Chilmark

Travel Guide

Photo by Wen C.
Photo by Wen C.
Photo by Shobha George
Photo by Shobha George
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road, Vineyard Haven, MA
The price is RM1,570 per night from 19 Aug to 20 Aug
RM1,570
RM1,754 total
19 Aug - 20 Aug
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! (454 reviews)
"The hotel owner or manager was very welcoming and explained a bit about the area. Thanks for a great stay and location!"

Reviewed on 14 Jul 2025

Vineyard Harbor Motel - Private Beach
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd, Falmouth, MA
The price is RM929 per night from 22 Jul to 23 Jul
RM929
RM1,064 total
22 Jul - 23 Jul
includes taxes & fees
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! (47 reviews)
Did the trick
"Clean room, building and rooms are a bit dated. Would return, fairly priced."

Reviewed on 13 Jul 2025

Iris Hotel Cape Cod
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd, North Falmouth, MA
The price is RM1,367 per night from 27 Jul to 28 Jul
RM1,367
RM1,808 total
27 Jul - 28 Jul
includes taxes & fees
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 ...
8/10 Very Good! (124 reviews)
"Great stay !"

Reviewed on 13 Jul 2025

Sea Crest Beach Resort
See all 2,319 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
Stay at this 3.5-star beach condo in Mashpee. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions South Cape Beach State Park and Popponesset ...
9/10 Wonderful! (325 reviews)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"

Reviewed on 26 Jun 2025

The Club at New Seabury
Sea Mist Resort

Sea Mist Resort

3 out of 5
141 Great Neck Rd South, Mashpee, MA
Stay at this 3-star business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Old ...
8.8/10 Excellent! (130 reviews)
"We love the location of the resort. Easy access to restaurants and beaches. The pool area was great. We went to the indoor pool and hot tub. We feel the unit needed updating. It was clean and accommodating but really old."

Reviewed on 4 Jul 2025

Sea Mist Resort
Beachside Village Resort

Beachside Village Resort

3 out of 5
45 Surf Drive, Falmouth, MA
Stay at this 3-star beach apartment in Falmouth. Enjoy free WiFi, an outdoor pool, and daily housekeeping. Our guests praise the property condition in our reviews. ...
9.2/10 Wonderful! (95 reviews)
"Loved that the kitchenette came fully stocked, the DVD player/ the cabinet of movies-books-board games, and the pool area! Staff were so kind and helpful, no notes!!! Everything was fantastic about our stay and we will be returning!!!!"

Reviewed on 2 Jul 2025

Beachside Village Resort
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.

Popular places to visit

Menemsha Beach

Why not spend a care-free afternoon at Menemsha Beach during your travels in Chilmark? Take in the festivals and sunsets in the area.

Menemsha Beach

Lucy Vincent Beach

If a restful holiday is part of your travel plans, Lucy Vincent Beach might be the perfect place to visit during your trip to Chilmark. Take in the festivals and sunsets in the area.

Lucy Vincent Beach

Chilmark Chocolates

Enjoy an outing to Chilmark Chocolates during your stay in Chilmark. While in this walkable area, you can savour the wineries.

Chilmark Chocolates

The Yard

Walk around the campus at The Yard during your stay in Chilmark. Stroll along the area's waterfront or simply savour its wineries.

The Yard

Chilmark Town Hall

After visiting Chilmark Town Hall, make a plan to see the other sights and activities in Chilmark. Wander the beaches or discover the area's sunsets.

Chilmark Town Hall

Squibnocket Beach

Why not spend a lazy afternoon at Squibnocket Beach during your trip to Chilmark? Stroll along the beaches or experience the area's festivals.

Squibnocket Beach

Things to do

New Budget Friendly Shared 4 hour African American Heritage Tour

New Budget Friendly Shared 4 hour African American Heritage Tour

RM550
per adult
New Budget Friendly Shared 4 hour African American Heritage Tour
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

RM190
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

RM212
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Chilmark