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Featured Chilmark 2 Stars Hotels

Mansion House Inn And Spa
9 Main Street Vineyard Haven MA
10.58 mi from city center
$189 nightly
The price is $209 total per night
$209 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Mansion House Inn And Spa enjoy a full-service spa, an indoor pool, and a gym. The front desk has multilingual staff that can help with dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this spa hotel include a sauna, a rooftop terrace, and a hot tub.
Pool
Hot Tub

Faraway Martha's Vineyard
23 Kelly Street Edgartown MA
12.49 mi from city center
Guests of Faraway Martha's Vineyard have access to an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. Helpful staff can provide concierge services, luggage storage, and a safe deposit box at the front desk. Additional amenities include conference space, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Pet friendly

Harbor View Hotel
131 N Water Street Marthas Vineyard Edgartown MA
12.8 mi from city center
$219 nightly
The price is $244 total per night
$244 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
Harbor View Hotel features a gym, free WiFi in public areas, and meeting rooms. There's free parking if you drive. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include conference space, a seasonal outdoor pool, and free use of bicycles.
Pool
Pet friendly

Falmouth Inn
824 Main Street Falmouth MA
Free Cancellation
Reserve now, pay when you stay
16.37 mi from city center
$114 nightly
The price is $128 total per night
$128 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
Falmouth Inn features an indoor pool, free WiFi in public areas, and conference space. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with tours or tickets, and answer any questions about the accommodations. Additional amenities include a 24-hour business center, an arcade/game room, and express check-out.
Pool
Breakfast included

Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Free Cancellation
Reserve now, pay when you stay
16.54 mi from city center
$121 nightly
The price is $138 total per night
$138 total
Dec 30 - Dec 31
Total with taxes and fees
At Iris Hotel Cape Cod , guests enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Additional amenities include conference space, a business center, and coffee/tea in a common area.
Pool
Parking included

The Coonamessett
311 Gifford Street Falmouth MA
Free Cancellation
Reserve now, pay when you stay
16.56 mi from city center
$139 nightly
The price is $159 total per night
$159 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
A local mainstay since 1792, The Coonamessett offers free WiFi in public areas, free use of bicycles, and express check-out. If you decide to drive, there's free parking. Front-desk staff can assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a terrace, a garden, and a picnic area.
Breakfast included
Pet friendly

Coastal chic meets French Provençal in this newly renovated oceanfront home.
East Falmouth MA
16.53 mi from city center
$771 nightly
The price is $882 total per night
$882 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer

Admiralty Inn & Suites - a Red Collection Hotel
51 Teaticket Highway East Falmouth MA
Free Cancellation
Reserve now, pay when you stay
16.93 mi from city center
$112 nightly
The price is $126 total per night
$126 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At Admiralty Inn & Suites - a Red Collection Hotel, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has staff standing by to help with tours or tickets, and answer any questions about the accommodations. Additional amenities include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included

Hampton Inn by Hilton New Bedford/Fairhaven
1 Hampton Way Fairhaven MA
Free Cancellation
Reserve now, pay when you stay
21.95 mi from city center
$116 nightly
The price is $130 total per night
$130 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hampton Inn by Hilton New Bedford/Fairhaven features a 24-hour gym, free WiFi in public areas, and meeting rooms. There's free parking and a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include conference space, a 24-hour business center, and a seasonal outdoor pool.
Pool
Breakfast included
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 | $126 |
Highest Price | $882 |
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. |
Recent Reviews

Hampton Inn by Hilton New Bedford/Fairhaven
5/5 Excellent
"Should add hand rails in shower/tub"
A verified traveler stayed at Hampton Inn by Hilton New Bedford/Fairhaven
Posted 4 days ago
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