West Chesterfield

Travel Guide

It’s hard to see in the forest, but that’s the old stone staircase
It’s hard to see in the forest, but that’s the old stone staircase
Foundation and old staircase are all that remains of the old mansion
I’m imagining fall is more stunning, but it’s still beautiful
Lovely hike to the haunted ruins

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 out of 5
20 Riverside Drive West Chesterfield NH
The price is CA $208 per night from Mar 29 to Mar 30
CA $208
CA $225 total
Mar 29 - Mar 30
includes taxes & fees
Book a stay at this business-friendly hotel in West Chesterfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful ...
9.6/10 Exceptional! (639 reviews)
Such a nice hotel, beautiful scenery and clean. Only wish there were microwave ovens in the room, they do have a mini fridge.

Reviewed on Feb 15, 2026

Riverside Hotel, an Ascend Collection Hotel
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Mar 30 to Mar 31
CA $130
CA $143 total
Mar 30 - Mar 31
includes taxes & fees
Book a stay at this spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,003 reviews)
The room was old and run down. The building we were in was very sketchy. People next to us were up partying/noisy until all hours of the night, and there was a dog barking until 2:00am right below us. I had a horrible nights sleep. The pillows were flat as pancakes, the towels were the roughest/scratchiest ...

Reviewed on Feb 24, 2026

Colonial Motel And Spa
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way West Dover VT
The price is CA $456 per night from Mar 31 to Apr 1
CA $456
CA $546 total
Mar 31 - Apr 1
includes taxes & fees
Book a stay at this spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are ...
8.6/10 Excellent! (258 reviews)
It was too dated for the price. Amenities other than the pool were lacking. Also, the parking was ridiculous. You have to pay to catch a shuttle to the parking lot. Staff was nice. Food incredibly over priced and the thing that made me most dissatisfied was the coffee situation in room and in the ...

Reviewed on Feb 26, 2026

Mount Snow Grand Summit Resort
See all 1,204 properties in West 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.
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Dover VT
Book a stay at this ski condo in West Dover. Enjoy a fitness center, tennis courts, and ski-in/ski-out access. Popular attractions Mount Snow and Seasons Ski ...
8.6/10 Excellent! (35 reviews)
The local Vacasa team is very responsive.The accommodations are ok but the location can't be beat.There is an endless supply of firewood to have a fire, which was really nice. The ski locker outside makes it easy to get on and off the slopes.To get to the slopes, you walk out the front door to the ...

Reviewed on Feb 13, 2026

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Wardsboro VT
Book a stay at this golf vacation home in Wardsboro. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Stratton Mountain Resort and Margie's ...
9.4/10 Exceptional! (30 reviews)
We had a wonderful Christmas week at Northern Quarters with our extended family, ages 5 months to 89 years old. The host was very helpful and accessible. The surroundings were beautiful —especially loved the brook and woods lighted up at night. Beds were comfortable and the houses were equipped with ...

Reviewed on Dec 26, 2025

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington VT
Stay at this cottage in Wilmington. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions The Art of Humor Gallery and Lake Raponda ...
8.6/10 Excellent! (66 reviews)
Cozy and peaceful, just with they had turned the heat up before u got there. It was like 45-50 when I arrived and had to figure out the heating and wait for it to warm up for the first few hours.

Reviewed on Feb 19, 2026

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
See all properties in West 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.

Popular places to visit

Lovely hike to the haunted ruins

Madame Sherri Forest

Explore the great outdoors at Madame Sherri Forest, a lovely green space in West Chesterfield. Wander around the forests or experience the area's entertainment venues.

Madame Sherri Forest

Madame Sherris Castle Ruins

You can learn about the history of West Chesterfield with a visit to Madame Sherris Castle Ruins. Wander around the forests or experience the area's entertainment venues.

Madame Sherris Castle Ruins

Wantastiquet Mountain

Find out about the history of West Chesterfield when you spend time at Wantastiquet Mountain. While you're in the area, stroll along the riverfront.

Wantastiquet Mountain

Cities near West Chesterfield

Autumn colors along Connecticut River, Brattleboro, Vermont

Brattleboro

Explore a world of travel with Expedia