Chesterfield Travel Guide

Tourist Guide

Chesterfield which includes autumn leaves, forest scenes and tranquil scenes
Chesterfield which includes autumn colours and forest scenes
Chesterfield showing forests, heritage elements and autumn colours
Chesterfield showing forests
Chesterfield which includes signage
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
The price is 2.368.350 ₫ per night from 22 Dec to 23 Dec
2.368.350 ₫
2.605.186 ₫ total
22 Dec - 23 Dec
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
7.6/10 Good! (1,000 reviews)
Room very nice, comfortable clean

Reviewed on 29 Nov 2025

The Covered Bridge Inn
The White House Inn

The White House Inn

3.5 out of 5
178 Route 9 East Wilmington VT
The price is 4.357.764 ₫ per night from 4 Jan to 5 Jan
4.357.764 ₫
4.793.541 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this hotel in Wilmington. Enjoy free Wi-Fi, free parking and a garden. Our guests praise the helpful staff and the property condition in their reviews. ...
9/10 Wonderful! (264 reviews)
My stay at the White House Inn was exceptional. The entire facility is breathtaking with artful details around every corner. Having a fireplace in the room is a must during the cold Vermont winters. We ate, drank and listened to live music in the bar. Although I only ordered a salad, the food, drink ...

Reviewed on 17 Dec 2025

The White House Inn
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road Brattleboro VT
The price is 2.993.594 ₫ per night from 28 Dec to 29 Dec
2.993.594 ₫
3.292.953 ₫ total
28 Dec - 29 Dec
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
8.4/10 Very Good! (741 reviews)
I arrived far before published check-in time and only had to wait a reasonable amount of time to get into my room. Desk clerks were efficient and friendly. Clean, comfortable room.

Reviewed on 18 Dec 2025

Comfort Inn & Suites Brattleboro I-91
See all 521 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.
Historic Home w/ Modern Updates on < 4 Acres

Historic Home w/ Modern Updates on < 4 Acres

3 out of 5
Royalston MA
Stay at this cottage in Royalston. Enjoy free parking, patios and air conditioning. Popular attractions Doane's Falls and Royalston Common Historic District ...
10/10 Exceptional! (2 reviews)
Great place. Enjoyed our stay. Wish it wasn’t raining so we could’ve enjoyed more of the outdoors.

Reviewed on 25 Oct 2025

Historic Home w/ Modern Updates on < 4 Acres
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.

Popular places to visit

Asbury United Methodist Church

You can learn about the history of Chesterfield when you stop by Asbury United Methodist Church. Amble around the area's riverfront or seek out its ski slopes.

Asbury United Methodist Church

Chesterfield Town Hall

After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Make some time to visit the shops while you're in the area.

Chesterfield Town Hall

Cities near Chesterfield

Photo by Donny Campos

Winchester