Title: Winchester Condominium Resort Rental from CA $65 | Expedia.ca

[Winchester Travel Guide](https://expedia.ca/Winchester.dx5477)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d5477.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d5477.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d5477.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d5477.Travel-Guide-Activities)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d5477.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d5477.Destination-Travel-Guides)

![Winchester which includes heritage architecture as well as a small group of people](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find and Compare Winchester Condo Resort Rentals

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## Check prices for these dates

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Winchester

![Restaurant](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/d84e8ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/6645d7c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/747cfa79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11790000/11785900/11785830/7e106680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premier Inn Winchester

[](https://www.expedia.ca/Winchester-Hotels-Premier-Inn-Winchester.h11785830.Hotel-Information)

8.8/10

Excellent

(3)

"The employees we're very child friendly. Great service!"

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Simone

CA $78

CA $94 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Winchester-Hotels-Premier-Inn-Winchester.h11785830.Hotel-Information)

![Free daily full breakfast](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/76d8d4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/bb296563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/d95a4758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Suite](https://images.trvl-media.com/lodging/36000000/35320000/35310400/35310342/f7a79ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Winchester

[](https://www.expedia.ca/Winchester-Hotels-The-Fox.h35310342.Hotel-Information)

10/10

Exceptional

(174)

"Fabulous room, restaurant and location. If it’s available book it. The Fox team is the best. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Debbie

CA $137

CA $164 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Winchester-Hotels-The-Fox.h35310342.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/9a2e94b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Ensuite | Miscellaneous](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/w1024h765x0y255-874dac83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/e314b94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Twin Room, Private Bathroom (Compact Room)](https://images.trvl-media.com/lodging/3000000/2290000/2281700/2281656/bf9a5d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Winchester

[](https://www.expedia.ca/Winchester-Hotels-31-Queens-Road.h2281656.Hotel-Information)

9.0/10

Wonderful

(220)

"Excellent value for money. Clean and secure. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Josephine

CA $123

CA $147 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Winchester-Hotels-31-Queens-Road.h2281656.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/bb8be00a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Triple Room](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/cd5d4547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/fbe7aa32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Twin Room, 2 Single Beds | Bathroom](https://images.trvl-media.com/lodging/102000000/101260000/101252000/101251994/7dc6b199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn in Winchester

[](https://www.expedia.ca/Winchester-Hotels-The-Cricketers-Inn.h101251994.Hotel-Information)

9.6/10

Exceptional

(25)

"The dinners and breakfasts were wonderful and the inn hosts were amazing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michele

[](https://www.expedia.ca/Winchester-Hotels-The-Cricketers-Inn.h101251994.Hotel-Information)

![Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/0e859055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, British cuisine](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/92c156b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/e65f6383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/b7f3a31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Winchester Hotel & Spa

[](https://www.expedia.ca/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information)

8.6/10

Excellent

(1005)

"Friendly and helpful staff, comfy bed, lovely breakfast, great location and fabulous spa. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Annabel

[](https://www.expedia.ca/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/6d21eba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/ea4a7837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Suite](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/1590ac79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/8000000/7730000/7728500/7728491/1180186e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel du Vin & Bistro Winchester

[](https://www.expedia.ca/Winchester-Hotels-Hotel-Du-Vin-Bistro-Winchester.h7728491.Hotel-Information)

9.0/10

Wonderful

(549)

"The room was very clean, comfortable and it had everything I needed for my stay. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Cliff

CA $163

CA $195 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Winchester-Hotels-Hotel-Du-Vin-Bistro-Winchester.h7728491.Hotel-Information)

![Daily English breakfast (GBP 19.95 per person)](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/dc660f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/ec87b809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/660c1211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/cdb91ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### voco Winchester Hotel & Spa by IHG

[](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester.h3430824.Hotel-Information)

8.8/10

Excellent

(933)

"Lovely big room with everthing needed for a comfortable stay."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Josephine

CA $127

CA $190 total

includes taxes & fees

Jan 16 - Jan 17, 2026

[](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester.h3430824.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/757d6db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/fde9f034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/f64b12c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/3dee05c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Norton Park Hotel, Spa & Manor House

[](https://www.expedia.ca/Winchester-Hotels-Norton-Park.h2773823.Hotel-Information)

