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

Winchester Castle Hotels

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Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

Outdoor dining

1. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
$75 nightly
The price is $81
Aug 24 - Aug 25
Total with taxes and fees
2 private mountain RV pads for rent. Full hook ups
Exterior

2. 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, (1,010 reviews)
"Staff was very helpful."
United States
James
$114 nightly
The price is $124
Sep 1 - Sep 2
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel
Exterior

3. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (1,015 reviews)
"Great breakfasts!"
United States
Timothy
$114 nightly
The price is $125
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn Brattleboro
Front of property

4. Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.2 out of 10, Wonderful, (45 reviews)
"It's a wonderful place to stay! So clean and quiet!"
United States
Robert
$122 nightly
The price is $136
Aug 24 - Aug 25
Total with taxes and fees
Windmill Motel Restaurant
Exterior

5. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
$637 nightly
The price is $666
Aug 24 - Aug 25
Total with taxes and fees
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Front of property

6. Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (176 reviews)
"David was incredibly hospitable. I thoroughly enjoyed my stay. "
United States
Amy
$160 nightly
The price is $169
Aug 26 - Aug 27
Total with taxes and fees
Centennial House
Exterior

7. Shelburne Springs Hotel

Shelburne Springs Hotel
2.0 star property
Shelburne
$350 nightly
The price is $391
Aug 30 - Aug 31
Total with taxes and fees
Shelburne Springs Hotel
Exterior

8. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,004 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
$97 nightly
The price is $105
Sep 16 - Sep 17
Total with taxes and fees
Days Inn by Wyndham Keene NH
Property amenity

9. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,009 reviews)
"Rooms were clean and comfortable. Breakfast was good. Wonderful to be able to sit outside in common area and if on first floor right outside your room. The restaurant attached was great."
United States
Karen
$149 nightly
The price is $162
Aug 25 - Aug 26
Total with taxes and fees
Best Western Plus Keene Hotel
Exterior

10. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (849 reviews)
"The front desk staff were friendly and engaged, the room was clean. That’s all we needed."
United States
Morgan
$130 nightly
The price is $142
Aug 31 - Sep 1
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Exterior

11. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (406 reviews)
"The hotel was clean and the staff was polite"
United States
Christopher
$151 nightly
The price is $164
Sep 1 - Sep 2
Total with taxes and fees
Hampton Inn & Suites Keene
Exterior

12. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (176 reviews)
"Wonderful stay"
United States
Justin
$129 nightly
The price is $140
Sep 1 - Sep 2
Total with taxes and fees
The Burrell House
Exterior

13. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (964 reviews)
"Excellent location"
United States
Stark
$111 nightly
The price is $122
Aug 26 - Aug 27
Total with taxes and fees
Latchis Hotel
Exterior

14. The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (388 reviews)
"Large room in great condition. Property is dated but not in a bad way in any sense - everything is in great shape for the price point. Would stay again"
United States
Christopher
$166 nightly
The price is $185
Sep 2 - Sep 3
Total with taxes and fees
The Inn At Crumpin Fox
Deluxe Chalet | Terrace/patio

15. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (227 reviews)
"We went just for a quiet night away and it surpassed my expectations. The cabins were wonderful and there was plenty to do to keep my teenagers entertained."
United States
Juli
$201 nightly
The price is $219
Sep 20 - Sep 21
Total with taxes and fees
Vikings Villages Resort
Exterior

16. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (796 reviews)
"Good for a one-night stay. The room was comfortable enough for a quick stop while traveling. A big bonus is that they are very dog friendly, which made things much easier since we were traveling with our dogs. I would stay again if I needed a convenient place for the night."
United States
Jessica
$62 nightly
The price is $68
Aug 24 - Aug 25
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
Exterior

17. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,012 reviews)
"One of our favorite hotels in Brattleboro. Clean, safe and the staff are super friendly."
United States
Marnie
$178 nightly
The price is $196
Sep 13 - Sep 14
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Exterior

18. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (679 reviews)
"The location was ideal. Gorgeous view of the river. Walking and hiking opportunities nearby. Close to Brattleboro shops and restaurants. The room was spacious and comfortable and we enjoyed sitting on the terrace."
United States
Pauline
$152 nightly
The price is $165
Sep 20 - Sep 21
Total with taxes and fees
Riverside Hotel, an Ascend Collection Hotel
Exterior

19. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (674 reviews)
"Ok"
United States
Edgardo
$89 nightly
The price is $98
Aug 30 - Aug 31
Total with taxes and fees
Econo Lodge Brattleboro South
Property grounds

20. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
7.0 out of 10, Good, (44 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
$84 nightly
The price is $93
Aug 24 - Aug 25
Total with taxes and fees
Colonial Motel
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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Top Winchester Hotel Reviews

The Inn At Crumpin Fox

The Inn At Crumpin Fox

10/10 Excellent
"Thank you for a lovely stay."
Patricia 2-night trip
Posted 8 hours ago
The Inn At Crumpin Fox

Find out more about Winchester

Winchester Castles information

Number of reviews
8,689
Accommodation
0 Castles
Lowest Price
$68
Highest Price
$219

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