Oak Bluffs Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$5,067 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 (0.64 kilometers 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 Hotel Deals
Summercamp
70 Lake Avenue Oak Bluffs MA
9.2/10 Wonderful! (1,000 reviews)
Lovely stay and the staff was friendly and helpful. Excellent location.
Reviewed on 2025/12/17
Morgan Hotel
9 Healy Way Oak Bluffs MA
8.4/10 Very Good! (206 reviews)
This is a quiet, comfortable, clean environment in walking distance to stores, the beach, restaurants, the post office, and the bus stop. There is parking in front of and a short distance walk from the hotel. The rooms are updated and offer what is needed for a relaxing stay.
Reviewed on 2026/2/13
MV Surfside Hotel
7 Oak Bluffs Avenue Oak Bluffs MA
The price is NT$5,546 per night from Mar 16 to Mar 17
NT$5,546
NT$6,195 total
Mar 16 - Mar 17
includes taxes & fees
8.8/10 Excellent! (830 reviews)
Staff members, Alex and Amoy were wonderful. They were very accommodating and friendly.
Reviewed on 2025/10/14
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
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.
Ocean Park
4.5/5(21 reviews)
Ocean Park is just one of the places to see in Oak Bluffs, so why not enjoy the other things to explore during your travels? Wander the area's waterfront or simply enjoy one of its wineries.
Flying Horses Carousel
Enjoy an outing to Flying Horses Carousel during your stay in Oak Bluffs. Wander the beautiful beaches and waterfront in the area.
Explore a world of travel with Expedia
- Oak Bluffs Hotels
- Hotel Wedding Venues Hotels in Falmouth
- Hotels with an Indoor Pool in Falmouth
- Hotels near Martha's Vineyard Museum
- Boutique Hotels in Edgartown
- B&B in Martha's Vineyard
- 4 Star Hotels in Martha's Vineyard
- Hotel Wedding Venues Hotels in Martha's Vineyard
- Hotels near Joseph Sylvia State Beach
- Hotels near Cornelia Carey Sanctuary
- 5 Star Hotels in Woods Hole
- Family Hotels in Edgartown
- Pet-Friendly Hotels in Martha's Vineyard
- Guest Houses in Chappaquiddick Island
- Hotels near Woods Hole Ferry Terminal
- Hotels with Hot Tubs in Falmouth
- 4 Star Hotels in Edgartown
- Marriott Hotels & Resorts in Martha's Vineyard
- Hotels near Katama Beach
- Hotels near Ocean Park
- Cheap Hotels in Falmouth
- Cottages in Martha's Vineyard
- Hotels with Bars in Tisbury
- Hostels in Teaticket
- Romantic Hotels in Woods Hole
- 5 Star Hotels in Martha's Vineyard
- Flights to Martha's Vineyard
- Flights to Chappaquiddick Island
- Flights from Gainesville (GNV) to Vineyard Haven (MVY)
- Flights from San Diego (SAN) to Vineyard Haven (MVY)
- Flights from Norfolk (ORF) to Vineyard Haven (MVY)
- Flights from Greenville (PGV) to Vineyard Haven (MVY)
- Flights from Pensacola (PNS) to Vineyard Haven (MVY)
- Flights from Marina (OAR) to Vineyard Haven (MVY)
- Flights from Martha's Vineyard
- Flights from Bloomington (BMI) to Vineyard Haven (MVY)
- Flights from Plymouth (PYM) to Vineyard Haven (MVY)
- Flights from New York (JFK) to Vineyard Haven (MVY)
- Flights from Wangan (WOT) to Vineyard Haven (MVY)
- Flights from Rockland (RKD) to Vineyard Haven (MVY)
- Flights from Charleston (CRW) to Vineyard Haven (MVY)
- Flights from Martha's Vineyard
- Flights from Seattle (SEA) to Vineyard Haven (MVY)
- Flights from Memphis (MEM) to Falmouth (FMH)
- Flights from Bridgeport (BDR) to Vineyard Haven (MVY)
- Flights from Martinsburg (MRB) to Vineyard Haven (MVY)
- Flights from Block Island (BID) to Vineyard Haven (MVY)
- Flights from Fort Lauderdale (FLL) to Vineyard Haven (MVY)
- Flights from Santo Domingo (SDQ) to Vineyard Haven (MVY)
- Flights from Dallas (DFW) to Vineyard Haven (MVY)
- Flights from Winnipeg (YWG) to Vineyard Haven (MVY)
- Flights from Toronto (YTZ) to Vineyard Haven (MVY)
- Flights from Fresno (FAT) to Vineyard Haven (MVY)
- Flights from Winston-Salem (INT) to Vineyard Haven (MVY)
- Flights from Vail (EGE) to Vineyard Haven (MVY)
- Falmouth Heights Beach
- Lighthouse Beach
- South Cape Beach State Park
- Trinity Park Tabernacle
- Marine Biological Laboratory
- Wood Neck Beach
- Waquoit Bay National Estuarine Research Reserve
- College Light Opera Company
- Ocean Park
- Cape Poge Lighthouse
- Visit Martha's Vineyard
- Flying Horses Carousel
- Woods Hole Oceanographic Institution
- Cedar Tree Neck Sanctuary
- Mytoi Garden
- Felix Neck Wildlife Sanctuary
- Island Queen Ferry
- Nobska Lighthouse
- Long Point Beach
- Highfield Hall
- Mashpee Wampanoag Indian Museum
- Vineyard Haven Terminal
- Falmouth Vacations
- Cornelia Carey Sanctuary
- Visit East Falmouth
- Polly Hill Arboretum
- Cheap Vacation Packages Martha's Vineyard
- Woods Hole Science Aquarium
- Shining Sea Bikeway
- Ashumet Holly Wildlife Sanctuary
- Cape Cod Children's Museum
- Joseph Sylvia State Beach
- Car rentals near Wasque Beach
- Avis Rental Cars in Martha's Vineyard
- Budget Rental Cars in Oak Bluffs
- Enterprise Rental Cars in Martha's Vineyard
- Hertz Rental Cars in Martha's Vineyard
- Car rental Woods Hole
- Car rental West Tisbury
- Budget Rental Cars in Martha's Vineyard
- Car rentals near Surf Drive Beach
- Enterprise Rental Cars in Martha's Vineyard
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
