Find Romantic Hotels in Oak Bluffs, MA from $159

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 spa tub or enjoy a decadent breakfast in bed, there are 2 hotels and other accommodations in Oak Bluffs.

Madison Inn is a favorite guesthouse for couples, and features flat-screen TVs and free WiFi.

Expedia has 42 romantic Oak Bluffs hotels for you to get cozy in.

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.

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.

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.