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 5 to Aug 6
$81 total
Aug 5 - Aug 6
Total with taxes and fees
Stay at this campground in Winchester. Enjoy free WiFi and a garden. Popular attractions Winchester Speedpark and New England Sweetwater Farm & Distillery are ...
2 private mountain RV pads for rent. Full hook ups
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
$112 nightly
The price is $121 total per night from Sep 1 to Sep 2
$121 total
Sep 1 - Sep 2
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! (1,006 reviews)
"Very clean modern hotel with exceptional staffing! My wife and I were extremely pleased."

Reviewed on Aug 3, 2026

Keene Elm City Hotel, an Ascend Collection Hotel
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 5 to Aug 6
$190 total
Aug 5 - Aug 6
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
See all 464 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 New England Sweetwater Farm & Distillery are ...
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! (60 reviews)
"It was absolutely amazing Beautiful apartment Clean cozy Beautiful back yard I will definitely stay here again if I am back in this area It’s a 10 out of 10 Thank you David"

Reviewed on Jul 8, 2026

Lovely 2nd Floor Apartment
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Fitzwilliam NH
Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Sportsman Pond and Laurel Lake are located nearby.
10/10 Exceptional! (18 reviews)
"We were a little skeptical at first but. WOW! Exceeded all our expectations many times over! 5-Stars is inadequate.It was clean, bright, modern, well equipped, well maintained and well prepared!We'll return again when we can.The owner is a good person and we're glad to have made his acquaintance ..."

Reviewed on Jul 26, 2026

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.
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

Cass Pond

Commune with nature and explore the great outdoors at Cass Pond during your travels in Richmond.
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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