Book Cheap Hotels in Chilmark

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Check prices in Chilmark for tonight, Dec 28 - Dec 29
Dec 28 - Dec 29
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Check prices in Chilmark for tomorrow night, Dec 29 - Dec 30
Dec 29 - Dec 30
Next weekend
Check prices in Chilmark for next weekend, Jan 2 - Jan 4
Jan 2 - Jan 4

Most frequently booked Chilmark hotels

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
26.63 km from city centre
The price is CA $149 per night
CA $149
CA $170 total
Dec 30 - Dec 31
includes taxes & fees
Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Long Pond Trail and Falmouth Museums on the Green are located nearby.
Pool
Parking included
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
23 Kelly Street Edgartown MA
20.11 km from city centre
Get rates
Book a stay at this business-friendly hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Vincent House Museum and Edgartown Lighthouse are located nearby.
Pool
Pet-friendly
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street Falmouth MA
Free cancellation
Reserve now, pay when you stay
26.36 km from city centre
The price is CA $128 per night
CA $128
CA $174 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Island Queen Ferry and Falmouth Heights Beach are located nearby.
Pool
Breakfast included
Harbor View Hotel

Harbor View Hotel

5 out of 5
131 N Water Street Marthas Vineyard Edgartown MA
20.62 km from city centre
Get rates
Book a stay at this luxury hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Edgartown Lighthouse and Lighthouse Beach are located nearby.
Pool
Pet-friendly
Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

2.5 out of 5
1 Hampton Way Fairhaven MA
Free cancellation
Reserve now, pay when you stay
35.35 km from city centre
The price is CA $159 per night
CA $159
CA $177 total
Jan 3 - Jan 4, 2026
includes taxes & fees
Stay at this hotel in Fairhaven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millicent Library and Fairhaven Visitors Center & Historical Society Museum are located nearby.
Pool
Breakfast 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
27.26 km from city centre
The price is CA $137 per night
CA $137
CA $173 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in East Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Long Pond Trail and Island Queen Ferry are located nearby.
Pool
Breakfast included
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 out of 5
9 Main Street Vineyard Haven MA
17.04 km from city centre
The price is CA $238 per night
CA $238
CA $286 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this spa hotel in Vineyard Haven. Enjoy a full-service spa, a rooftop terrace, and a health club. Our guests praise the helpful staff in our reviews. Popular attractions Vineyard Playhouse and Vineyard Haven Terminal are located nearby.
Pool
Hot tub
The Coonamessett

The Coonamessett

3.5 out of 5
311 Gifford Street Falmouth MA
Free cancellation
Reserve now, pay when you stay
26.66 km from city centre
The price is CA $190 per night
CA $190
CA $217 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Stay at this inn in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Long Pond Trail and Falmouth Museums on the Green are located nearby.
Breakfast included
Pet-friendly
Coastal chic meets French Provençal in this newly renovated oceanfront home.

Coastal chic meets French Provençal in this newly renovated oceanfront home.

East Falmouth MA
26.62 km from city centre
The price is CA $400 per night
CA $400
CA $1,206 total
Jan 3 - Jan 4, 2026
includes taxes & fees
Book a stay at this beach vacation home in East Falmouth. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Menauhant Beach and Falmouth Heights Beach are located nearby.
Kitchen
Washer
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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.

Top hotels in Chilmark for Extended Stay

InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters

241 Grand Avenue Falmouth MA
The price is CA $177 per night from Jan 4 to Jan 5
CA $177
CA $203 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9.6/10 Exceptional! (192 reviews)
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.

Chilmark hotels essential information

Accommodation
2,198 hotels
Lowest Price
CA $170
Highest Price
CA $1,206
Popular hotels
Iris Hotel Cape Cod , Faraway Martha's Vineyard, Falmouth Inn, Harbor View Hotel, Hampton Inn by Hilton New Bedford/Fairhaven, Admiralty Inn & Suites - a Red Collection Hotel, Mansion House Inn And Spa, The Coonamessett, Coastal chic meets French Provençal in this newly renovated oceanfront home.

Frequently asked questions

What are the top kid-friendly hotels in Chilmark?
From well-designed amenities to rooms with bunk beds, kid-friendly hotels are equipped with features that can help transform a nice family vacation into an incredible one. These Chilmark properties make getting away with young ones easier: Secluded Guest House overlooking Menemsha Pond. Dogs welcome. will help make your next trip the best one yet. It comes with an assortment of nice little touches, such as a nearby beach and pet-friendly facilities. Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome. is another top pick. After a fun day of sightseeing, return to your comfy room and amenities like a playground and a nearby beach.
Where can I find cheap hotels in Chilmark?
At Travelocity you'll find really nice hotels in Chilmark at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chilmark rather than in Chilmark. We may find you even better rates, too.
How do I find the best Chilmark hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chilmark then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chilmark?
The cheapest hotel in Chilmark is CA $170 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chilmark?
There are 2,198 hotels in Chilmark on Travelocity.
What are the best hotels in Chilmark?
Chilmark has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chilmark for you!
When is the best time to visit Chilmark?
If you want the joy of a fun-filled trip in peak season, visit Chilmark during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Chilmark?
Based on historic data is usually the cheapest month to visit Chilmark. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chilmark?
There are multiple hotels in Chilmark that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chilmark. We have plenty of kid-friendly hotels in Chilmark to choose from on Travelocity!
Why book a hotel in Chilmark through Travelocity?
Because we have the top hotels in Chilmark! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chilmark on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chilmark hotel reviews by fellow wanderers

Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Should add hand rails in shower/tub"
A verified traveller stayed at Hampton Inn by Hilton New Bedford/Fairhaven
Hampton Inn by Hilton New Bedford/Fairhaven

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Areas of Chilmark