Winchester

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
The price is €74 per night from 4 Sept to 5 Sept
€74
4 Sept - 5 Sept
includes taxes & fees
Stay at this campsite in Winchester. Enjoy free Wi-Fi and a garden. Popular attractions Winchester Speedpark and Bennett Gorge are located nearby.
2 private mountain RV pads for rent. Full hook ups
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
The price is €159 per night from 1 Oct to 2 Oct
€159
1 Oct - 2 Oct
includes taxes & fees
Stay at this hotel in Brattleboro. Enjoy free Wi-Fi, free parking and conference space. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.6/10 Excellent! (974 reviews)
"Great place. Staff are very nice and helpful."

Reviewed on 1 Sept 2026

Latchis Hotel
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
The price is €79 per night from 6 Sept to 7 Sept
€79
6 Sept - 7 Sept
includes taxes & fees
Stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
6.8/10 (48 reviews)
"Staff was very helpful. A little seating area under some trees was a beautiful place to relax while the sun was setting."

Reviewed on 31 Aug 2026

Colonial Motel
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 campsite in Winchester. Enjoy free Wi-Fi 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
Stay at this family-friendly holiday home in Wilmington. Enjoy a garden, laundry facilities and patios. Our guests praise the property condition in their reviews. ...
9.8/10 Exceptional! (107 reviews)
"The Lake view and the sound of the loons every day was beautiful! we saw and heard Eagles every day and had a visit from a black bear and a red fox. The walk down to the lake was tranquil and beautiful, but I would not recommend it for people that have issues walking up or down steep grades."

Reviewed on 18 Aug 2026

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow
The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!

Brattleboro VT
Stay at this cabin in Brattleboro. Enjoy air conditioning. Popular attractions Hogback Mountain Conservation Area and Southern Vermont Natural History Museum ...
10/10 Exceptional! (4 reviews)
"This place charmed me from the first minute. My only regret is that I don't have a dog yet, who would have had so much fun in the fenced-in wonderful yard! Just right for my solo trip, though I could have easily entertained a group on the deck. Lovely Vermont vibe!"

Reviewed on 15 Jul 2026

The Studio with a View. Bring your dog, too!
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