Chesterfield, MA

Travel Guide

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
$109 nightly
The price is $121 total per night from Oct 1 to Oct 2
$121 total
Oct 1 - Oct 2
Total with taxes and fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Berkshire Mountain Lodge
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
$142 nightly
The price is $158 total per night from Sep 27 to Sep 28
$158 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this spa hotel in Holyoke. Enjoy free breakfast, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,077 reviews)
"Friendly staff, nice property. Breakfast was ok. Older hotel. Pool and hot tub was fun. Mouse turd on the floor in our room."

Reviewed on Sep 13, 2026

D. Hotel Suites & Spa
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St West Springfield MA
$76 nightly
The price is $87 total per night from Oct 13 to Oct 14
$87 total
Oct 13 - Oct 14
Total with taxes and fees
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Quality Inn West Springfield
See all 512 properties in Chesterfield
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.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Berkshire Mountain Lodge
Private Island - Largest Fresh Water Reservoir in Mass

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA
Stay at this cottage in Otis. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Larkum Pond and Otis Reservoir are located nearby.
8.6/10 Excellent! (10 reviews)
"A fantastic location with a great view of the lake, lots of friendly people, quaint, nice town. Gonna go back."

Reviewed on Jul 23, 2026

Private Island - Largest Fresh Water Reservoir in Mass
Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA

Goshen MA
Stay at this vacation home in Goshen. Enjoy a garden and air conditioning. Popular attractions Three Sisters Sanctuary and Swift River are located nearby.
9.6/10 Exceptional! (17 reviews)
"It’s hard to put into words what an amazing experience it is to stay at The Three Sisters Sanctuary. We felt profoundly welcomed by our hosts- Richard, the Painted Lady apartment and the grounds themselves. It was such a gift to be able to spend time in the sculpture gardens and environment while ..."

Reviewed on Sep 5, 2026

Experience Three Sisters Sanctuary in Goshen, MA
See all properties in Chesterfield
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 Chesterfield attractions

Chesterfield Gorge

Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forest while you're in the area.
See properties

Cities near Chesterfield

A rocky stream with cascading water surrounded by trees.

Huntington

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