Oak Bluffs, MA

Travel Guide

A row of colorful, historic houses with a central path.
A row of colorful Victorian-style houses with front porches and a well-maintained lawn.
A row of colorful Victorian-style houses with blue and yellow trim, a tree with white blossoms, and a paved street.
A rocky shoreline at sunset with a calm sea reflecting the colors of the sky.
A white lighthouse with a black top, surrounded by trees and a bench, overlooking a body of water.
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is AED 624 per night from Oct 13 to Oct 14
AED 624
AED 697 total
13 Oct - 14 Oct
includes taxes & fees
Book a stay at this beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
Stay at this hotel in Oak Bluffs. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
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MV Surfside Hotel
Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way Oak Bluffs MA
The price is AED 702 per night from Oct 20 to Oct 21
AED 702
AED 784 total
20 Oct - 21 Oct
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy free WiFi, concierge services, and cable TV channels. Popular attractions Inkwell Beach and Circuit Avenue are located ...
8.6/10 Excellent! (268 reviews)
"Very well maintained and located close to shops and restaurants."

Reviewed on 17 September 2026

Morgan Hotel
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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.
Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy a garden, balconies, and cable/satellite TV service. Popular attractions Inkwell Beach and Oak Bluffs Public ...
Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Oak Bluffs MA
Stay at this apartment in Oak Bluffs. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Inkwell Beach and Oak Bluffs Ferry ...
9.4/10 Exceptional! (96 reviews)
"Great place in OB"

Reviewed on 3 September 2026

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy a water park, a garden, and cable/satellite TV service. Popular attractions Inkwell Beach and Oak Bluffs Public ...
6.6/10 (7 reviews)
"Nice, quiet and private streetReasonable distance to Downtown OBClean"

Reviewed on 13 September 2026

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
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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.

Stay near popular Oak Bluffs attractions

A beach with a lifeguard tower, a rocky breakwater, and the ocean.

Inkwell Beach

9.0/10 (154 reviews)
If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.
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