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
9.2/10 Wonderful! (1,000 reviews)
Lovely stay and the staff was friendly and helpful. Excellent location.
Reviewed on 17 Dec 2025
Morgan Hotel
9 Healy Way Oak Bluffs MA
8.4/10 Very Good! (206 reviews)
This is a quiet, comfortable, clean environment in walking distance to stores, the beach, restaurants, the post office, and the bus stop. There is parking in front of and a short distance walk from the hotel. The rooms are updated and offer what is needed for a relaxing stay.
Reviewed on 13 Feb 2026
MV Surfside Hotel
7 Oak Bluffs Avenue Oak Bluffs MA
The price is 4.621.043 ₫ per night from 16 Mar to 17 Mar
4.621.043 ₫
5.161.784 ₫ total
16 Mar - 17 Mar
includes taxes & fees
8.8/10 Excellent! (830 reviews)
Staff members, Alex and Amoy were wonderful. They were very accommodating and friendly.
Reviewed on 14 Oct 2025
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 seafood restaurants.
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.
