Romantic Hotels & Resorts in Oak Bluffs from NZ$698

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Oak Bluffs Romantic Hotels

Tonight
27 Jul - 28 Jul
Tomorrow
28 Jul - 29 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Best Oak Bluffs Romantic Hotels

MV Surfside Hotel
Lobby

MV Surfside Hotel

2.5 star property
8.8 out of 10, Excellent, (805)
"Excellent place to stay on Martha's Vineyard. "
The price is NZ$698
includes taxes & fees
24 Aug - 25 Aug
MV Surfside Hotel
Pequot Hotel
Guests can enjoy a serene beach experience with calm seas and a clear sky.

Pequot Hotel

3.0 star property
9.4 out of 10, Exceptional, (532)
"We had a wonderful time at the Pequot Hotel. "
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.

Top Oak Bluffs Hotel Reviews

Pequot Hotel

Pequot Hotel

10/10 Excellent
"A "Hidden Gem". Wonderful easy stay. We highly recommend "
Christopher 3-night trip
Posted 2 days ago
Pequot Hotel

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.
What's the best hotel for a couple going to Oak Bluffs?
Madison Inn is a favourite guest house for couples, and features flat-screen TVs and free WiFi.
How many romantic hotels will we find in Oak Bluffs?
Expedia has 42 romantic Oak Bluffs hotels for you to get cosy 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, 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.