Winchester

Travel Guide

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
Winchester
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
The price is RM569 per night from 13 May to 14 May
RM569
RM636 total
13 May - 14 May
includes taxes & fees
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! (1,010 reviews)
Yes it's safe

Reviewed on 13 Apr 2026

The Colonial Hotel
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
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 (1,001 reviews)
Awesome and clean and quiet love the staff

Reviewed on 14 Apr 2026

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Colonial Motel And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
The price is RM472 per night from 28 Apr to 29 Apr
RM472
RM519 total
28 Apr - 29 Apr
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! (961 reviews)
Everyone was nice!

Reviewed on 14 Apr 2026

Hampton Inn Brattleboro
See all 463 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! (881 reviews)
Unit was dated but clean. Staff was very friendly and helpful. Amenities ie: pool, hot tubs and gym were excellent. Great location.

Reviewed on 12 Apr 2026

InnSeason Resorts Pollard Brook
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! (619 reviews)
Great stay! Very clean, bed was super comfortable. Only disappointment was the unit didn’t have an oven. I did learn after checking in, you need to request it.

Reviewed on 7 Apr 2026

Bluegreen Vacations South Mountain, an Ascend Collection Resort
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! (1,823 reviews)
Great place to stay!

Reviewed on 12 Apr 2026

Nordic Village Resort
See all 7,736 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

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

Cass Pond

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

Cass Pond

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

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

Richmond Wildlife Manangement Area

Explore the great outdoors at Richmond Wildlife Manangement Area, a lovely green space in Richmond.

Richmond Wildlife Manangement Area

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