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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured B&B in Oak Bluffs and around

The Christopher, The Edgartown Collection
Front of property

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (225)
"Great location, fantastic room, friendly staff and local dining options"
The price is €460
includes taxes & fees
8 Sept - 9 Sept
The Christopher, The Edgartown Collection
Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (282)
"Great host. Very nice and helpful would stay again!"
The price is €264
includes taxes & fees
1 Sept - 2 Sept
Frederick William House
Inn on the Sound
Exterior

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (207)
"Quiet, charming, nice breakfast, right across from beach"
The price is €431
includes taxes & fees
25 Aug - 26 Aug
Inn on the Sound
The Palmer House Inn
Beach nearby

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (175)
"Superb staff and bkfsts Wonderful porch"
The price is €352
includes taxes & fees
3 Sept - 4 Sept
The Palmer House Inn
Sea Street Inn
Luxury King Room

Sea Street Inn

4.0 star property
10.0 out of 10, Exceptional, (43)
"Very nicely renovated small property with a fantastic breakfast."
The price is €424
includes taxes & fees
27 Aug - 28 Aug
Sea Street Inn
Long Dell Inn
Exterior

Long Dell Inn

3.5 star property
9.4 out of 10, Exceptional, (181)
"Excellent stay, would recommend."
The price is €274
includes taxes & fees
17 Sept - 18 Sept
Long Dell Inn
Captain David Kelley House Bed & Breakfast
Garden

Captain David Kelley House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (42)
"Outstanding room and breakfast. "
Captain David Kelley House Bed & Breakfast
Beach nearby Pool/HotSpa Firepit LGbackyard
Pool

Beach nearby Pool/HotSpa Firepit LGbackyard

Beach nearby Pool/HotSpa Firepit LGbackyard
Narragansett House
Exterior

Narragansett House

2.5 star property
8.8 out of 10, Excellent, (47)
"very clean and very helpful staff. breakfast only continental not very good for celiacs. stairs not good for older people"
Narragansett House
Crocker Inn
Deluxe Room, 1 King Bed

Crocker Inn

3.0 star property
Crocker Inn
The 1720 House
Interior

The 1720 House

2.5 star property
6.8 out of 10, (41)
"Overpriced dirty rundown great location"
The 1720 House
Simmons Homestead Inn
Interior

Simmons Homestead Inn

3.5 star property
6.6 out of 10, (15)
Simmons Homestead Inn
Captain Lawrence Inn
Beach nearby

Captain Lawrence Inn

3.5 star property
9.0 out of 10, Wonderful, (64)
Captain Lawrence Inn
The Little B&B in Aquinnah
Property grounds

The Little B&B in Aquinnah

2.0 star property
The Little B&B in Aquinnah
The Dexter
Deluxe Single Room

The Dexter

3.0 star property
The Dexter
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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Top Oak Bluffs Hotel Reviews

All Seasons Inn and Suites

All Seasons Inn and Suites

10/10 Excellent
"The place is completely renovated. Sparkling. I was allowed to check inat 1 p.m. instead of 3 p.m. And I was giving an upgrade to suite with a sofa and a kitchenette. Thay have a nice clean indoor pool. My wife loved it. "
Daniel 1-night trip
Posted 9 hours ago
All Seasons Inn and Suites

Frequently asked questions

Searching for B&Bs in Oak Bluffs?
Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're a solo traveller hoping to get some tips from locals, a B&B can be a good choice for many different types of travellers. During your time in Oak Bluffs, you might want to spend some time strolling along the water at Oak Bluffs Town Beach and Inkwell Beach.
How do you know if a B&B is a good option for you?
Every B&B has its own unique feel — whether it's a cosy reading space or a sunlit breakfast nook, the tiny details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Oak Bluffs?
Below are some B&Bs in the surrounding area: Narragansett House: 19 rooms. 0.2 mi (0.4 km) from the heart of Oak Bluffs. Enjoy the local cuisine breakfast and snack bar/deli. The Christopher, The Edgartown Collection: 15 rooms. 5.2 mi (8.3 km) from the city centre. Enjoy the unique decor and patio area. Inn on the Sound: 10 rooms. Situated 6.5 mi (10.4 km) from the heart of Oak Bluffs. Enjoy the free full breakfast and library. The Palmer House Inn: 17 rooms. 7.6 mi (12.3 km) from the city centre. Enjoy the free full breakfast and unique decor. Frederick William House: 5 rooms. Located 8.4 mi (13.5 km) from the core of Oak Bluffs. Enjoy the deep-soaking baths and snack bar/deli.
When is the best time to stay at a B&B in Oak Bluffs?
When you're planning your getaway to Oak Bluffs, make sure that you take the year-round temperatures into account. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Oak Bluffs is 1192 mm.
What is there to do in Oak Bluffs?
Travellers enjoy Oak Bluffs for its wineries and shopping. When you want to spend some time in the great outdoors, Ocean Park and Oak Bluffs Town Beach are some notable spots. You should put Circuit Avenue and Oak Bluffs Harbor on your list if you want to see more of the area.
How can I get to and around Oak Bluffs?
You can map out your trip in and around Oak Bluffs ahead of time with these transportation options. Fly into Vineyard Haven, MA (MVY-Martha's Vineyard), which is located 5.2 mi (8.3 km) from the city centre. Otherwise, look for flights into Hyannis, MA (HYA-Barnstable Municipal), which is 20.5 mi (32.9 km) away. If you'd like to explore around the area, you may want a rental car for your journey.