Winchester Travel Guide

Tourist 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 ฿4,650 per night from 12 Apr to 13 Apr
฿4,650
฿5,194 total
12 Apr - 13 Apr
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! (1,004 reviews)
Bathroom should have a safety grab bar in the shower as well as hooks for towels.

Reviewed on 5 Apr 2026

The Colonial Hotel
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
The price is ฿2,955 per night from 9 Apr to 10 Apr
฿2,955
฿3,251 total
9 Apr - 10 Apr
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)
Older motel style not fancy. Good hot tub in pool area. Ok for overnight on a budget.

Reviewed on 6 Apr 2026

Colonial Motel And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
The price is ฿4,212 per night from 24 Apr to 25 Apr
฿4,212
฿4,633 total
24 Apr - 25 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! (956 reviews)
Nice

Reviewed on 29 Mar 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! (880 reviews)
Absolutely lovely in every way. Friendly staff, clean unit, comfy bed, cozy fireplace, generous sized apt, fun activities, and more-all excellent.

Reviewed on 5 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! (618 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. ...
Nordic Village Resort
See all 7,716 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

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

Richmond Wildlife Manangement Area

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

Richmond Wildlife Manangement Area

Cities near Winchester

Royalston

Royalston