Winchester

Travel Guide

Winchester, New Hampshire in winter
Winchester, New Hampshire in winter
covered bridge in winter -Ashuelot Covered Bridge, Winchester, New Hampshire
Black and white Lattice work detail on The Ashuelot Covered Bridge crosses the Ashuelot River and Bolton Road in Winchester New Hampshire
The Ashuelot Covered Bridge is a historic wooden covered bridge over the Ashuelot River on Bolton Road, just south of its intersection with NH 119 in Ashuelot, New Hampshire, an unincorporated village of Winchester.

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The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Stay at this business-friendly hotel in Gardner. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
Room was clean, bed was nice

Reviewed on 16 Feb, 2026

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The Colonial Hotel
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
The price is S$125 per night from 1 Mar to 2 Mar
S$125
1 Mar - 2 Mar
includes taxes & fees
Stay at this spa motel in Brattleboro. Enjoy free Wi-Fi, free parking and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in their reviews. ...
6.8/10 (1,002 reviews)
The room was old and run down. The building we were in was very sketchy. People next to us were up partying/noisy until all hours of the night, and there was a dog barking until 2:00am right below us. I had a horrible nights sleep. The pillows were flat as pancakes, the towels were the roughest/scratchiest ...

Reviewed on 24 Feb, 2026

Colonial Motel And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
The price is S$158 per night from 4 Mar to 5 Mar
S$158
4 Mar - 5 Mar
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (948 reviews)
Staff and clean room

Reviewed on 22 Feb, 2026

Hampton Inn Brattleboro
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.
InnSeason Resorts Pollard Brook

InnSeason Resorts Pollard Brook

3 out of 5
33 Brookline Rd. Lincoln NH
Stay at this ski aparthotel in Lincoln. Enjoy free Wi-Fi, free parking and private hot tubs. Our guests praise the helpful staff and the clean rooms in their ...
9.4/10 Exceptional! (866 reviews)
The room was spotless and front desk very good.

Reviewed on 25 Feb, 2026

InnSeason Resorts Pollard Brook
Nordic Village Resort

Nordic Village Resort

3 out of 5
Route 16 Jackson NH
Stay at this family-friendly aparthotel in Jackson. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. ...
8.6/10 Excellent! (1,813 reviews)
The village was so cute! Loved the view outside our condo. It was a little dated but the beds were comfy and we had plenty of room. Wish we would have spent more time there.

Reviewed on 15 Feb, 2026

Nordic Village Resort
Bluegreen Vacations South Mountain, an Ascend Collection Resort

Bluegreen Vacations South Mountain, an Ascend Collection Resort

3 out of 5
23 InnSeason Drive Lincoln NH
Stay at this apartment in Lincoln. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.2/10 Wonderful! (598 reviews)
The studio room was great. The staff were very nice. The kitchenette was well stocked. Only negative was the coffee in the lobby had long lines and was mediocre tasting. Did not use the pool or gym. Restaurants nearby were great.

Reviewed on 22 Feb, 2026

Bluegreen Vacations South Mountain, an Ascend Collection Resort
See all 7,604 properties in New Hampshire
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.

Popular places to visit

Barden State Wildlife Management Area

Explore the great outdoors at Barden State Wildlife Management Area, a lovely green space in Richmond.

Barden State Wildlife Management Area

New England Sweetwater Farm & Distillery

You can take time to visit New England Sweetwater Farm & Distillery during your travels to Winchester. While you're in the area, stroll along the lakeside.

New England Sweetwater Farm & Distillery

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.

Winchester Speedpark

Richmond Town Hall

After visiting Richmond Town Hall, make a plan to see the other sights and activities in Richmond.

Richmond Town Hall

Loring Field

Explore the great outdoors at Loring Field, a lovely green space in Winchester. While you're in the area, stroll along the lakeside.

Loring Field

Bennett Gorge

You can take time to visit Bennett Gorge during your travels to Richmond.

Bennett Gorge