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.
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
The price is NT$4,834 per night from Oct 25 to Oct 26
NT$4,834
NT$6,342 total
Oct 25 - Oct 26
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 ...
8.8/10 Excellent! (1,006 reviews)
"Very helpful & friendly staff. Walkable to stores & Restaurants."

Reviewed on 2026/10/14

Inn on the Square
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
The price is NT$3,612 per night from Nov 1 to Nov 2
NT$3,612
NT$5,976 total
Nov 1 - Nov 2
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 ...
7.6/10 Good! (534 reviews)
"Beautiful location! Our stay was just overnight so didn’t get to enjoy it to its fullest."

Reviewed on 2026/10/16

Sea Crest Beach Resort
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
The price is NT$4,180 per night from Nov 15 to Nov 16
NT$4,180
NT$4,784 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
8.4/10 Very Good! (428 reviews)
"Great pet friendly hotel. Continental breakfast very good. Staff very friendly and helpful. Room very clean but bath tub needs updating( non skid strips with ground in dirt, which looks like from many years of use). Loved the Iris colored decor, even the lighting outside is purple!Could use more ..."

Reviewed on 2026/10/16

Iris Hotel Cape Cod
See all 2,259 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 Woods Hole Ferry Terminal and Falmouth Heights ...
9.8/10 Exceptional! (220 reviews)
"Beautiful clean property. Second stay here and more to come in the future!"

Reviewed on 2026/10/4

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.
See properties

Explore a world of travel with Expedia