Search for Cheap Deals on
Hotels in Chilmark

Photo by Wen C.

Choose from 2289 Chilmark Hotel Deals

Sea Crest Beach Resort
Sea Crest Beach Resort
3.5 out of 5
350 Quaker Rd, North Falmouth, MA
  • 48 min drive from Menemsha Beach
Stay at this 3.5-star beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (104 reviews)
"Great decorations"

Reviewed on Jun 22, 2025

Sea Crest Beach Resort
Summercamp
Summercamp
3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
  • 34 min drive from Menemsha Beach
Stay at this 3.5-star beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (998 reviews)
"I gave an overall rating of 4 because my room was so small, I was totally miserable. This Queen ocean view room, in the older part of the hotel is not worth the rate of over $550 per night. I regret not reserving a king room. I definitely will not make that mistake again. The property itself is an ..."

Reviewed on Jun 22, 2025

Summercamp
Vineyard Harbor Motel - Private Beach
Vineyard Harbor Motel - Private Beach
2.5 out of 5
60 Beach Road, Vineyard Haven, MA
  • 29 min drive from Menemsha Beach
Book a stay at this beach motel in Vineyard Haven. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (419 reviews)
"Friendly and clean"

Reviewed on Jun 22, 2025

Vineyard Harbor Motel - Private Beach
Admiralty Inn & Suites - a Red Collection Hotel
Admiralty Inn & Suites - a Red Collection Hotel
3 out of 5
51 Teaticket Highway, East Falmouth, MA
  • 41 min drive from Menemsha Beach
Stay at this 3-star business-friendly hotel in East Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (206 reviews)
"So far, everything was excellent and checking in the room is excellence and you guys are doing a great job and thank you and we will always use you the Dolan Cornwall, New York"

Reviewed on Jun 21, 2025

Admiralty Inn & Suites - a Red Collection Hotel
Inn on the Square
Inn on the Square
3.5 out of 5
40 North Main Street, Falmouth, MA
  • 39 min drive from Menemsha Beach
Stay at this 3.5-star hotel in Falmouth. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,000 reviews)
"Wish there had been a restaurant and bar there."

Reviewed on Jun 23, 2025

Inn on the Square
Harbor View Hotel
Harbor View Hotel
5 out of 5
131 N Water Street Marthas Vineyard, Edgartown, MA
  • 38 min drive from Menemsha Beach
Stay at this 5-star luxury hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
"Friendly and helpful staff"

Reviewed on May 8, 2025

Harbor View Hotel
Falmouth Inn
Falmouth Inn
2 out of 5
824 Main Street, Route 28, Falmouth, MA
  • 40 min drive from Menemsha Beach
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 ...
7.8/10 Good! (1,002 reviews)
"It would have been a better experience if the hot tub was working."

Reviewed on Jun 17, 2025

Falmouth Inn
Iris Hotel Cape Cod
Iris Hotel Cape Cod
3 out of 5
291 Jones Rd, Falmouth, MA
  • 40 min drive from Menemsha Beach
Stay at this 3-star business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
8/10 Very Good! (31 reviews)
"Absolutely wonderful one night stay at the Iris. Staff were so kind, nice bar/restaurant open for both late dinner and early breakfast. Highly recommend the Iris!!! Incredible value!"

Reviewed on Jun 23, 2025

Iris Hotel Cape Cod
Faraway Martha's Vineyard
Faraway Martha's Vineyard
3.5 out of 5
23 Kelly Street, Martha's Vineyard, Edgartown, MA
  • 37 min drive from Menemsha Beach
Stay at this 3.5-star business-friendly hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (999 reviews)
"The hotel is impeccably designed and the rooms are spacious to accommodate family stays. The hotel staff did not seem knowledgeable about the hotel itself and were not able to answer basic questions readily; also, no one answers the phone number when calling the main line."

Reviewed on Jun 17, 2025

Faraway Martha's Vineyard
Hampton Inn by Hilton New Bedford/Fairhaven
Hampton Inn by Hilton New Bedford/Fairhaven
2.5 out of 5
1 Hampton Way, Fairhaven, MA
  • 50 min drive from Menemsha Beach
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 ...
8.8/10 Excellent! (990 reviews)
"Easy, quick check in. Pet friendly with nice area for dogs right behind the hotel. Very sound proof rooms. Wonderful room darkening shades. Great pool for a quick dip. Comfy beds. Traveled with 2 dogs, 10 adults, 2 kiddos. Had 4 rooms all near each other. Just awesome!!"

Reviewed on Jun 22, 2025

Hampton Inn by Hilton New Bedford/Fairhaven
Mansion House Inn And Spa
Mansion House Inn And Spa
3.5 out of 5
9 Main Street, Vineyard Haven, MA
  • 28 min drive from Menemsha Beach
Stay at this 3.5-star 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 ...
9.2/10 Wonderful! (1,000 reviews)
"Nicely maintained family friendly property."

Reviewed on Jun 19, 2025

Mansion House Inn And Spa
AutoCamp Cape Cod
AutoCamp Cape Cod
4 out of 5
836 Palmer Avenue, Falmouth, MA
  • 41 min drive from Menemsha Beach
Stay at this 4-star holiday park in Falmouth. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (258 reviews)
"Auto camp is in a great location just behind a paved bike trail. You can rent bikes there but we brought bikes and our teens biked downtown to shop. Could also bike to beach but it rained one day so we skipped that. The main building is beautiful and had fun games and tasty breakfast/lunch food. ..."

Reviewed on Jun 22, 2025

AutoCamp Cape Cod
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.

Find cheap hotels in Chilmark

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Chilmark hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chilmark.

Choosing the right hotel in Massachusetts has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chilmark’s 2,289 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as . In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Chilmark hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chilmark. No matter your reason for visiting Chilmark, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Chilmark hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Chilmark for as low as .

How many hotels are there in Chilmark?

With over 2,289 hotels in Chilmark, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as .

How to find cheap car rentals in Chilmark?

Finding a cheap car rental deal in Chilmark is as easy as scoring cheap hotels in Chilmark. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.