8.0/10

Very good

(1007)

"lovely hotel"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Carol

CA $131

CA $157 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Winchester-Hotels-Norton-Park.h2773823.Hotel-Information)

![Double Room](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/9e5d1c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/w698h747x0y0-1051f5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/8d27e6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27600000/27592900/27592827/1c8386ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Winchester

[](https://www.expedia.ca/Winchester-Hotels-The-Black-Hole.h27592827.Hotel-Information)

9.6/10

Exceptional

(16)

"Amazing place to stay with friendly staff, very comfortable beds and best English Breakfast."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

T

CA $198

CA $238 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Winchester-Hotels-The-Black-Hole.h27592827.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/23000000/22260000/22257700/22257620/dbf02c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/23000000/22260000/22257700/22257620/b2424b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/23000000/22260000/22257700/22257620/2065f5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/23000000/22260000/22257700/22257620/d907ff93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn in Winchester

[](https://www.expedia.ca/Winchester-Hotels-The-Old-Vine.h22257620.Hotel-Information)

9.6/10

Exceptional

(215)

"Excellent restaurant. Very helpful staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Helen

CA $234

CA $281 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Winchester-Hotels-The-Old-Vine.h22257620.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/63760aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, Ensuite](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/c8843c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Double Room, Ensuite](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/ae358b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, British cuisine](https://images.trvl-media.com/lodging/4000000/3880000/3878200/3878117/4cc15ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn in Winchester

[](https://www.expedia.ca/Winchester-Hotels-The-Kings-Head.h3878117.Hotel-Information)

8.4/10

Very good

(162)

"The hotel, pub was absolutely perfect. The staff were excellent especially Tarik excuse me if not spelt correctly. All staff were extremely attentive. Room was so cozy, a little in the warm side but we didn’t see the thermostat as slightly hidden. We ate at the pub on Friday, food, drinks all excellent. Breakfast was fresh and hot. We will definitely be back."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Penny

CA $135

CA $163 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Winchester-Hotels-The-Kings-Head.h3878117.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/0f839389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/1472b8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/96f6c866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Double or Twin Room](https://images.trvl-media.com/lodging/15000000/14830000/14821900/14821808/50beda23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn in Winchester

[](https://www.expedia.ca/Winchester-Hotels-The-Running-Horse.h14821808.Hotel-Information)

9.0/10

Wonderful

(306)

"Brilliant place to stay and eat."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

John

CA $69

CA $83 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Winchester-Hotels-The-Running-Horse.h14821808.Hotel-Information)

![Large Double or Twin Room | View from room](https://images.trvl-media.com/lodging/28000000/27050000/27041200/27041136/7f2be058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/28000000/27050000/27041200/27041136/39a39e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/28000000/27050000/27041200/27041136/93312f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Large Double or Twin Room](https://images.trvl-media.com/lodging/28000000/27050000/27041200/27041136/34b10d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Winchester

[](https://www.expedia.ca/Winchester-Hotels-St-Johns-Croft.h27041136.Hotel-Information)

9.6/10

Exceptional

(342)

"Fresh breakfast, lovely hosts and fabulous big rooms."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Kim

CA $202

CA $243 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Winchester-Hotels-St-Johns-Croft.h27041136.Hotel-Information)

![Breakfast, lunch, dinner served; British cuisine ](https://images.trvl-media.com/lodging/1000000/20000/18600/18535/eeef949f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/18600/18535/fdb2afcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double or Twin Room, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/18600/18535/1ac6cfce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/20000/18600/18535/40c500e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Winchester Royal Hotel

[](https://www.expedia.ca/Winchester-Hotels-Winchester-Royal-Hotel.h18535.Hotel-Information)

8.4/10

Very good

(1000)

"Lovely clean room"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Jayne

CA $167

CA $201 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Winchester-Hotels-Winchester-Royal-Hotel.h18535.Hotel-Information)

![Desk, laptop workspace, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/16000000/15090000/15088000/15087925/fe1e4341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/16000000/15090000/15088000/15087925/43c0d04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/16000000/15090000/15088000/15087925/3b20ef25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/16000000/15090000/15088000/15087925/a6382f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Sutton Scotney South

[](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Sutton-Scotney-South.h15087925.Hotel-Information)

