Deals on vacations and trips to Chilmark

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Chilmark flight + hotel vacation packages

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The Attleboro House

The Attleboro House

2.5 out of 5
per person
Sep 4 - Sep 8
found 23 hours ago
Roundtrip flight included
Seattle (SEA) to Vineyard Haven (MVY)
Free WiFi in public areas is available at this hotel.
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Save 100% on your flight
per person
Aug 15 - Aug 18
found 17 hours ago
Roundtrip flight included
Baltimore (BWI) to Vineyard Haven (MVY)
Luggage storage is available at this hotel. Take advantage of the free self parking.
Summercamp

Summercamp

3.5 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 29
found 15 hours ago
Roundtrip flight included
Baltimore (BWI) 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.
The Richard, The Edgartown Collection

The Richard, The Edgartown Collection

3.5 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 18
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Vineyard Haven (MVY)
This hotel features free WiFi in public areas, concierge services, and self parking. Enjoy the free self-serve breakfast each morning. A terrace, a garden, and express check-out are also on offer.
Morgan Hotel

Morgan Hotel

2.5 out of 5
per person
Sep 1 - Sep 5
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Vineyard Haven (MVY)
This hotel features free WiFi in public areas, luggage storage, and concierge services.

Top Chilmark hotels deals

Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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
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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
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
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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
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street, Falmouth, MA
Free Cancellation
Reserve now, pay when you stay
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A restaurant and an indoor pool are featured at this hotel. WiFi in public areas is free. A garden and a safe deposit box are also provided.
Pool
Free WiFi
Harbor View Hotel

Harbor View Hotel

5 out of 5
131 N Water Street Marthas Vineyard, Edgartown, MA
Get rates
This hotel features a restaurant, a gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Parking included
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

3 out of 5
51 Teaticket Highway, East Falmouth, MA
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast 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

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

The Yard

Walk around the campus at The Yard during your stay in Chilmark. Stroll along the area's waterfront, or simply savor its wineries.

The Yard

Frequently asked questions

How much are vacation packages to Chilmark?
You can find an excellent flight and hotel bundle for as little as $730. 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

Photo by Wen C.
Photo by Wen C.
Photo by Shobha George
Photo by Shobha George