bluffs Romantic Hotels

Indoor pool, seasonal outdoor pool
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 star property
North Falmouth
7.8 out of 10, Good, (238)
"The room was very clean and the staff was friendly. It is our go to anniversary spot. "
United States
Marci
The price is 2.510.123 ₫
4.381.019 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Sea Crest Beach Resort
Property grounds
ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

2.5 star property
Falmouth
8.4 out of 10, Very good, (449)
"Very good for a lower priced motel/inn. Two minutes walk into town, so very convenient. Easy to park. "
United States
Anne Monique
The price is 3.530.900 ₫
4.041.300 ₫ total
includes taxes & fees
23 Nov - 24 Nov
ShoreWay Acres Inn & Cape Cod Lodging
Dining
Frederick William House

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (292)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is 3.204.815 ₫
3.667.911 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Frederick William House
Terrace/patio
The Coonamessett

The Coonamessett

3.5 star property
Falmouth
8.8 out of 10, Excellent, (592)
"Clean room, comfy bed, excellent breakfast choices, convenient free parking-highly recommend!"
United States
CARMEN
The price is 2.619.488 ₫
2.997.917 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The Coonamessett
Miscellaneous
Craigville Beach Inn

Craigville Beach Inn

2.0 star property
Centerville
8.6 out of 10, Excellent, (447)
"Great location and such a lovely little place to stay!"
United States
Colleen
The price is 3.059.583 ₫
3.501.786 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Craigville Beach Inn
View from property
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1005)
"My wife and I loved our stay here. "
United States
Keith
The price is 4.578.313 ₫
5.502.672 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Mansion House Inn And Spa
Beach nearby
The Palmer House Inn

The Palmer House Inn

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (175)
"Nice place to stay"
United States
Brian
The price is 5.660.624 ₫
6.478.621 ₫ total
includes taxes & fees
8 Dec - 9 Dec
The Palmer House Inn
View from room
Harbor View Hotel

Harbor View Hotel

5.0 star property
Edgartown
8.8 out of 10, Excellent, (1000)
"The area was safe and the dining experience was great. "
United States
Albert
Harbor View Hotel
Front of property
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 star property
Edgartown
9.0 out of 10, Wonderful, (1003)
"A beautiful stay at Faraway Martha’s Vineyard — stylish boutique vibe, spacious room, and a lovely pool view. Highly recommend"
United States
Desara
Faraway Martha's Vineyard
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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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, 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 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.