Winchester, NH

Travel Guide

Photo by Donny Campos
Photo by Donny Campos
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,012 reviews)
"Amazing quiet location"

Reviewed on 22 July 2025

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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 SAR 368 per night from Jul 27 to Jul 28
SAR 368
SAR 405 total
27 Jul - 28 Jul
includes taxes & fees
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
6.6/10 (1,006 reviews)
"Lovely property. Staff is amazing. Room clean, spacious"

Reviewed on 23 July 2025

Colonial Motel And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
The price is SAR 475 per night from Aug 3 to Aug 4
SAR 475
SAR 523 total
3 Aug - 4 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
8/10 Very Good! (852 reviews)
"The peoplw were nice The room was clean For the price upgrades are needed"

Reviewed on 20 July 2025

Hampton Inn Brattleboro
See all 415 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.
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Peterborough
Stay at this apartment in Peterborough. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Mariposa Museum and World Cultures ...
9.6/10 Exceptional! (17 reviews)
Cozy and convenient
"This was a lovely “home base” for a weekend of hiking adventures. It was cozy, clean and had everything i needed. The short walk across the bridge right into town was very convenient"

Reviewed on 11 June 2025

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington
Stay at this cottage in Wilmington. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions The Art of Humor Gallery and Lake Raponda ...
8.8/10 Excellent! (33 reviews)
Enjoying a long weekend
"We enjoyed enjoyed everything about our stay. The cabin was cozy - the kind of place we could easily relax in when we weren’t out exploring or hiking. We look forward to returning!"

Reviewed on 6 July 2025

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield
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 ...
9.8/10 Exceptional! (31 reviews)
Clean, comfortable, and convenient
"Perfect location for a quick family get-away to Greenfield. The place was immaculately clean and the furnishings were quite comfortable for our small family of 3. David was very responsive and helpful!"

Reviewed on 14 July 2025

Lovely 2nd Floor Apartment
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.

Popular places to visit

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 Wildlife Manangement Area

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

Richmond Wildlife Manangement Area

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