Oak Bluffs Travel Guide

Tourist 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
Stay at this beach hotel in Oak Bluffs. Enjoy free Wi-Fi, parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
Get rates
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 their reviews. Popular attractions ...
Get rates
MV Surfside Hotel
Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way Oak Bluffs MA
The price is NZ$305 per night from 9 Nov to 10 Nov
NZ$305
9 Nov - 10 Nov
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy free Wi-Fi, concierge services and cable TV channels. Popular attractions Inkwell Beach and Circuit Avenue are located ...
8.6/10 Excellent! (276 reviews)
"Location was Perfect!"

Reviewed on 4 Nov 2026

Morgan Hotel
See all 3,066 properties 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.
Quaint, ranch style home in Oak Bluffs with central air

Quaint, ranch style home in Oak Bluffs with central air

Oak Bluffs MA
Stay at this holiday home in Oak Bluffs. Enjoy a garden, balconies and an in-room coffee maker. Popular attractions Inkwell Beach and Oak Bluffs Public Library ...
8.4/10 Very good! (5 reviews)
"Would book again"

Reviewed on 27 July 2026

Quaint, ranch style home in Oak Bluffs with central air
Luxury Loft Historic Center Oak Bluffs

Luxury Loft Historic Center Oak Bluffs

Oak Bluffs MA
Stay at this holiday home in Oak Bluffs. Enjoy a garden, laundry facilities and tennis courts. Popular attractions Inkwell Beach and Trinity Park Tabernacle ...
9.6/10 Exceptional! (51 reviews)
"The loft was not suited for adult occupancy."

Reviewed on 7 Aug 2026

Luxury Loft Historic Center Oak Bluffs
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Oak Bluffs MA
Stay at this holiday home in Oak Bluffs. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located ...
9.8/10 Exceptional! (52 reviews)
"The house was amazing, the communication with the host superb, and the proximity of the space to Oak Bluffs, Vineyard Haven/Oak Bluff ferry terminals, shops and locations was unbeatable. It’s a must see and stay if you are planning a family trip."

Reviewed on 18 Oct 2026

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
See all properties 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.

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 holiday is part of your travel plans, Inkwell Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront or simply enjoy its wineries.
See properties

Activities

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

NZ$26
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

NZ$88
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Martha's Vineyard: 3-Hour Full-Island Guided Tour

Martha's Vineyard: 3-Hour Full-Island Guided Tour

NZ$114
per adult
Martha's Vineyard: 3-Hour Full-Island Guided Tour
See all activities in Oak Bluffs