A large red brick building with a central entrance flanked by columns, a fountain in front, and trees on either side.

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Winchester chalets

Deluxe Double Room, 1 Double Bed, Ensuite, City View | View from property

1. The Old Vine

The Old Vine
4.0 star property
Winchester City Center
9.6 out of 10, Exceptional, (242 reviews)
"Great stay, superb breakfasts are included, including full English breakfast option"
United States
Robert
The price is CA $266
CA $320 total
includes taxes & fees
Oct 12 - Oct 13
The Old Vine
Front of property - evening/night

2. Hotel du Vin & Bistro Winchester

Hotel du Vin & Bistro Winchester
4.0 star property
Winchester City Center
9.0 out of 10, Wonderful, (585 reviews)
"Great location this hotel is a charming and a great place to relax after a walk around Winchester."
United Kingdom
Mark
The price is CA $215
CA $258 total
includes taxes & fees
Oct 4 - Oct 5
Hotel du Vin & Bistro Winchester
Front of property

3. Winchester Royal Hotel

Winchester Royal Hotel
4.0 star property
Winchester City Center
8.4 out of 10, Very good, (1,001 reviews)
"Convenient location. Nice courtyard. Large room."
Canada
Lai Ping
The price is CA $167
CA $200 total
includes taxes & fees
Sep 27 - Sep 28
Winchester Royal Hotel
Front of property

4. St John's Croft

St John's Croft
4.0 star property
Winnall
9.6 out of 10, Exceptional, (374 reviews)
"Nice host, great breakfast, quiet location."
United Kingdom
James
The price is CA $229
CA $275 total
includes taxes & fees
Oct 5 - Oct 6
St John's Croft
Exterior

5. Westgate Winchester

Westgate Winchester
4.0 star property
Winchester City Center
8.4 out of 10, Very good, (262 reviews)
"Very nice and convenient place to stay in Winchester."
United States
Christopher
The price is CA $129
CA $155 total
includes taxes & fees
Oct 5 - Oct 6
Westgate Winchester
Miscellaneous

6. The Black Hole

The Black Hole
3.0 star property
Winchester City Center
9.4 out of 10, Exceptional, (26 reviews)
"Exceptional staff, fantastic breakfast and ideal location!"
United States
VICTOR
The price is CA $166
CA $199 total
includes taxes & fees
Sep 27 - Sep 28
The Black Hole
Lunch and dinner served

7. The Winchester Hotel & Spa

The Winchester Hotel & Spa
4.0 star property
Hyde
8.6 out of 10, Excellent, (1,001 reviews)
"Loved every bit of our stay, room & facilities were great, delicious breakfast & staff were so polite & courteous, especially Shelly on reception, highly recommended!"
United Kingdom
Deborah
The price is CA $142
CA $170 total
includes taxes & fees
Oct 18 - Oct 19
The Winchester Hotel & Spa
Front of property

8. Lainston House Hotel

Lainston House Hotel
4.0 star property
Winchester
9.4 out of 10, Exceptional, (223 reviews)
"Very nice stay in a stately home. Staff are extremely friendly and helpful, and the food is high quality"
United Kingdom
Gareth
The price is CA $470
CA $564 total
includes taxes & fees
Oct 2 - Oct 3
Lainston House Hotel
Front of property

9. Wykeham Arms

Wykeham Arms
4.0 star property
Winchester City Center
9.4 out of 10, Exceptional, (433 reviews)
"Proper old English pub feel and atmosphere right in the heart of Winchester. Staff very helpful, friendly and clearly well trained. Food was excellent and of good value."
United Kingdom
George
The price is CA $201
CA $241 total
includes taxes & fees
Sep 20 - Sep 21
Wykeham Arms
Exterior

10. Premier Inn Winchester

Premier Inn Winchester
3.0 star property
Winnall
8.6 out of 10, Excellent, (21 reviews)
"Room was clean and nice."
United States
tessa
The price is CA $81
CA $97 total
includes taxes & fees
Oct 18 - Oct 19
Premier Inn Winchester
Exterior

11. voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG
5.0 star property
Winchester
8.8 out of 10, Excellent, (1,000 reviews)
"Modern hotel with air con. We enjoyed the hotel spa and there were many breakfast options"
United States
Dana
The price is CA $143
CA $172 total
includes taxes & fees
Oct 18 - Oct 19
voco Winchester Hotel & Spa by IHG
Exterior detail

12. Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday
4.0 star property
Winchester City Center
7.6 out of 10, Good, (1,000 reviews)
"Well located in centre of town and with a view of the cathedral."
United Kingdom
Colin
The price is CA $137
CA $164 total
includes taxes & fees
Oct 18 - Oct 19
Winchester Wessex Hotel by Sunday
Front of property

13. Kyoto Rooms

Kyoto Rooms
3.0 star property
Winchester City Center
9.0 out of 10, Wonderful, (79 reviews)
"The location was wonder, right next to the Old Mill. Excellent coffee was provided in the room, and the bathrooms super modern. In addition, the room was spacious, and the old fireplace was such a cozy touch!"
United States
Kimberlee
The price is CA $116
CA $139 total
includes taxes & fees
Oct 4 - Oct 5
Kyoto Rooms
Front of property

14. The Fox

The Fox
4.0 star property
Winchester
10.0 out of 10, Exceptional, (213 reviews)
"Quite peaceful stay away from major towns, staff thoughtful and willing, nice room with large bed (some low ceilings). Excellent evening meal."
United Kingdom
Barry
The price is CA $187
CA $225 total
includes taxes & fees
Oct 14 - Oct 15
The Fox
Exterior

15. 31 Queens Road

31 Queens Road
3.5 star property
Winchester
9.0 out of 10, Wonderful, (227 reviews)
"A very comfortable property just by the main hospital."
United Kingdom
Liz
The price is CA $156
CA $187 total
includes taxes & fees
Sep 24 - Sep 25
31 Queens Road
Front of property

16. The Running Horse

The Running Horse
4.0 star property
Winchester
9.0 out of 10, Wonderful, (355 reviews)
"Traveling from the USA , this is the second time we have stayed here visiting family in the area, great location , food and staff."
United States
Jeremy
The price is CA $86
CA $103 total
includes taxes & fees
Oct 11 - Oct 12
The Running Horse
Exterior

17. Saskia's Rooms

Saskia's Rooms
2.0 star property
Winchester City Center
The price is CA $172
CA $206 total
includes taxes & fees
Oct 5 - Oct 6
Saskia's Rooms
Double Room

18. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
The price is CA $73
CA $188 total
includes taxes & fees
Oct 4 - Oct 5
Settle Winchester
Terrace/patio

19. The Cricketers Inn

The Cricketers Inn
3.0 star property
Winchester
9.8 out of 10, Exceptional, (27 reviews)
"The dinners and breakfasts were wonderful and the inn hosts were amazing."
United States
Michele
The price is CA $180
CA $216 total
includes taxes & fees
Sep 20 - Sep 21
The Cricketers Inn
Exterior

20. Days Inn by Wyndham Sutton Scotney South

Days Inn by Wyndham Sutton Scotney South
3.0 star property
Winchester
8.2 out of 10, Very good, (573 reviews)
"Ideal location for a visit to Winchester"
United Kingdom
Diane
The price is CA $56
CA $67 total
includes taxes & fees
Sep 20 - Sep 21
Days Inn by Wyndham Sutton Scotney South
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

voco Southampton by IHG

voco Southampton by IHG

10/10 Excellent
"Very clean, modern. Staff were very helpful."
Leslie 1-night trip
Posted 1 hour ago
voco Southampton by IHG

Find out more about Winchester

Winchester Chalets information

Number of reviews
4,646
Accommodation
127 Chalets
Lowest Price
CA $67
Highest Price
CA $564