Oak Bluffs Vacations

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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! (1,010 reviews)
Amazing staff and I love the complementary coffee experience

Reviewed on 3 November 2025

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Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue, Oak Bluffs, MA
8.8/10 Excellent! (830 reviews)
The location was convenient and the property was exactly what we needed - clean, basic, accommodations. Two minor issues - the room reeked of bleach when we arrived and we had to open the windows to air it out. Second, the frint desk hours aren’t posted and it was hard to reach someone to check in ...

Reviewed on 12 October 2025

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MV Surfside Hotel
Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way, Oak Bluffs, MA
8.4/10 Very Good! (193 reviews)
Great little hotel. All communication is done via texting. There is no one on site at this hotel. However it’s a great little hotel near restaurants and bars.

Reviewed on 3 November 2025

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Morgan Hotel
See all 3,033 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 wineries.

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