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Hotels in Oak Bluffs

Best Hotels in Oak Bluffs

Explore Oak Bluffs hotels and choose from 30 properties near landmarks, luxury hotels, and top boutiques for the best shopping and dining.

Summercamp
9.4 (100 reviews)

Summercamp ★★★

📍 70 Lake Avenue, Oak Bluffs

1 night CAD 463
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Oak Bluff's Victorian Walk to Town & Beaches
10 (22 reviews)

Oak Bluff's Victorian Walk to Town & Beaches ★★★

📍 Oak Bluffs

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Pequot Hotel
9.4 (100 reviews)

Pequot Hotel ★★★

📍 19 Pequot Avenue, Oak Bluffs

1 night CAD 357
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Island Inn
8.2 (41 reviews)

Island Inn ★★

📍 30 Island Inn Road, Oak Bluffs

"Last minute reservation: great prices for the high season, huge condo and nicely furnished for all needs. Very easy to jump on/off the buses as they go by, or walk into OB. I didn't take photos of the spacious grounds, nice pool and tennis courts. Really is a great find for the price. Would love to stay here again!"

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The Attleboro House
9.6 (43 reviews)

The Attleboro House ★★

📍 42 Lake Ave, Oak Bluffs

"What a terrific location! Conveniently located near great restaurants, shopping, the waterfront and beach, and the ferry. Parking was a challenge as few spaces are available near the house. The stairs in the house are difficult to navigate; especially with heavy baggage. Cold water awaits arriving guests, but front desk isn't manned consistently. We didn't see anyone at the front desk during our stay. Owners are easily reached via text. Although this is an old house, it is kept very clean, and rooms are stocked in excellent fashion. We would definitely return. "

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The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort
10 (9 reviews)

The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort ★★★

📍 Oak Bluffs

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Cozy cottage 3/4 mile from Oak Bluffs harbor
9.8 (55 reviews)

Cozy cottage 3/4 mile from Oak Bluffs harbor ★★

📍 Oak Bluffs

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Beautiful 3 bedroom 2 bath Home / Close to Town & Beach
9.8 (29 reviews)

Beautiful 3 bedroom 2 bath Home / Close to Town & Beach ★★★

📍 Oak Bluffs

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#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!
10 (8 reviews)

#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach! ★★★★

📍 Oak Bluffs

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Find Your Perfect Stay in Oak Bluffs by Travel Style

Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB. Hotels in Oak Bluffs

Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.

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Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat Hotels in Oak Bluffs

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

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Charming 3-bedroom w/loft.New Construction home with AC,WiFi. Short walk to town Hotels in Oak Bluffs

Charming 3-bedroom w/loft.New Construction home with AC,WiFi. Short walk to town

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Vineyard Vacation Retreat with HOT TUB Hotels in Oak Bluffs

Vineyard Vacation Retreat with HOT TUB

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3-Br Oak Bluffs Retreat Near Towns & Beaches Hotels in Oak Bluffs

3-Br Oak Bluffs Retreat Near Towns & Beaches

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Modern Cottage Walk To Town & Beach Hotels in Oak Bluffs

Modern Cottage Walk To Town & Beach

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Victorian cottage overlooking downtown Oak Bluffs and the Harbor. Hotels in Oak Bluffs

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

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Guest Reviews on Oak Bluffs Hotels

10.0
Excellent Community Rating
Real & verified guest reviews from around the world
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Guest User

Other
Island Inn ★★
"We booked this trip last minute—same day availability—and everything came together perfectly. After catching the 5 PM ferry, we arrived at the Island Inn around 6:30 PM. Check-in was a breeze. Our room was bright, spacious, and spotless. The kitchen was fully stocked with everything we needed: pots, pans, utensils, cutlery—even a lobster cracker! The linens were fresh and possibly brand new, and the beds were comfy. While the internet connection was a bit spotty, it honestly didn’t matter—being on the island made unplugging easy. The property grounds were clean, well-maintained, and inviting. We stayed in unit 3B, which was conveniently located near everything: parking, laundry facilities, fire pits, built-in grills, corn hole, a playground, tennis courts, and adjacent to Noman’s for late-night entertainment. Our stay was absolutely perfect, and we’ll definitely be returning!"
★★★★★
2025-07-21
G

Guest User

Solo traveler
The Attleboro House ★★
"Perfect location. 3 minute walk from Ferry. Owners are friendly and accommodating. Lots of stairs. No elevator ( just in case you have mobility issues)"
★★★★★
2025-08-09

Oak Bluffs Travel Information

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Power Plug & Voltage

120V/Type A/B

💵

Exchange Rate

1 CAD ≈ 0.71 USD

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Local Payment

Cards/ApplePay/Cash

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Connectivity

Verizon/AT&T/T-Mobile

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Current Weather

Cloudy

More Information About Oak Bluffs Hotels

Key Info

Details

Number of reviews

523

Total properties

30

Weekday Avg. Price

CAD 470

Weekend Avg. Price

CAD 660

Trending hotel

Pequot Hotel

FAQs About Hotels in Oak Bluffs

  • What are the most popular hotels in Oak Bluffs?

    There are many popular options for hotels in Oak Bluffs. Whether you're traveling for business or a vacation, Pequot Hotel (from CAD 307) and Summercamp (from CAD 325) are popular choices.

  • What is the average price for hotels in Oak Bluffs?

    The average price for hotels in Oak Bluffs is CAD 470 for weekdays, and CAD 660 for weekends (Friday–Saturday).

  • What are popular hotels with high-quality breakfasts in Oak Bluffs?

    Pequot Hotel (from CAD 307) is top hotel with high-quality breakfast. Start your wonderful journey with tasty breakfast!

  • What are available deals for hotels in Oak Bluffs?

    There are multiple promotions and discounts all year round for Trip.com users . Please check the promotions page to see what promotions are available now on Trip.com.

  • Which popular hotels in Oak Bluffs offer free Wi-Fi ?

    Whether you're traveling on business or for vacation, internet connection is an essential facility. Pequot Hotel (from CAD 307) and Summercamp (from CAD 325) are popular hotels with free Wi-Fi.

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