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 availability on Winchester Stays with Private Pool

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Winchester stays with a private pool

A traditional brick building with a red door, multiple windows, and outdoor seating area with wicker chairs.

1. The Old Vine

The Old Vine
4.0 star property
Winchester City Center
9.6 out of 10, Exceptional, (249 reviews)
"Staff was excellent. Food in restaurants were very good. Plenty of option and good portions"
United States
Dennis
$155 nightly
The price is $186
Nov 15 - Nov 16
Total with taxes and fees
The Old Vine
A bedroom with a metal bed frame, a stone-patterned wall, a window with curtains, and a mounted fire alarm.

2. The Black Hole

The Black Hole
3.0 star property
Winchester City Center
9.6 out of 10, Exceptional, (39 reviews)
"Really great B&B, staff were lovely and really helpful. Would definitely recommend"
United Kingdom
Max
$155 nightly
The price is $186
Nov 29 - Nov 30
Total with taxes and fees
The Black Hole
A brick building with a garden, a patio with outdoor furniture, and a view of a town in the background.

3. St John's Croft

St John's Croft
4.0 star property
Winnall
9.6 out of 10, Exceptional, (386 reviews)
"Nice host, great breakfast, quiet location."
United Kingdom
James
$152 nightly
The price is $182
Nov 9 - Nov 10
Total with taxes and fees
St John's Croft
An outdoor patio with a wooden table and chairs, a black umbrella, and a small garden with plants and a decorative birdhouse.

4. Kyoto Rooms

Kyoto Rooms
3.0 star property
Winchester City Center
9.0 out of 10, Wonderful, (91 reviews)
"Staff were helpful and efficient on arrival. Shown to my room which was clean, warm and had all I needed. Only issue was the tv on the wall was rather small. Car parks were available fairly close by."
United Kingdom
Terence
$93 nightly
The price is $112
Nov 10 - Nov 11
Total with taxes and fees
Kyoto Rooms
A brick pathway leading to a building with a sign reading "Hotel du Vin & Bistro Garden Rooms."

5. Hotel du Vin & Bistro Winchester

Hotel du Vin & Bistro Winchester
4.0 star property
Winchester City Center
9.0 out of 10, Wonderful, (589 reviews)
"Excellent hotel. On site parking a bonus."
United Kingdom
John
$122 nightly
The price is $147
Nov 15 - Nov 16
Total with taxes and fees
Hotel du Vin & Bistro Winchester
A two-story house with a brick facade, a tiled roof, and a front entrance. There are potted plants and flowers around the entrance, and a brick pathway leading to the door.

6. 31 Queens Road

31 Queens Road
3.5 star property
Winchester
9.0 out of 10, Wonderful, (227 reviews)
"We were greated by the kindest host who gave us many helpful tips and made us feel at home. The room was nice, clean and in walking distance/bus distance to city centre - and breakfast was very good. Highly recommend staying here."
Denmark
Sofie Helene
$111 nightly
The price is $134
Nov 16 - Nov 17
Total with taxes and fees
31 Queens Road
A spacious indoor pool area with lounge chairs and a hot tub.

7. The Winchester Hotel & Spa

The Winchester Hotel & Spa
4.0 star property
Hyde
8.6 out of 10, Excellent, (1,005 reviews)
"Very friendly staff who were very approachable."
United Kingdom
gerald
$91 nightly
The price is $109
Nov 15 - Nov 16
Total with taxes and fees
The Winchester Hotel & Spa
A grand entrance with a black door, a white ceiling with a chandelier, and a wooden staircase.

8. Winchester Royal Hotel

Winchester Royal Hotel
4.0 star property
Winchester City Center
8.4 out of 10, Very good, (1,002 reviews)
"Comfortable room and helpful staff"
United Kingdom
Jonathan
$75 nightly
The price is $89
Nov 15 - Nov 16
Total with taxes and fees
Winchester Royal Hotel
Room

9. Premier Inn Winchester

Premier Inn Winchester
3.0 star property
Winnall
8.4 out of 10, Very good, (25 reviews)
"Room was clean and nice."
United States
tessa
$67 nightly
The price is $80
Nov 15 - Nov 16
Total with taxes and fees
Premier Inn Winchester
A bedroom with a bed, bedside tables, a bench, a chandelier, and a window with a view.

