Vineyard Haven Trips (flight + hotel)

Photo by Jon Burke

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Vineyard Haven Beach Vacation

Relax by the water and feel the fresh salt air on your skin during your Vineyard Haven vacation. If you're visiting for the first time, why not search for some pretty seashells as a souvenir of your trip to Vineyard Haven? Stay near Long Point Beach, a popular stretch of coast just 13 kilometers from the downtown area. We also offer superb Vineyard Haven vacation packages closer to Tisbury Town Beach, another wonderful nearby option.

Things You Should Know About Vineyard Haven

  • If fresh ocean breezes and strolls along the shore are your idea of a dream vacation, why not choose one of our Vineyard Haven beach hotels? Staying by the water is the perfect antidote to life's daily stresses.
  • Have a look at Lamberts Cove Inn and Mansion House Inn And Spa. These popular private vacation homes might just be ideal for your vacation in Vineyard Haven.
  • There are plenty of activities that keep the 2,100 or so residents of Vineyard Haven entertained. Browsing our Vineyard Haven things to do page will let you in on everything this place has to offer.
  • Martha's Vineyard Chamber of Commerce, Long Point Beach and Long Point Beach are some great sights that should be on your sightseeing list. With our Vineyard Haven vacation deals, you'll have more money in your pocket to explore.

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! (489 reviews)
"Deck access from the room was amazing."

Reviewed on Aug 7, 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 P21,339 per night from Sep 1 to Sep 2
P21,339
P24,678 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (998 reviews)
"Super Accommodations! Loved it Loved the roof top deck!"

Reviewed on Aug 1, 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! (175 reviews)
"The staff is very friendly and accommodating. The beds were very comfortable. The location is great. I will definitely stay again."

Reviewed on Aug 8, 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.

What to do in Vineyard Haven

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

P2,908
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

P2,908
per traveler
Massachusetts: Smartphone-Based Audio Tour Bundle
New Budget Friendly Shared 4 hour African American Heritage Tour

New Budget Friendly Shared 4 hour African American Heritage Tour

P7,561
per adult
New Budget Friendly Shared 4 hour African American Heritage Tour
See all activities in Vineyard Haven

Frequently asked questions

How much does a Vineyard Haven vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. But how much your vacation 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 vacation package, consider traveling 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 vacation in order to immerse yourself in all that makes this place special. Stroll around key neighborhoods, including Lagoon Heights and East Chop. Then head to the top sights like Martha's Vineyard Film Center and Vineyard Playhouse. With a well-organized 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 vacation package to Vineyard Haven?
It's easy to see why a Vineyard Haven vacation is on the to-do list of many travelers. 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 vacation as a package?
You can enjoy significant savings on your Vineyard Haven getaway by booking a customized vacation 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 vacation 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 accommodations: After you've settled on your travel dates and duration, book the ideal Vineyard Haven 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.