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.
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 Sep 20 to Sep 21
$190 total
Sep 20 - Sep 21
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
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
$84 nightly
The price is $93 total per night from Sep 27 to Sep 28
$93 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (58 reviews)
"Horrible place."

Reviewed on Sep 16, 2026

Colonial Motel
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
$111 nightly
The price is $122 total per night from Sep 21 to Sep 22
$122 total
Sep 21 - Sep 22
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. ...
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 Attleboro Mountain and Winchester Speedpark are located nearby.
2 private mountain RV pads for rent. Full hook ups
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Peterborough NH
Stay at this apartment in Peterborough. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Mariposa Museum and World Cultures ...
10/10 Exceptional! (43 reviews)
"Great spacious studio that has everything one would need for their stay. Would stay again in Petersborough."

Reviewed on Sep 6, 2026

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Townshend VT
Stay at this cabin in Townshend. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Townshend State Park and Townshend State Forest are located ...
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
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.
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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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