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Your Martha's Vineyard Vacation
Embark on an unforgettable adventure of fun and discovery with a vacation package to Martha's Vineyard. Known for its coastal beaches and so much more, this destination will surprise and delight around every corner. A trip to Martha's Vineyard offers lots of things to see and do. Not sure where to begin? Oak Bluffs is one of the most popular places to stay here. Expedia has hotels, flights and all your other travel needs to help you curate your own customized Martha's Vineyard vacation today.
The Latest Martha's Vineyard vacation packages
Price found within the past 48 hours. Click for updated prices.
Inn on Main
Save 100% on your flight
per person
Oct 31 - Nov 3
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Hyannis (HYA)
10/10 Exceptional! (68 reviews)
What a great place! Central location made it super easy to get around. Hosts were fantastic- very nice, welcoming and very helpful with great restaurant, beach or visit recommendations. I highly recommend The Inn on Main.
Reviewed on Aug 7, 2025
Faraway Martha's Vineyard
Save 100% on your flight
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Vineyard Haven (MVY)
9/10 Wonderful! (1,003 reviews)
Beautifully decorated and nice workspace. Staff was not helpful with baggage at check-in. For the price, the toilet paper was cheap and no slippers. It was very nice that they allowed you to use the pool and property after the 11am checkout.
Reviewed on Aug 9, 2025
Don't see what you're looking for?
See all available trips from San Antonio to Martha's Vineyard
View all tripsDiscover the most popular places to visit in Martha's Vineyard
Gay Head Lighthouse
Learn about the local history of Aquinnah when you take a trip to Gay Head Lighthouse. While you're in the area, stroll along the beaches.
Aquinnah Cliffs
Explore the great outdoors at Aquinnah Cliffs, a lovely green space in Aquinnah. While you're in the area, stroll along the beaches.
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.
What to do in Martha's Vineyard
Massachusetts Highlights: Freedom Trail, Salem & More Tour
$50
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
$50
per traveler
New Budget Friendly Shared 4 hour African American Heritage Tour
$130
per adult
Martha's Vineyard Hotel Deals
Vineyard Harbor Motel - Private Beach
60 Beach Road, Vineyard Haven, MA
$236 nightly
The price is $264 total per night from Sep 3 to Sep 4
$264 total
Sep 3 - Sep 4
Total includes taxes and fees
9/10 Wonderful! (496 reviews)
"Unexpected gem. On the waterfront, bus line, and shopping area."
Reviewed on Aug 11, 2025
Summercamp
70 Lake Avenue, Oak Bluffs, MA
$408 nightly
The price is $456 total per night from Sep 8 to Sep 9
$456 total
Sep 8 - Sep 9
Total includes taxes and fees
9.2/10 Wonderful! (1,009 reviews)
"The guests were there to have a good time; that made folks friendly. That, in turn, made the experience nice."
Reviewed on Aug 11, 2025
Faraway Martha's Vineyard
23 Kelly Street, Martha's Vineyard, Edgartown, MA
$591 nightly
The price is $660 total per night from Sep 8 to Sep 9
$660 total
Sep 8 - Sep 9
Total includes taxes and fees
8.8/10 Excellent! (1,003 reviews)
Faraway
"A fine hotel on Martha’s Vineyard. Very quaint, with modern amenities, and a laid back vibe. Definitely on the pricey side."
Reviewed on Aug 8, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.