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.
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
The price is SAR 312 per night from Nov 1 to Nov 2
SAR 312
SAR 343 total
1 Nov - 2 Nov
includes taxes & 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 ...
Colonial Motel
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
The price is SAR 541 per night from Nov 1 to Nov 2
SAR 541
SAR 604 total
1 Nov - 2 Nov
includes taxes & 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
The price is SAR 657 per night from Oct 28 to Oct 29
SAR 657
SAR 723 total
28 Oct - 29 Oct
includes taxes & 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 475 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 ...
9.8/10 Exceptional! (44 reviews)
"It's fine - very close to MacDowell. The ceiling is quite low so don't be tall. It's a bit rustic. The host was very nice and considerate."

Reviewed on 19 September 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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