
Oak Bluffs Vacations from $450
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Your Oak Bluffs Vacation
Let our vacation packages to Oak Bluffs inspire your next adventure. You'll find tons to like about this amazing city, starting with the neighborhood of Falmouth Heights, which is good for views and coastal beaches. A trip to Oak Bluffs is a wonderful opportunity to do a bit of sightseeing. Check out well-known attractions like Inkwell Beach, Oak Bluffs Town Beach and Oak Bluffs Harbor. Expedia has what you need to escape your routine. Tailor your vacation to Oak Bluffs to suit your travel style, whatever that may be!
The Latest Oak Bluffs vacation packages

Vineyard Harbor Motel - Private Beach
Reviewed on Jul 6, 2025

The Franklin Hotel Martha's Vineyard
Reviewed on Jul 1, 2025

Chapter House
Reviewed on Jun 22, 2025


Inn on Main
Reviewed on May 10, 2025
Discover the most popular places to visit in Oak Bluffs

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.
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.
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.
What to do in Oak Bluffs

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts: Smartphone-Based Audio Tour Bundle

New Budget Friendly Shared 4 hour African American Heritage Tour
Oak Bluffs Hotel Deals

Reviewed on Jul 1, 2025

Reviewed on Jul 2, 2025

Reviewed on Jun 3, 2025
Find the Best Oak Bluffs Vacation Packages
Oak Bluffs Beach Vacation
There's nothing like an Oak Bluffs vacation to put a bounce in your step. The soothing melody of rolling surf and the smell of fresh ocean air will help refresh your mind and body. To be close to the town center on your trip to Oak Bluffs, find a hotel around Inkwell Beach (0.4 miles away). If the plan is to hang around a while, consider securing one of our Oak Bluffs vacation packages. Not only will you save some money, you'll also have other stunning beaches around you to explore, like Joseph Sylvia State Beach and Eastville Point Beach. We call that a win-win!
Things You Should Know About Oak Bluffs
- Spend your vacation by the water and let the hassles of daily life drift away with the ocean breeze. Book one of our Oak Bluffs beach hotels and enjoy a little beachside bliss.
- No matter your budget or style, you'll find an ideal place to stay for your vacation in Oak Bluffs. Why not take a look at some private vacation homes, like The Attleboro House and Marthas Vineyard Resort? They're popular with visitors of all sorts.
- Some 3,800 people live in Oak Bluffs. If you'd like advice about what to see and do in this area, why not start a conversation with one or two of the locals? Our Oak Bluffs things to do page is also a handy source of information.
- Inkwell Beach, Oak Bluffs Harbor and Flying Horses Carousel are just some of the attractions that should be on your sightseeing list. With our Oak Bluffs vacation deals, you'll have more money in your back pocket to explore.
Oak Bluffs Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Martha's Vineyard Airport (MVY) |
Population | 3,800 |
Max Temp Winter | 40ºF |
Max Temp Summer | 70ºF |
Top Sights | Inkwell Beach, Old Silver Beach and Falmouth Heights Beach |
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- Hotels near Trinity Park Tabernacle
- Hotels near Cottage Museum
- Hotels near Circuit Avenue
- Hotels near Oak Bluffs Public Library
- Hotels near Ocean Park
- Hotels near Flying Horses Carousel
- Hotels near Oak Bluffs Harbor
- Hotels near Chappaquiddick Graveyard
- Hotels near Inkwell Beach
- Hotels near Oak Bluffs Town Beach
- Hotels near East Chop Light
- Hotels near Farm Neck Golf Club
- Hotels near Martha's Vineyard Film Center
- Hotels near Martha's Vineyard Museum
- Hotels near Vineyard Haven Terminal
- Hotels near Tisbury Town Beach
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- Hotels near Vineyard Playhouse
- Hotels near Vineyard Haven Public Library
- Hotels near Joseph Sylvia State Beach
- Hotels near Felix Neck Wildlife Sanctuary
- Hotels near West Chop
- Hotels near West Chop Light
- Hotels near Island Cove Adventures
- Hotels near Gus Ben David's World of Reptiles and Birds Park
- Hotels near Bend in the Road Beach
- Hotels near Tisbury Town Hall & Katharine Cornell Memorial Theater
- Tisbury Hotels
- Trinity Park Tabernacle
- Circuit Avenue
- Oak Bluffs Public Library
- Ocean Park
- Flying Horses Carousel
- Oak Bluffs Harbor
- Inkwell Beach
- Oak Bluffs Town Beach
- Eastville Beach
- Farm Neck Golf Club
- Eastville Point Beach
- Martha's Vineyard Film Center
- Martha's Vineyard Museum
- Vineyard Haven Terminal
- Tisbury Town Beach
- Martha's Vineyard Chamber of Commerce
- Vineyard Haven Vacations
- Joseph Sylvia State Beach
- Visit Vineyard Haven
- Felix Neck Wildlife Sanctuary
- West Chop Light
- Island Cove Adventures
- Island Cove Miniature Golf
- Visit West Chop
- Gus Ben David's World of Reptiles and Birds Park
- Bend in the Road Beach
- Tisbury Town Hall & Katharine Cornell Memorial Theater
- Manuel F Correlus State Forest
- Car rentals near Circuit Avenue
- Car rentals near Ocean Park
- Car rentals near Flying Horses Carousel
- Car rentals near Oak Bluffs Harbor
- Car rentals near Lagoon Heights
- Car rentals near East Chop
- Car rentals near Farm Neck Golf Club
- Car rentals near Martha's Vineyard Film Center
- Car rentals near Vineyard Haven Terminal
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