8.2/10

Very good

(493)

"We just wanted something cheap and cheerful.Couldn't have been more happier.Everything we needed, and the staff were lovely."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Andy

CA $54

CA $65 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Sutton-Scotney-South.h15087925.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121580000/121578100/121578063/ac1dd699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/122000000/121580000/121578100/121578063/d8c7697e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121580000/121578100/121578063/c79deb60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121580000/121578100/121578063/94bb2b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winchester

[](https://www.expedia.ca/Winchester-Hotels-Aethelred-Annexe-New-Build-With-Full-Amenities.h121578063.Hotel-Information)

10/10

Exceptional

(1)

"Had a lovely stay at the Aethelred Annexe! Great amenities and an incredibly generous host. It felt very warm and cozy and the bed was super comfy. Great location for a quick drive/ bus into the city centre. Would absolutely recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrea W.

CA $133

CA $162 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Winchester-Hotels-Aethelred-Annexe-New-Build-With-Full-Amenities.h121578063.Hotel-Information)

![Deluxe Double Room](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/4b5beaba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/9cf26637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/c1f92a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, soundproofing, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/dbed426e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Winchester Wessex Hotel by Sunday

[](https://www.expedia.ca/Winchester-Hotels-Winchester-Wessex-Hotel-By-Sunday.h4799.Hotel-Information)

7.6/10

Good

(1011)

"Excellent staff service and great location of hotel"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Adam

CA $107

CA $128 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Winchester-Hotels-Winchester-Wessex-Hotel-By-Sunday.h4799.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/5000000/4400000/4395300/4395298/36d3b4e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/5000000/4400000/4395300/4395298/26e620e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/5000000/4400000/4395300/4395298/af73938d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room](https://images.trvl-media.com/lodging/5000000/4400000/4395300/4395298/1698044c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn in Winchester

[](https://www.expedia.ca/Winchester-Hotels-Wykeham-Arms.h4395298.Hotel-Information)

9.4/10

Exceptional

(390)

"Ideal place to stay for Winchester. So much so I should not be telling you about it. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Douglas

CA $206

CA $247 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Winchester-Hotels-Wykeham-Arms.h4395298.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99900000/99895600/99895575/858d7b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/100000000/99900000/99895600/99895575/3e3d2ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/100000000/99900000/99895600/99895575/956d2093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Room](https://images.trvl-media.com/lodging/100000000/99900000/99895600/99895575/49ca962c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kyoto Rooms

[](https://www.expedia.ca/Winchester-Hotels-Kyoto-Rooms.h99895575.Hotel-Information)

9.2/10

Wonderful

(63)

"A fabulous find! Right in the heart of the city, only 7 min walk to the Cathedral and Winchester’s vibrant High Street. Comfortable, tastefully decorated room in complimentary style of the Japanese restaurant below. We will definitely be back! "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Paul

CA $124

CA $149 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Winchester-Hotels-Kyoto-Rooms.h99895575.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/db360c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/48ec2847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/6a714f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/b0521da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Marwell Hotel Winchester South

[](https://www.expedia.ca/Winchester-Hotels-Marwell-Hotel.h6330449.Hotel-Information)

7.6/10

Good

(1004)

"Nice facilities, lovely staff "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Helen

CA $94

CA $113 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Winchester-Hotels-Marwell-Hotel.h6330449.Hotel-Information)

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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## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Private vacation homes

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=CABIN)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=RESIDENCE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=CHALET)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=HOUSE_BOAT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=CONDO)

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## Top Winchester Hotel Reviews

![Moxy Southampton](https://images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/92beb57c_y.jpg)

### Moxy Southampton

10/10 Excellent

"Outstanding service, amazing atmosphere and wonderful facilities. Whatever type of trip you're on this hotel has you covered."

[](https://expedia.ca/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information)

![Winchester Wessex Hotel by Sunday](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/3ac6caac_y.jpg)

### Winchester Wessex Hotel by Sunday

10/10 Excellent

"Hotel is in an amazing location. It had a lovely set up with attractive looking bar & lounge area. Breakfast was just right with good hot & cold choices. Room was lovely & comfortable with good views of the cathedral, only slight criticism was the bathroom was a bit tired, there’s lots of marks on the floor & the bath seemed heavily stained but it did still seem clean. All the staff we encountered were all friendly, approachable & professional. We would definitely stay here again."

