A snow-covered town with a river running through it, surrounded by mountains and trees.

Find hotels in Winchester, NH from CA $143

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Check prices for these dates

This weekend
Jul 24 - Jul 26
Next weekend
Jul 31 - Aug 2

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Our top choices for Winchester hotels

Lobby

1. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,002 reviews)
"Staff was very professional and friendly"
United States
Ramica
The price is CA $182
CA $197 total
includes taxes & fees
Jul 27 - Jul 28
Keene Elm City Hotel, an Ascend Collection Hotel
Restaurant

2. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,000 reviews)
"Staff was very friendly, accommodating, and attentive to our needs. Room was clean and comfortable!"
United States
Helen
The price is CA $196
CA $212 total
includes taxes & fees
Jul 27 - Jul 28
Best Western Plus Keene Hotel
Lobby

3. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,002 reviews)
"The staff was able to recommend places to go and eat, which was really nice."
United States
Alyssa
The price is CA $214
CA $236 total
includes taxes & fees
Aug 5 - Aug 6
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool

4. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,000 reviews)
"Really great spot for the price, very happy with our short stay."
United States
Kyle
The price is CA $179
CA $196 total
includes taxes & fees
Aug 19 - Aug 20
Hampton Inn Brattleboro
Deluxe Room, 1 Queen Bed, Valley View

5. Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.0 out of 10, Wonderful, (35 reviews)
"Wonderful experience at the Windmill Motel. I highly recommend!"
United States
Crystal
The price is CA $171
CA $191 total
includes taxes & fees
Jul 26 - Jul 27
Windmill Motel Restaurant
Lobby

6. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (837 reviews)
"Staff wasfriendly and my room is very clean"
United States
Michael
The price is CA $191
CA $210 total
includes taxes & fees
Aug 23 - Aug 24
Comfort Inn & Suites Brattleboro I-91
In-room safe, desk, blackout drapes, iron/ironing board

7. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,003 reviews)
"The hotel was clean but very dated. Needs new flooring, paint etc. Staff was very nice."
United States
Pamela
The price is CA $132
CA $143 total
includes taxes & fees
Aug 13 - Aug 14
Days Inn by Wyndham Keene NH
Free daily buffet breakfast

8. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (396 reviews)
"Clean rooms, good location, easy parking, excellent service!"
United States
Kerry
The price is CA $219
CA $237 total
includes taxes & fees
Aug 16 - Aug 17
Hampton Inn & Suites Keene
Exterior

9. The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (378 reviews)
"Fantastic breakfast!"
United States
allisha
The price is CA $229
CA $256 total
includes taxes & fees
Jul 27 - Jul 28
The Inn At Crumpin Fox
Sundeck

10. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (664 reviews)
"Clean room, staff is very friendly and attentive, pretty location right on the river."
United States
Monica
The price is CA $222
CA $241 total
includes taxes & fees
Aug 11 - Aug 12
Riverside Hotel, an Ascend Collection Hotel
Front of property

11. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (210 reviews)
"Fantastic, beautiful property. We definitely want to visit again. Great for families."
United States
Otgonzaya
The price is CA $243
CA $284 total
includes taxes & fees
Aug 5 - Aug 6
Vikings Villages Resort
Exterior

12. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (938 reviews)
"Very nice boutique hotel. Close to everything. Staff was really well at check in and out. Definitely would go back"
United States
Donald
The price is CA $212
CA $233 total
includes taxes & fees
Jul 26 - Jul 27
Latchis Hotel
Exterior

13. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (785 reviews)
"My favorite hotel!!!!"
United States
Brian
The price is CA $226
CA $246 total
includes taxes & fees
Aug 13 - Aug 14
Fairfield Inn & Suites by Marriott Keene Downtown
Seasonal outdoor pool

14. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (661 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is CA $126
CA $138 total
includes taxes & fees
Jul 29 - Jul 30
Econo Lodge Brattleboro South
Exterior

15. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,000 reviews)
"Perfect for an overnight!"
United States
Lori
The price is CA $173
CA $191 total
includes taxes & fees
Aug 7 - Aug 8
The Putney Inn
Front of property

16. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (499 reviews)
"Bed was comfy. Room was clean. "
United States
Katherine
The price is CA $205
CA $225 total
includes taxes & fees
Jul 26 - Jul 27
Black Mountain Inn
Free daily continental breakfast

17. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,000 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is CA $181
CA $199 total
includes taxes & fees
Jul 28 - Jul 29
The Covered Bridge Inn
Free daily continental breakfast

18. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (175 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is CA $204
CA $221 total
includes taxes & fees
Jul 26 - Jul 27
The Carriage Barn Inn
Reception

19. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (787 reviews)
"Good value!"
United States
Brian
The price is CA $110
CA $121 total
includes taxes & fees
Aug 4 - Aug 5
Travelodge by Wyndham Brattleboro VT
Exterior

20. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
"Wonderful stay"
United States
Justin
The price is CA $196
CA $219 total
includes taxes & fees
Jul 28 - Jul 29
The Burrell House
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.
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Stay near popular Winchester attractions

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.
See properties

Learn more about Winchester

Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

See all hotels in Winchester
A snow-covered town with a river running through it, surrounded by mountains and trees.

Top Winchester Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Clean, quiet, comfortable, would stay here again."
Susan 2-night trip
Posted 3 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

More cheap stays in Winchester

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is CA $132 per night from Aug 13 to Aug 14
CA $132
CA $143 total
Aug 13 - Aug 14
includes taxes & fees
7/10 Good! (1,003 reviews)

Hotels in Winchester with star rating

Frequently asked questions

When is the best time to go to Winchester?
The best time to visit Winchester, New Hampshire, is during the autumn months, particularly from late September to late October, for the spectacular fall foliage.

This period offers clear, crisp weather and the vibrant colours of the changing leaves, making it ideal for outdoor activities like hiking, scenic drives, and exploring the local countryside. The area surrounding Winchester is known for its natural beauty, with various trails and viewpoints to experience the seasonal display.

Couples looking for a romantic getaway will find this time particularly appealing. The picturesque landscapes provide a beautiful backdrop for leisurely drives through the New Hampshire countryside or cosy evenings by a fireplace. Many local inns and B&Bs offer special packages during the fall.

Families will also enjoy visiting in autumn. The cooler temperatures are superb for outdoor adventures without the summer heat, and there are often local harvest festivals or apple-picking opportunities in the wider region.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from CA $143 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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