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 Jun 29 to Jun 30
$81 total
Jun 29 - Jun 30
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
$161 nightly
The price is $180 total per night from Jun 30 to Jul 1
$180 total
Jun 30 - Jul 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 ...
8.8/10 Excellent! (1,004 reviews)
"For people visiting in the Gardner area, the Colonial is the perfect location! The front desk staff are so welcoming and attentive."

Reviewed on Jun 27, 2026

The Colonial Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
$109 nightly
The price is $118 total per night from Jun 29 to Jun 30
$118 total
Jun 29 - Jun 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,005 reviews)
"Really helpful staff. Fresh cooked breakfast. Spotless property. Comfortable bed. Large room."

Reviewed on Jun 28, 2026

Keene Elm City Hotel, an Ascend Collection Hotel
See all 468 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
Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield MA
Book a stay at this family-friendly vacation home in Greenfield. Enjoy a garden, an in-room coffeemaker, and housekeeping. Popular attractions Poet's Seat Tower ...
10/10 Exceptional! (58 reviews)
"2nd time staying in this apartment, and just as comfortable and relaxing as last time. Definitely my go to spot when Im in the Greenfield area! Great space, great hosts and a great night sleep :)"

Reviewed on Jun 27, 2026

Lovely 2nd Floor Apartment
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 ...
10/10 Exceptional! (63 reviews)
"The property is an amazing situation. The cabin was perfect and so functional that it has inspired me to find land and build my own. The area is very enriching and lots of cool towns and things going on. I hope to come back soon. This place is a must see and stay destination."

Reviewed on May 24, 2026

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.
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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