Hotels in Oak Bluffs

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Where to stay in Oak Bluffs?

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.
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Our prices for hotels in Oak Bluffs are cheapest in April

See average prices and weather for all months

Price trends for hotels in Oak Bluffs

Pricing is based on two traveler single night rates
Apr
$193
Average price during April is $193
May
$263
Average price during May is $263
Jun
$456
Average price during June is $456
Jul
$639
Average price during July is $639
Aug
$687
Average price during August is $687
Sep
$390
Average price during September is $390
Oct
$268
Average price during October is $268
Nov
$251
Average price during November is $251
Dec
$244
Average price during December is $244
Jan
$223
Average price during January is $223
Feb
$217
Average price during February is $217
Mar
$193
Average price during March is $193
Currently viewing crowd sizes and weather for April.

April

trending_flatModerate crowds
High 49°F / low 43°F. Sunny most days.
49°
weather_sun
April, Moderate crowds, average high temperature 49 degrees Fahrenheit, average low temperature 43 degrees Fahrenheit. Sunny most days.
43°
57°
weather_sun
May, Moderate crowds, average high temperature 57 degrees Fahrenheit, average low temperature 52 degrees Fahrenheit. Sunny most days.
52°
65°
weather_sun
June, High crowds, average high temperature 65 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
60°
73°
weather_sun
July, High crowds, average high temperature 73 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
74°
weather_sun
August, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
69°
weather_sun
September, High crowds, average high temperature 69 degrees Fahrenheit, average low temperature 64 degrees Fahrenheit. Sunny most days.
64°
62°
weather_sun
October, Moderate crowds, average high temperature 62 degrees Fahrenheit, average low temperature 55 degrees Fahrenheit. Sunny most days.
55°
53°
weather_sun
November, Moderate crowds, average high temperature 53 degrees Fahrenheit, average low temperature 45 degrees Fahrenheit. Sunny most days.
45°
45°
weather_partly_sunny
December, Low crowds, average high temperature 45 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
37°
39°
weather_partly_sunny
January, Low crowds, average high temperature 39 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
31°
39°
weather_cloudy
February, Low crowds, average high temperature 39 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Cloudy most days.
31°
42°
weather_partly_sunny
March, Low crowds, average high temperature 42 degrees Fahrenheit, average low temperature 35 degrees Fahrenheit. Partly sunny.
35°
Monthly weather averages (˚F)

Top landmarks in Oak Bluffs

Learn more about Oak Bluffs

Oak Bluffs is well-known for its wineries and port, featuring attractions such as Circuit Avenue and Oak Bluffs Harbor. This beachside city has something for everyone including sights like Oak Bluffs Ferry Terminal and Oak Bluffs Town Beach within a scenic setting.

A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*

Frequently asked questions

What hotels do travelers like in Oak Bluffs?
Morgan Hotel is an accommodation that is popular with guests.
Where can I get free parking with my stay in Oak Bluffs?
Park your car for free at Madison Inn.
Can I book a refundable hotel in Oak Bluffs?
If you want the flexibility to change your plans to Oak Bluffs, most accommodations provide refundable* bookable rates. You can find these properties by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay with my pet in Oak Bluffs?
Your animal companion is welcome at this pet-friendly hotel: MV Surfside Hotel.
Which Oak Bluffs hotels do guests like for their great location?
Our guests love these properties for their good location: Summercamp and MV Surfside Hotel.
Where should I consider staying in Oak Bluffs if I'm looking for a reasonably priced accommodation?
An inexpensive option worth considering is Morgan Hotel.
Where can I stay in Oak Bluffs if I want a vacation rental instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 261 vacation homes. In addition, there are 48 apartments and 28 condos.
Where can I stay if I'm visiting Oak Bluffs with my children?
Parents traveling with children may want to consider Carriage House, Swimming, Boating, Kayaking, just steps from your door….
Where should I stay in Oak Bluffs for a getaway with my partner?
Carriage House, Swimming, Boating, Kayaking, just steps from your door… and Sweet Get Away Suite, Private Beach &Tennis are great options for a romantic getaway.
What will the weather in Oak Bluffs be like during my visit?
August and July are typically the warmest months in Oak Bluffs when the average temp is 68°F. February and January are the coldest months when the average temperature is 38°F. October and December are the months with the most rain.
Why should I book my Oak Bluffs hotel with Hotels.com?
There are lots of reasons to book your Oak Bluffs trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

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