A marina with numerous sailboats docked at the pier.

West Tisbury Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top West Tisbury vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Aug 31 - Sept 4

    Morgan Hotel + Flight

    Oak Bluffs
    4 nights
    2.5 star property
    8.6/10 - Excellent (245 reviews)
    Roundtrip Toronto (YTO) - Vineyard Haven (MVY)
    YYZ - MVY1 stop MVY - YYZ1 stop
    CA $2,220
    CA $1,954
    per traveller
    found 1 day ago
    Morgan Hotel
  • Sept 30 - Oct 4

    The Richard, The Edgartown Collection + Flight

    Edgartown
    4 nights
    3.5 star property
    9.6/10 - Exceptional (193 reviews)
    Roundtrip Toronto (YTO) - Vineyard Haven (MVY)
    YYZ - MVY2 stops MVY - YYZ2 stops
    CA $3,280
    CA $2,912
    per traveller
    found 1 day ago
    The Richard, The Edgartown Collection
  • Sept 30 - Oct 4

    Faraway Martha's Vineyard + Flight

    Edgartown
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    "We came here on our anniversary and could not have picked a better place. The boutique-yet-full-service hotel is elegant and beautiful, with great taste everywhere and amazing ocean views. The heated (perfect temperature) pool and jacuzzi were a perfect spot to take a break at any time in the day, with relaxing and happy lounge music. Most importantly, the staff is highly well trained, educated, and devoted to service with a smile without the attitude sometimes found in premium hotels..."
    Reviewed July 28, 2026
    Roundtrip Toronto (YTO) - Vineyard Haven (MVY)
    YTZ - BOSNonstop BOS - YYZNonstop
    CA $2,643
    CA $2,360
    per traveller
    found 1 day ago
    Faraway Martha's Vineyard
  • Sept 30 - Oct 4

    The Island Inn on Martha's Vineyard + Flight

    Oak Bluffs
    4 nights
    2.5 star property
    8.2/10 - Very good (41 reviews)
    Roundtrip Toronto (YTO) - Vineyard Haven (MVY)
    YYZ - MVY2 stops MVY - YYZ2 stops
    CA $2,728
    CA $2,465
    per traveller
    found 1 day ago
    The Island Inn on Martha's Vineyard
  • Sept 30 - Oct 4

    The Franklin Hotel Martha's Vineyard + Flight

    Edgartown
    4 nights
    2.0 star property
    9.2/10 - Wonderful (199 reviews)
    "Sweet place"
    Reviewed July 27, 2026
    Roundtrip Toronto (YTO) - Vineyard Haven (MVY)
    YYZ - MVY2 stops MVY - YYZ2 stops
    CA $3,167
    CA $2,863
    per traveller
    found 1 day ago
    The Franklin Hotel Martha's Vineyard

Discover the most popular places to visit in West Tisbury

What to do in West Tisbury

West Tisbury Hotel Deals

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 a West Tisbury vacation package cost?

You'll find cheap prices from CA $1,954 on Expedia for your West Tisbury escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to West Tisbury costs.

What are the cheapest months to go to West Tisbury?

The off-season is the best time to head to West Tisbury if you're on a budget. Another tip for scoring cheap West Tisbury vacation packages? Avoid visiting during public holidays and any major festivals or events.

How many days is enough for West Tisbury?

For a West Tisbury vacation, a few days will be enough to explore the best spots. Make sure to check out Tisbury Town Hall & Katharine Cornell Memorial Theatre — it's one of the main attractions in this destination. If you're after more activities, think about basing yourself here and setting off on some day trips from West Tisbury.

Is it worth booking a vacation package to West Tisbury?

Whether you're planning to discover attractions like Clay Cliffs of Aquinnah and Alley’s General Store, or eager to experience its top-notch nature and hiking, a West Tisbury vacation guarantees an unforgettable adventure. Book your getaway with Expedia and discover why West Tisbury is such a good vacation destination.

How to find the best West Tisbury package deals?

Begin your search for a West Tisbury package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal West Tisbury package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your West Tisbury escape underway.

Is it cheaper to book a West Tisbury vacation as a package?

You can enjoy significant savings on your next West Tisbury break by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to West Tisbury?

Enjoy fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment West Tisbury adventure.

How to plan a trip to West Tisbury?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit West Tisbury.
  2. Set your budget: Factor in expenses such as flights, food and transportation when calculating how much to set aside for your trip to West Tisbury. Then, choose a hotel that matches your budget, whether that's an affordable stay or a deluxe retreat.
  3. Decide how long to go for: Now that you're up to speed on West Tisbury, you can work out the perfect length of your vacation. Put together a draft plan and allocate enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, book the right West Tisbury vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.