Deals on vacations and trips to Chilmark

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Chilmark flight + hotel vacation packages

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

Morgan Hotel

2.5 out of 5
Price was $2,131, price is now $1,677 per person
$1,677
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Vineyard Haven (MVY)
This hotel features free WiFi in public areas, luggage storage, and concierge services.
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $2,283, price is now $1,720 per person
$1,720
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Vineyard Haven (MVY)
Luggage storage is available at this hotel. Take advantage of the free self parking.
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2.5 out of 5
Price was $2,062, price is now $1,763 per person
$1,763
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Vineyard Haven (MVY)
This resort's 3 outdoor tennis courts and seasonal outdoor pool are among the featured amenities. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle. A garden, a picnic area, and laundry facilities are also on offer.
Summercamp

Summercamp

3.5 out of 5
Price was $2,346, price is now $2,032 per person
$2,032
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Vineyard Haven (MVY)
This hotel features free WiFi in public areas, concierge services, and self parking. A snack bar/deli and luggage storage are also provided.
Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
Save 100% on your flight
Price was $13,193, price is now $12,120 per person
$12,120
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Memphis (MEM) to Vineyard Haven (MVY)
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Top Chilmark hotels deals

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $235 total per night
$235 total
May 25 - May 26
Total with taxes and fees
A private beach, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the picnic area.
On private beach
Pool
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $149 total per night
$149 total
May 25 - May 26
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Parking included
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
$277 nightly
The price is $309 total per night
$309 total
May 26 - May 27
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A snack bar/deli and luggage storage are also provided.
Free WiFi
Air conditioning
AutoCamp Cape Cod

AutoCamp Cape Cod

4 out of 5
836 Palmer Avenue Falmouth MA
$164 nightly
The price is $188 total per night
$188 total
May 28 - May 29
Total with taxes and fees
This holiday park doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A coffee shop, a terrace, and a garden are also on offer.
Pet friendly
Parking included
Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
23 Kelly Street Edgartown MA
$420 nightly
The price is $469 total per night
$469 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Pet friendly
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
$282 nightly
The price is $316 total per night
$316 total
May 31 - Jun 1
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a picnic area, and luggage storage are also on offer.
On private beach
Parking included
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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

Menemsha Beach

Menemsha Beach

Why not spend a carefree afternoon at Menemsha Beach during your travels in Chilmark? Take in the festivals and sunsets in the area.

Menemsha Beach

Lucy Vincent Beach

If a restful vacation is part of your travel plans, Lucy Vincent Beach might be the perfect place to seek out during your trip to Chilmark. Take in the festivals and sunsets in the area.

Lucy Vincent Beach

Chilmark Chocolates

Enjoy an outing to Chilmark Chocolates during your stay in Chilmark. While in this walkable area, you can savor the wineries.

Chilmark Chocolates

Frequently asked questions

How much are vacation packages to Chilmark?
You can find an excellent flight and hotel bundle for as little as $1,677. With one of our Travelocity vacation packages, a getaway in Chilmark has never looked more irresistible! Save your time and cash and then start packing that suitcase.
How long should my Chilmark vacation be?
Many visitors pack their suitcase and explore the sights of Chilmark for an average of 2 nights. That's a good starting point, but don't feel limited by it. Whether you stay for a couple of days to see the major sights or hang around to uncover hidden treasures, an unforgettable journey awaits.
Where can I get the best vacation package deals for Chilmark?
It's hard to beat Travelocity when it comes to crafting your Chilmark package deal. There are at least 400 air carriers and 1,000,000 worldwide properties to select from. Secure your trip now and get ready to cross another amazing place off your to-do list.
Why should I purchase my Chilmark vacation package with Travelocity?
Travel is all about making fantastic new memories and leaving all your stresses behind — which is why we provide you with a friendly team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of destinations. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.
Can I save money on my Chilmark car rental if I book it with a hotel or flight?
You sure can — combine your hotel, flight and car into a Chilmark vacation package and you'll save tons. With so much to discover in and around Chilmark, having your own wheels will make exploring a joy. Once you've buckled yourself in, crank up the tunes and find your way to Fenway Park, a famous attraction roughly 70 mi from Chilmark.
Which airport is best for Chilmark?
For many people, heading to Chilmark means a visit to T.F. Green Airport (PVD). This bustling airport is situated 45 mi northwest of the downtown area. You could also fly into Martha's Vineyard Airport (MVY) (8 mi away from central Chilmark) or Nantucket Memorial Airport (ACK) (35 mi away from central Chilmark).
What is there to do in Chilmark?
Chilmark is teeming with things to see and do, including Lucy Vincent Beach and The Yard. These two fantastic attractions top most tourists' to-do lists.
Where should I stay when visiting Chilmark?
The Menemsha Inn & Cottages is popular with many visitors. Book soon before it's too late.

Photos of local treasures

Browse Chilmark vacation photos for more inspiration

Chilmark Shellfish Department on Martha’s Vineyard
Chilmark, MA / United States - May 28, 2016: Landscape sunset image of Martha's Vineyard's Lucy Vincent Beach.
Chilmark
Chilmark