Winchester, NH

Travel Guide

A snow-covered town with a river running through it, surrounded by mountains and trees.
A snow-covered bridge over a river with a red roof, surrounded by trees and buildings.
A wooden pedestrian bridge with a lattice roof structure.
A covered bridge with a sign reading "Ashuelot Covered Bridge 1864" and a warning about the fine for riding or driving over it.
2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups

Winchester NH
$75 nightly
The price is $81 total per night from Aug 31 to Sep 1
$81 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this campground in Winchester. Enjoy free WiFi and a garden. Popular attractions Winchester Speedpark and Bennett Gorge are located nearby.
2 private mountain RV pads for rent. Full hook ups
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
$170 nightly
The price is $190 total per night from Aug 31 to Sep 1
$190 total
Aug 31 - Sep 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
The Colonial Hotel
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
$146 nightly
The price is $161 total per night from Aug 31 to Sep 1
$161 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (970 reviews)
"The hotel was very clean and the bed quite comfy. The only downside was insufficient parking. We had to use the adjacent lot but then had to leave there by 9:00 am. We ended up having to buy time to park which wasn’t a lot of money but was a bit of an irritant. Would def stay there again!"

Reviewed on Aug 29, 2026

Latchis Hotel
See all 471 properties in Winchester
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.
2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups

Winchester NH
Stay at this campground in Winchester. Enjoy free WiFi and a garden. Popular attractions Winchester Speedpark and Bennett Gorge are located nearby.
2 private mountain RV pads for rent. Full hook ups
5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow

Wilmington VT
Book a stay at this family-friendly vacation home in Wilmington. Enjoy a garden, laundry facilities, and patios. Our guests praise the property condition in ...
9.8/10 Exceptional! (106 reviews)
"We had an amazing week, the house was perfect for all 15 of us age 2 to 68!!! Thanks to Ashley our host for everything!"

Reviewed on Jul 29, 2026

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow
Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont

Putney VT
Stay at this vacation home in Putney. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Harlow's and Next Stage Arts are located nearby.
9.4/10 Exceptional! (63 reviews)
"Had a perfect, relaxing stay in this gorgeous spot. Everything was terrific. Highly recommend!"

Reviewed on Aug 12, 2026

Family Friendly Hilltop House In Putney Vermont
See all properties in Winchester
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 Winchester attractions

Winchester Speedpark

You can take time to visit Winchester Speedpark during your travels to Winchester. While you're in the area, stroll along the lakeside.
See properties

Cities near Winchester

A snow-covered town with a prominent church and a mountain in the background.

Fitzwilliam

A stone bridge over a clear stream surrounded by lush greenery.

Northfield

A rural landscape with a grassy field, a dirt path, and a hill covered with autumn-colored trees.

Chesterfield

A town nestled among dense forests with a river and a bridge.

Swanzey

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