Best Hotels in Oak Bluffs

Explore Oak Bluffs from hotels near iconic landmarks, popular shopping streets, and top dining spots.

Pequot Hotel

Pequot Hotel

📍 19 Pequot Avenue, Oak Bluffs
★★★ 9.4 (100 reviews)

CAD 592 1 night
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Summercamp

Summercamp

📍 70 Lake Avenue, Oak Bluffs
★★★ 9.4 (100 reviews)

CAD 775 1 night
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MV Surfside Hotel

MV Surfside Hotel

📍 7 Oak Bluffs Avenue, Oak Bluffs
★★ 8.7 (97 reviews)

CAD 438 1 night
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Spacious 4 BR Home, Steps to Lagoon, Minutes to Downtown Oak Bluffs and Beaches!

Spacious 4 BR Home, Steps to Lagoon, Minutes to Downtown Oak Bluffs and Beaches!

📍 Oak Bluffs
★★ 9.0 (5 reviews)

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Island Inn

Island Inn

📍 30 Island Inn Road, Oak Bluffs
★★ 8.0 (24 reviews)

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

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

📍 Oak Bluffs
★★★ 9.8 (4 reviews)

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Serene Sengekontacket Pond Getaway

Serene Sengekontacket Pond Getaway

📍 Oak Bluffs
★★ 9.6 (5 reviews)

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Modern Cottage Walk To Town & Beach

Modern Cottage Walk To Town & Beach

📍 Oak Bluffs
★★★★ 10 (4 reviews)

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

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

📍 Oak Bluffs
★★★★ 9.8 (5 reviews)

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Explore Accommodation Types in Oak Bluffs

Cozy cottage 3/4 mile from Oak Bluffs harbor Hotels in Oak Bluffs

Cozy cottage 3/4 mile from Oak Bluffs harbor

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Guest Reviews for Oak Bluffs Hotels

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Island Inn ★★
"My family and I stayed at this Lovely condo and we were Extremely impressed and happy. We had more than enough room, loved the fact we had a full kitchen to cook in, and the view was also amazing. The staff the entire time was super friendly, accommodating, and just wonderful!! Can’t say enough good things about it. I have already told several people, and next time I book I would like it to be here. Thanks again"
★★★★★
2025-08-20

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

Clear

More Information About Oak Bluffs Hotels

Key Info

Details

Number of reviews

472

Total properties

22

Weekday Avg. Price

CAD 752

Weekend Avg. Price

CAD 789

Trending hotel

MV Surfside Hotel

FAQ – 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, MV Surfside Hotel (from CAD 489), Pequot Hotel (from CAD 592) and Summercamp (from CAD 840) are popular choices.

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

    The average price for hotels in Oak Bluffs is CAD 752 for weekdays, and CAD 789 for weekends (Friday–Saturday).

  • What are the best hotels for families in Oak Bluffs?

    MV Surfside Hotel (from CAD 489) is popular for family travel. Book now from Trip.com and enjoy your time with families!

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

    Pequot Hotel (from CAD 592) 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 pet-friendly hotels in Oak Bluffs are recommended?

    MV Surfside Hotel (from CAD 489) is a top pet-friendly hotel. Take your pets with you during traveling.

  • 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 592) and Summercamp (from CAD 840) are popular hotels with free Wi-Fi.

  • Which hotels in Oak Bluffs have swimming pools?

    Island Inn provides a good swimming pool. Book now and enjoy your swimming pool!

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