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
The price is SAR 671 per night from Apr 20 to Apr 21
SAR 671
SAR 750 total
includes taxes & fees
20 Apr - 21 Apr
9.2/10 Wonderful! (922 reviews)
"Easily accessible from the ferry"

Reviewed on 24 December 2024

Summercamp
Morgan Hotel
Morgan Hotel
2.5 out of 5
9 Healy Way, Oak Bluffs, MA
The price is SAR 656 per night from Apr 6 to Apr 7
SAR 656
SAR 733 total
includes taxes & fees
6 Apr - 7 Apr
8.2/10 Very Good! (129 reviews)
"The unmanned front desk made for some challenges. We figured it out. The hotel was clean and convenient."

Reviewed on 17 March 2025

Morgan Hotel
Pequot Hotel
Pequot Hotel
3 out of 5
19 Pequot Avenue, Oak Bluffs, MA
The price is SAR 597 per night from May 5 to May 6
SAR 597
SAR 666 total
includes taxes & fees
5 May - 6 May
9.2/10 Wonderful! (500 reviews)
"Very nice (Borat voice)"

Reviewed on 17 February 2025

Pequot Hotel
See all 3,034 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.

Frequently asked questions

How much does an Oak Bluffs vacation package cost?
You can snap up a vacation package to this destination on Expedia. But how much your vacation to Oak Bluffs costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Oak Bluffs?
You can usually find reduced prices and greater availability in January, February and November. Take a look at our cheap Oak Bluffs vacation packages and you could score some great off-season discounts.
How to find the best Oak Bluffs package deals?
Start your search for an Oak Bluffs package deal by entering your destination and travel dates under our “Packages” tab. Then apply some filters, like “Popular locations” and “Property type,” to tailor the results to your exact needs. You can also sort by “Package discount” and browse offers that come with huge savings. If you don’t find the ideal Oak Bluffs package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oak Bluffs adventure underway.
Is it cheaper to book an Oak Bluffs vacation as a package?
You can enjoy significant savings on your Oak Bluffs getaway by booking a personalized vacation package. Click on the “Package” heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Oak Bluffs?
Land incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Oak Bluffs trip.
How to plan a trip to Oak Bluffs?

  1. Pick your travel dates: The things you want to do in Oak Bluffs and your preferred season will help you decide when to travel.
  2. Set your budget: Consider costs like flights, meals and transportation when working out how much to save for your trip to Oak Bluffs. Then, choose a property that fits your budget, whether that’s a wallet-friendly stay or a deluxe retreat.
  3. Decide how long to go away for: Now that you’re more familiar with Oak Bluffs, you can figure out the perfect length of your vacation. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized Oak Bluffs vacation package.

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 waterfront, or simply savor its wineries.

East Chop Light

Inkwell Beach

4.5/5(31 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.

Inkwell Beach

Oak Bluffs Town Beach

4.5/5(10 reviews)

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