Oak Bluffs Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Oak Bluffs
Summercamp
70 Lake Avenue Oak Bluffs MA
The price is 12.130.427 ₫ per night from 23 Jun to 24 Jun
12.130.427 ₫
13.549.687 ₫ total
23 Jun - 24 Jun
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Last minute choice, the ferry shut down due to a storm. Very accommodating staff"
Reviewed on 2 Jun 2026
MV Surfside Hotel
7 Oak Bluffs Avenue Oak Bluffs MA
The price is 6.475.527 ₫ per night from 3 Jun to 4 Jun
6.475.527 ₫
7.496.178 ₫ total
3 Jun - 4 Jun
includes taxes & fees
8.8/10 Excellent! (841 reviews)
"Very nice, quaint hotel. Staff helped me with bags as I traveled solo. Everything was clean and smelled fresh."
Reviewed on 25 May 2026
Pequot Hotel
19 Pequot Avenue Oak Bluffs MA
The price is 6.551.937 ₫ per night from 3 Jun to 4 Jun
6.551.937 ₫
7.318.435 ₫ total
3 Jun - 4 Jun
includes taxes & fees
9.4/10 Exceptional! (584 reviews)
"Very cute boutique hotel within easy waking distance to town. Enjoyed the veranda with its rocking chairs and porch swing, as well as the afternoon chocolate chip cookies."
Reviewed on 29 May 2026
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.
Popular places to visit
Inkwell Beach
If a restful holiday is part of your travel plans, Inkwell Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront or simply enjoy its wineries.
Oak Bluffs Harbor
Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Harbor. Wander the area's beautiful beaches or simply enjoy one of its wineries.
Oak Bluffs Town Beach
If a restful holiday is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.
