Chilmark, MA

Travel Guide

A dock with boats, a small wooden structure, and a forested shoreline.
A beach with large rock formations and the ocean in the background.
A sunset over a calm sea with a rocky shoreline and a distant buoy.
A coastal landscape with a lighthouse, cliffs, and the ocean.
A building with a red door and a white fish sign.
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
The price is NT$3,919 per night from Nov 22 to Nov 23
NT$3,919
NT$6,371 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Sea Crest Beach Resort
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
The price is NT$4,637 per night from Nov 22 to Nov 23
NT$4,637
NT$6,137 total
Nov 22 - Nov 23
includes taxes & fees
Stay at this hotel in Falmouth. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular ...
Inn on the Square
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
The price is NT$6,112 per night from Nov 11 to Nov 12
NT$6,112
NT$6,827 total
Nov 11 - Nov 12
includes taxes & fees
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 ...
9/10 Wonderful! (839 reviews)
"The guest in the room next door was smoking in their room, and it sort of ruined the whole stay for me. My room stunk because of it."

Reviewed on 2026/11/4

Vineyard Harbor Motel - Private Beach
See all 2,220 properties in Chilmark
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.
The Club at New Seabury

The Club at New Seabury

3.5 out of 5
95 Shore Drive West Mashpee MA
Book a stay at this beach aparthotel in Mashpee. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions South Cape Beach State Park and Popponesset ...
The Club at New Seabury
Sea Mist Resort

Sea Mist Resort

3 out of 5
141 Great Neck Rd South Mashpee MA
Book a stay at this business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Cape ...
Sea Mist Resort
InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters

3.5 out of 5
241 Grand Avenue Falmouth MA
Stay at this aparthotel in Falmouth. Enjoy free parking, an outdoor pool, and a beach locale. Popular attractions Falmouth Heights Beach and Island Queen Ferry ...
9.8/10 Exceptional! (223 reviews)
"Hotel staff were incredibly kind and helpful! Food recommendations were spot on. We had a first floor room which was very appreciated because I have a service dog. The room itself was amazing!!! The amenities were better than what I expected! Short walk to the beach and walking paths. 10/10 def ..."

Reviewed on 2026/11/6

InnSeason Resorts Captain's Quarters
See all properties in Chilmark
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.

Stay near popular Chilmark attractions

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.
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