Oak Bluffs Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AED 148 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Oak Bluffs Vacation Packages

Oak Bluffs Hotel Deals

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
9.2/10 Wonderful! (1,001 reviews)
Lovely stay and the staff was friendly and helpful. Excellent location.

Reviewed on 17 December 2025

Get rates
Summercamp
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
5.4/10 (21 reviews)
The place was exactly as listed. It is an older house but very clean conditions. I just think they need to supply it better you definitely need a car. There was no coffee or anything in the house. You have to bring everything.

Reviewed on 16 September 2025

Get rates
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way Oak Bluffs MA
8.4/10 Very Good! (202 reviews)
The room was clean. The only problem I had was not getting my key prior to 3. Called the day before because the text I received said you can try the app and it will should your reservation but it did not it states that there may be a problem because you booked on a third party site. Called and they ...

Reviewed on 13 December 2025

Get rates
Morgan Hotel
See all 3,002 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.

Discover the most popular places to visit in Oak Bluffs

Sandy beaches, farmlands, fishing docks, harbor towns and tall lighthouses, Its Martha's Vineyard! It is around an hour of boat ride from Cape Cod to the Oak Bluffs. MV accessible only by boat or air. This picture was of course taken in summer :) Bright sunny day with blue sky and lush green. In the background is the famous east chop lighthouse. The best of my memories of MV are from East Chop. We rented a bright Red scooter near the Oak Bluffs harbor after getting off from ferry, kicked off our slippers, rode to the sunset ;) I meant we drove to East Chop:) Must Do : Get that pretty but awfully slow red scooter, drive to the light house, live the dream :)

East Chop Light

You can find out about the history of East Chop with a visit to East Chop Light. Stroll along the area's seaside, or simply savor its seafood restaurants.

East Chop Light

Inkwell Beach

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.

Inkwell Beach

Oak Bluffs Town Beach

If a restful vacation is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.

Oak Bluffs Town Beach

Frequently asked questions

How do I find cheap flights to Oak Bluffs that have flexible change policies?
When it comes to flying these days, flexibility is essential. That's why we've added a "No change fee" search function to help you find flexible, cheap airfares to Oak Bluffs. It's on the left of your screen directly underneath the "Flexible change policies" subheading.
Which airlines fly to Oak Bluffs?
Let Cape Air take you there. This well-known carrier lists 234 services a month to Martha's Vineyard Airport (MVY), an Oak Bluffs gateway.
How can I find cheap tickets to Oak Bluffs?
An excellent strategy for getting your hands on cheap fares is to be flexible with your travel dates. Begin with searching for your flight to Oak Bluffs, then click on the "flexible dates" box for a list of prices for nearby days. Want another good tip? Book well in advance. For an idea of costs, was the best price for a flight to Oak Bluffs in the last seven days.
How much is a flight to Oak Bluffs?
The cost of a round-trip ticket to Oak Bluffs in the last seven days ranged between and . If you were journeying one way from (), you could have nabbed a great deal from only .
What are the most popular airports to fly into in Oak Bluffs?
Oak Bluffs's main entryway is Martha's Vineyard Airport (MVY). Get your next awesome adventure underway by reserving an airfare on one of the 234 flights every month to this destination.
When is the cheapest time to fly to Oak Bluffs?
Consider traveling early in the week to book the best airfare to Oak Bluffs. Tuesday is generally the cheapest day to depart, with Monday a close second. Saturday typically has the costliest fares. This is because lots of people choose to kick off their vacation on a weekend.
How much is a plane ticket to Oak Bluffs?
In the last seven days, plane tickets to Oak Bluffs ranged between and . Prices depend on a number of things, particularly the time of departure, airline, seating class and when the fare is booked.
What months are the cheapest to book a flight to Oak Bluffs?
The ideal month to find a top deal to Oak Bluffs is February, while the priciest month is December. Avoid this time if you're on a budget.
How long is a flight to Oak Bluffs?
Flight durations can vary for various reasons, including where you're coming from. Here's a list of average flight times for a few of the top domestic routes to Oak Bluffs:

  • Boston, MA (BOS-Logan Intl.) to Martha's Vineyard Airport (MVY) - 40 minutes
  • Nantucket, MA (ACK-Nantucket Memorial) to Martha's Vineyard Airport (MVY) - 20 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Martha's Vineyard Airport (MVY) - 1 hour and 13 minutes