Vineyard Haven Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Jon Burke

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Vineyard Haven Vacation

Spend less time planning and more time having memorable adventures with a Vineyard Haven vacation package. The neighborhood of Falmouth Heights, which is good for views and coastal beaches, makes a wonderful base for your city break. Love to start exploring your surroundings? Inkwell Beach, Oak Bluffs Town Beach and Oak Bluffs Harbor are among the leading places to visit during a trip to Vineyard Haven. No matter your travel plans or the size of your budget, organizing your ultimate tailored Vineyard Haven vacation is a piece of cake with Expedia.

Top Vineyard Haven Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Morgan Hotel

Morgan Hotel

2.5 out of 5
Price was CA $3,616, price is now CA $3,274 per person
CA $3,274
per person
Oct 15 - Oct 20
found 12 hours ago
Roundtrip flight included
Halifax (YHZ) to Vineyard Haven (MVY)
8.4/10 Very Good! (167 reviews)
Great stay and welcoming staff! Very clean and felt safe even with being a smaller property. Our room was pretty tight for two people to move around comfortably, however, the location, proximity to the beach and other amenities made up for it and I would definitely stay here again.

Reviewed on Aug. 25, 2025

The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection

3 out of 5
Price was CA $4,374, price is now CA $3,742 per person
CA $3,742
per person
Oct 15 - Oct 20
found 12 hours ago
Roundtrip flight included
Halifax (YHZ) to Vineyard Haven (MVY)
9.8/10 Exceptional! (222 reviews)
Such a beautiful hotel. location is key!

Reviewed on Aug. 27, 2025

Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
Price was CA $4,158, price is now CA $3,665 per person
CA $3,665
per person
Oct 15 - Oct 20
found 12 hours ago
Roundtrip flight included
Halifax (YHZ) to Vineyard Haven (MVY)
9/10 Wonderful! (1,001 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

The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection

3.5 out of 5
Price was CA $4,347, price is now CA $3,869 per person
CA $3,869
per person
Oct 15 - Oct 20
found 12 hours ago
Roundtrip flight included
Halifax (YHZ) to Vineyard Haven (MVY)
9.4/10 Exceptional! (163 reviews)
Loved our stay. Beautiful property very convenient to downtown Edgartown

Reviewed on Aug. 23, 2025

Harbor View Hotel

Harbor View Hotel

5 out of 5
Price was CA $4,336, price is now CA $3,976 per person
CA $3,976
per person
Oct 15 - Oct 20
found 12 hours ago
Roundtrip flight included
Halifax (YHZ) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,000 reviews)
The Harbor View Hotel is exactly what holiday dreams are made of. The property is absolutely stunning, beautifully maintained with breathtaking views and elegant charm throughout. From the moment we arrived, the staff went above and beyond. Everyone was warm, attentive, and incredibly polite, making us feel truly welcomed. The entire hotel smells amazing, like a luxury spa. Our room was spacious, beautifully decorated, and spotlessly clean. Did I mention how gorgeous the entire property is? Our trip to Martha’s Vineyard wouldn’t have been half as magical without this hotel. It was truly the highlight of our stay. This is hands down the place to stay when visiting the Vineyard. I already can’t wait to return!

Reviewed on Jun. 26, 2025

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 kilometres 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.

Ready to book your vacation to Vineyard Haven?

 

Choose your dates

Vineyard Haven Hotel Deals

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road, Vineyard Haven, MA
The price is CA $338 per night from Sep 7 to Sep 8
CA $338
CA $377 total
Sep 7 - Sep 8
includes taxes & fees
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 CA $438 per night from Sep 1 to Sep 2
CA $438
CA $509 total
Sep 1 - Sep 2
includes taxes & fees
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! (187 reviews)
"Quiet home like feel close to ferry in Vin Haven"

Reviewed on Aug. 19, 2025

Get rates
Harbor Landing Resort
See all 2,960 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Vineyard Haven

Lambert's Cove Beach

Why not spend a carefree afternoon at Lambert's Cove Beach during your travels in West Tisbury? Amble around the area's white-sand beaches or experience its museums.

Lambert's Cove Beach

Long Point Beach

If a restful vacation is part of your travel plans, Long Point Beach might be the perfect place to seek out during your trip to West Tisbury. Stroll along the white-sand beaches or experience the area's museums.

Long Point Beach

What to do in Vineyard Haven

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

CA $21
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

CA $69
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

CA $69
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Vineyard Haven

Frequently asked questions

How much does a Vineyard Haven vacation package cost?
You'll find cheap prices from CA $3,274 on Expedia for your Vineyard Haven break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Vineyard Haven costs.
What are the cheapest months to go to Vineyard Haven?
January, February and November are great times to search for cheap Vineyard Haven vacation packages. Travelling in less busy months means you can generally find better prices on hotels and flights.
How many days is enough for Vineyard Haven?
We recommend booking a Vineyard Haven vacation for around 3 days. This will allow you enough time to tick off top sights including Martha's Vineyard Preservation Trust Historic Buildings and Falmouth Beach, and also check out neighbourhoods like Lagoon Heights and East Chop. You might even be able to slot in one or two day trips beyond Vineyard Haven.
Is it worth booking a vacation package to Vineyard Haven?
It's easy to see why a Vineyard Haven vacation is on the must-do list of many travellers. Popular attractions like Tisbury Town Beach are just the beginning of things to keep you busy here.
How to find the best Vineyard Haven package deals?
Use Expedia's filters to help you find some fabulous Vineyard Haven package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Vineyard Haven package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Vineyard Haven vacation as a package?
You can enjoy significant savings on your Vineyard Haven break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best 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 Vineyard Haven?
If you're considering a spur-of-the-moment Vineyard Haven getaway, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Vineyard Haven?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Vineyard Haven.
  2. Calculate your budget: Make sure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Vineyard Haven.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Vineyard Haven. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Vineyard Haven vacation package that brings all your bookings together.

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