Oak Bluffs Holidays
Book a Hotel + Flight or Car together to unlock savings
Plan, book, travel with confidence
Better together
You can save when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Oak Bluffs
Pequot Hotel
19 Pequot Avenue, Oak Bluffs, MA
The price is €246 per night from 2 Jun to 3 Jun
€246
per night
2 Jun - 3 Jun
9.2/10 Wonderful! (450 reviews)
Great access to beach, restaurants, and shops
"Pequot Hotel was clean and great location (a block away from beach, several blocks from main street with restaurants and shops). The room we stayed (Middle Queen Room) was so tiny. It just enough to put the queen bed in. No fridge or microwave."
Reviewed on 29 May 2024
Summercamp
70 Lake Avenue, Oak Bluffs, MA
The price is €283 per night from 2 Jun to 3 Jun
€283
per night
2 Jun - 3 Jun
9/10 Wonderful! (616 reviews)
Very Good
"The room was very clean. Bed was very comfortable & bathroom was sparkling. Service was excellent. At the time we were there they had construction so it was a little bit loud because we were on the first floor and so we couldn’t open the windows without looking at the construction crew. Great location ..."
Reviewed on 28 May 2024
MV Surfside Hotel
7 Oak Bluffs Avenue, Oak Bluffs, MA
The price is €270 per night from 2 Jun to 3 Jun
€270
per night
2 Jun - 3 Jun
8.8/10 Excellent! (741 reviews)
"Hotel was the best location you could dream of. Walking distance from the ferry and bus stops,walking location, to the beach, dining and shopping districts. The park ,boardwalk and beaches were relatively close as well. The staff was very professional and helpful. 🌷They were beyond nice. The hotel ..."
Reviewed on 27 May 2024
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
East Chop Light
You can find out about the history of East Chop with a stop at East Chop Light. Stroll along the area's beautiful beaches or simply savour its wineries.
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 Ferry Terminal
Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Ferry Terminal. Stroll along this relaxing area's beaches or simply enjoy its wineries.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.