Vineyard Haven Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Jon Burke

Top hotels in Vineyard Haven

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road, Vineyard Haven, MA
9/10 Wonderful! (496 reviews)
"Unexpected gem. On the waterfront, bus line, and shopping area."

Reviewed on 11 Aug 2025

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Vineyard Harbor Motel - Private Beach
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 out of 5
9 Main Street, Vineyard Haven, MA
The price is 9.822.898 ₫ per night from 1 Sept to 2 Sept
9.822.898 ₫
11.359.870 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (998 reviews)
"Super Accommodations! Loved it Loved the roof top deck!"

Reviewed on 1 Aug 2025

Mansion House Inn And Spa
Harbor Landing Resort

Harbor Landing Resort

2 out of 5
15 Beach St, Vineyard Haven, MA
8/10 Very Good! (179 reviews)
"Staff was friendly and helpful during my stay. Soecfically truly appreciate the front desk called me when I didn’t arrive"

Reviewed on 12 Aug 2025

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Harbor Landing Resort
See all 3,073 properties in Vineyard Haven
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.

Popular places to visit

Martha's Vineyard Museum

You can spend an afternoon exploring the galleries in Martha's Vineyard Museum during your trip to Tisbury. Wander the beautiful beaches and waterfront in the area.

Martha's Vineyard Museum

Vineyard Haven Terminal

Explore the waterfront in Tisbury with a trip to Vineyard Haven Terminal. While in this walkable area, you can savour the wineries.

Vineyard Haven Terminal

Martha's Vineyard Chamber of Commerce

Martha's Vineyard Chamber of Commerce is just one of the places to see in Tisbury, so why not enjoy the other things to explore during your travels? Stroll along the area's beautiful beaches or simply savour its wineries.

Martha's Vineyard Chamber of Commerce

Frequently asked questions

How much does a Vineyard Haven holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday to Vineyard Haven costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Vineyard Haven?
If you're hoping to score a cheap Vineyard Haven holiday package, consider travelling in January, February and November. You'll usually find lower prices on hotels and flights during these months — ideal for a budget-friendly break.
How many days is enough for Vineyard Haven?
Allow at least 3 days for your Vineyard Haven holiday in order to immerse yourself in all that makes this place special. Stroll around key neighbourhoods, including Lagoon Heights and East Chop. Then head to the top sights like Martha's Vineyard Film Centre and Vineyard Playhouse. With a well-organised itinerary, you'll be kept busy with room for some rest and relaxation too. Want to travel beyond Vineyard Haven? Consider a day trip or two.
Is it worth booking a holiday package to Vineyard Haven?
It's easy to see why a Vineyard Haven holiday is on the to-do list of many travellers. Popular attractions like Tisbury Town Beach are just the start of things to see and do here.
How to find the best Vineyard Haven package deals?
Landing a cheap Vineyard Haven package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Vineyard Haven package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Vineyard Haven holiday as a package?
You can enjoy significant savings on your Vineyard Haven getaway by booking a customised holiday package. Click on the "Package" heading, then enter your destination and travel dates to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Vineyard Haven?
Score incredible bargains by reserving your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Vineyard Haven escape.
How to plan a trip to Vineyard Haven?

  1. Pick your dates: The things you plan to do in Vineyard Haven and your preferred season will help you decide when to get away.
  2. Plan your budget wisely: In addition to the cost of your hotel, you should consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Vineyard Haven.
  3. Work out your trip length: Think about how long you want to spend exploring Vineyard Haven. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your airfare and accommodation: After you've settled on your travel dates and duration, book the ideal Vineyard Haven holiday package for you.