Find Romantic Hotels in Oak Bluffs, MA from $446

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Check availability on Oak Bluffs Romantic Hotels

Check prices for these dates

Tonight
Jul 12 - Jul 13
Tomorrow
Jul 13 - Jul 14
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Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27

Top 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. "
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, (524)
"Decent hotel . Nice stay !"
$399 nightly
The price is $446
Jul 15 - Jul 16
Total includes taxes and fees
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.

Find out more about Oak Bluffs

Find out more about Oak Bluffs

Oak Bluffs attractions for couples

Nestled on the picturesque Martha's Vineyard, Oak Bluffs enchants visitors with its vibrant charm and coastal beauty. Start your adventure at the iconic Flying Horses Carousel, the oldest operating platform carousel in the U.S., where both children and adults can enjoy a ride on intricately painted horses. For a taste of local culture, explore the charming gingerbread cottages in the Camp Meeting Association, a colorful collection of historic homes that transport you back in time. If you're seeking outdoor fun, head to Oak Bluffs Town Beach, where you can relax on the sandy shores or take part in water sports like kayaking and paddleboarding. Don't miss a stroll along the scenic Oak Bluffs Harbor, where you can soak in stunning views and enjoy fresh seafood at one of the waterfront restaurants. For a truly unique experience, take a ferry to nearby Chappaquiddick Island, where you can explore unspoiled beaches and nature trails. Consider staying in the heart of Oak Bluffs, where boutique hotels and charming inns offer comfortable accommodations with easy access to all these attractions. Enjoy the convenience of being just steps away from the vibrant local scene, ensuring your family feels pampered and well taken care of during your stay.

Find the best romantic hotels in Oak Bluffs

For couples seeking a romantic escape in Oak Bluffs, Massachusetts, these hotels offer the perfect blend of charm and comfort. Each hotel provides a serene atmosphere and thoughtful amenities to enhance your stay together.

The Attleboro House

  • Why it's great for a couples retreat: The Attleboro House is a charming option for couples seeking a romantic getaway, with an impressive guest review rating of 9.8. This hotel offers a peaceful atmosphere, ideal for intimacy, alongside easy access to the nearby beach for leisurely strolls along the shore.
  • Other amenities: Guests can enjoy air conditioning for comfort, ensuring a pleasant retreat after a day exploring Oak Bluffs. Its serene location provides a perfect backdrop for couples looking to relax and reconnect.
  • Nearby attractions: Circuit Avenue - 0.05 miles, Oak Bluffs Harbor - 0.13 miles, Trinity Park Tabernacle - 0.18 miles

Pequot Hotel

  • Why it's great for a couples retreat: Pequot Hotel is perfect for couples wanting a romantic getaway, a stellar guest review rating of 9.2. With free continental breakfast included, couples can enjoy leisurely mornings before venturing out to explore the charming surroundings, including the nearby beach.
  • Other amenities: This hotel features a lovely terrace where guests can relax and soak up the sun, along with free toiletries for a comfortable stay. Located in a historical district, guests can immerse themselves in the local culture while enjoying the intimate ambiance that Pequot Hotel provides.
  • Nearby attractions: Circuit Avenue - 0.28 miles, Ocean Park - 0.21 miles, Seaview Beach - 0.25 miles

Summercamp

  • Why it's great for a couples retreat: Summercamp is an ideal retreat for couples looking to enjoy a romantic getaway, a remarkable guest review rating of 9.2. With an enchanting art deco design and breathtaking ocean views, guests can unwind in comfort, aided by premium bedding and cozy bathrobes for a truly intimate experience.
  • Other amenities: Additional features include convenient onsite parking, easy access to a nearby sandy beach, and a attentive concierge service to help plan your romantic adventures. Enjoy the refreshing ocean breeze from your accommodations while creating lasting memories at this charming hotel.
  • Nearby attractions: Circuit Avenue - 0.17 miles, Oak Bluffs Harbor - 0.0 miles, Trinity Park Tabernacle - 0.17 miles

MV Surfside Hotel

  • Why it's great for a couples retreat: The MV Surfside Hotel is a wonderful choice for couples seeking a romantic escape, with a solid guest review rating of 9.0. With its picturesque ocean views and a sandy beach just steps away, guests can enjoy sunsets together and tranquil beach walks at their leisure.
  • Other amenities: This lovely hotel also offers free beach towels, ensuring comfort during beach outings. Additional amenities include air conditioning for a pleasant stay, a garden area for leisurely strolls, and daily housekeeping to maintain a cozy atmosphere throughout your visit.
  • Nearby attractions: Circuit Avenue - 0.01 miles, Flying Horses Carousel - 0.08 miles, Oak Bluffs Harbor - 0.1 miles

Morgan Hotel

  • Why it's great for a couples retreat: Morgan Hotel offers a cozy and inviting atmosphere for couples, with an excellent guest review rating of 8.4. The hotel provides stunning ocean views and furnished balconies, allowing guests to savor romantic sunsets and coastal breezes together.
  • Other amenities: Additional features include premium bedding for restful nights, air conditioning for comfort, and concierge services to assist with local recommendations and bookings. The nearby beach adds to the romantic allure, making it an excellent choice for couples looking to connect in a beautiful setting.
  • Nearby attractions: Flying Horses Carousel - 0.1 miles, Oak Bluffs Harbor - 0.22 miles, Ocean Park - 0.03 miles

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.
What's the best accommodation for a couple visiting Oak Bluffs?
Madison Inn is a favorite guesthouse for couples, and features flat-screen TVs and free WiFi.
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.