10. Westgate Winchester

Westgate Winchester
4.0 star property
Winchester City Center
8.4 out of 10, Very good, (284 reviews)
"Wonderful stay, staff, breakfast."
United States
Des
$85 nightly
The price is $102
Nov 16 - Nov 17
Total with taxes and fees
Westgate Winchester
A bar area with a green wall, a bar counter, and seating.

11. 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)
"Very dated and over priced."
United Kingdom
Ross
$88 nightly
The price is $105
Nov 15 - Nov 16
Total with taxes and fees
Winchester Wessex Hotel by Sunday
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

12. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
$101 nightly
The price is $122
Nov 9 - Nov 10
Total with taxes and fees
Settle Winchester
A hotel room with a bed, pillows, a nightstand, a lamp, and a window with curtains.

13. The Cricketers Inn

The Cricketers Inn
3.0 star property
Winchester
9.6 out of 10, Exceptional, (29 reviews)
"Pleasant pub with fairly basic room, but clean and comfortable. Excellent food and friendly staff. We throughly enjoyed our stay."
United Kingdom
William
$137 nightly
The price is $165
Nov 10 - Nov 11
Total with taxes and fees
The Cricketers Inn
Front of property

14. Lainston House Hotel

Lainston House Hotel
4.0 star property
Winchester
9.4 out of 10, Exceptional, (225 reviews)
"Very nice stay in a stately home. Staff are extremely friendly and helpful, and the food is high quality"
United Kingdom
Gareth
$305 nightly
The price is $367
Nov 10 - Nov 11
Total with taxes and fees
Lainston House Hotel
A cozy interior with a stone floor, wooden furniture, and a fireplace.

15. The Running Horse

The Running Horse
4.0 star property
Winchester
9.0 out of 10, Wonderful, (361 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
$65 nightly
The price is $78
Nov 15 - Nov 16
Total with taxes and fees
The Running Horse
A spa area with a stone wall, a hot tub, and seating with towels.

16. 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)
"Good location, easy parking, good meal choice, nice lounge area, would certainly recommend"
United Kingdom
Anne
$105 nightly
The price is $126
Nov 15 - Nov 16
Total with taxes and fees
voco Winchester Hotel & Spa by IHG
A traditional brick building with ivy-covered walls and a sign indicating it is the King's Head pub.

17. The Kings Head

The Kings Head
4.0 star property
Winchester
8.6 out of 10, Excellent, (208 reviews)
"Excellent stay, wonderful staff, accommodation and location."
United States
Andrew
$119 nightly
The price is $143
Nov 13 - Nov 14
Total with taxes and fees
The Kings Head
A hotel room with a large bed, a sofa, a desk, and a window with curtains.

18. 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, (587 reviews)
"Ideal location for a visit to Winchester"
United Kingdom
Diane
$39 nightly
The price is $47
Nov 15 - Nov 16
Total with taxes and fees
Days Inn by Wyndham Sutton Scotney South
A spacious lobby with a reception desk, seating area, and a large chandelier.

19. Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House
4.0 star property
Winchester
8.0 out of 10, Very good, (1,000 reviews)
"Very happy with our stay."
United Kingdom
Tom
$89 nightly
The price is $107
Dec 6 - Dec 7
Total with taxes and fees
Norton Park Hotel, Spa & Manor House
A treehouse with a glass bridge connecting to a wooden structure.

20. Marwell Hotel Winchester South

Marwell Hotel Winchester South
3.0 star property
Winchester
7.6 out of 10, Good, (1,005 reviews)
"The location was excellent 👍 Very quiet and breakfast was delicious."
United Kingdom
Natsuko
$70 nightly
The price is $84
Nov 15 - Nov 16
Total with taxes and fees
Marwell Hotel Winchester 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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Stays with Private Pool in Winchester

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This page helps travelers discover stays with private pools in Winchester, highlighting accommodations that offer exclusive pool access for added comfort and privacy. Explore frequently updated options across top neighborhoods, perfect for relaxing, entertaining, or enjoying a more secluded getaway experience.

Top Winchester Hotel Reviews