[](https://expedia.ca/Winchester-Hotels-Winchester-Wessex-Hotel-By-Sunday.h4799.Hotel-Information)

![Leonardo Hotel Southampton ](https://images.trvl-media.com/lodging/2000000/1180000/1178300/1178290/0c96afed_y.jpg)

### Leonardo Hotel Southampton 

10/10 Excellent

"Nice room. Nice staff. Lewis was really friendly and made us feel welcome. He sorted out the missing hairdyer too. Give that man a pay rise!! "

[](https://expedia.ca/Southampton-Hotels-Jurys-Inn-Southampton.h1178290.Hotel-Information)

![ Marwell Hotel Winchester South](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/7c47fceb_y.jpg)

###  Marwell Hotel Winchester South

10/10 Excellent

"we were made feel very welcome by our receptionist Ruby She went over and above to make sure that everything about our trip flowed smoothly. We had dinner in the restaurant it was excellent ...cooked to perfection "

[](https://expedia.ca/Winchester-Hotels-Marwell-Hotel.h6330449.Hotel-Information)

![DoubleTree by Hilton Southampton](https://images.trvl-media.com/lodging/1000000/20000/10400/10397/545dc144_y.jpg)

### DoubleTree by Hilton Southampton

10/10 Excellent

"Great room, location and staff"

[](https://expedia.ca/Southampton-Hotels-DoubleTree-By-Hilton-Hotel-Southampton.h10397.Hotel-Information)

![Leonardo Royal Southampton Grand Harbour](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/662fccb6_y.jpg)

### Leonardo Royal Southampton Grand Harbour

10/10 Excellent

"Yes very clean and staff very helpful thanks"

[](https://expedia.ca/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information)

![Meon Valley Hotel, Golf & Country Club](https://images.trvl-media.com/lodging/1000000/50000/47800/47731/0e19fdb3_y.jpg)

### Meon Valley Hotel, Golf & Country Club

10/10 Excellent

"."

[](https://expedia.ca/Southampton-Hotels-Meon-Valley-Hotel.h47731.Hotel-Information)

![Harbour Hotel Southampton](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg)

### Harbour Hotel Southampton

10/10 Excellent

"Very nice hotel indeed. Room was big and very comfortable. Very modern feel too. Bar and restaurant really nice too. Definitely recommend it. "

[](https://expedia.ca/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information)

![voco Winchester Hotel & Spa by IHG](https://images.trvl-media.com/lodging/4000000/3440000/3430900/3430824/bec3fe8c_y.jpg)

### voco Winchester Hotel & Spa by IHG

10/10 Excellent

"Really good hotel, great staff and very clean, well equipped. There were some issues, seemed really understaffed the first two nights, so quite long waits at the bar a, but the bit that really got my goat was the bwto be sergeant major "

[](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester.h3430824.Hotel-Information)

## Find out more about Winchester

## Winchester Condo Resorts information

| Number of reviews | 8,894           |
| ----------------- | --------------- |
| Accommodation     | 0 Condo Resorts |
| Lowest Price      | CA $65          |
| Highest Price     | CA $281         |

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- [Flights from Hamilton (YHM) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yhm/sou/hamilton-to-southampton)
- [Flights from Halifax (YHZ) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yhz/sou/halifax-to-southampton)
- [Flights from Kitchener (YKF) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/ykf/sou/kitchener-to-southampton)
- [Flights from Owen Sound (YOS) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yos/sou/owen-sound-to-southampton)
- [Flights from Ottawa (YOW) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yow/sou/ottawa-to-southampton)
- [Flights from Windsor (YQG) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yqg/sou/windsor-to-southampton)
- [Flights from Montreal (YUL) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yul/sou/montreal-to-southampton)
- [Flights from Vancouver (YVR) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yvr/sou/vancouver-to-southampton)
- [Flights from Winnipeg (YWG) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/ywg/sou/winnipeg-to-southampton)
- [Flights from Calgary (YYC) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yyc/sou/calgary-to-southampton)
- [Flights from St. John's (YYT) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yyt/sou/st-johns-to-southampton)
- [Flights from Toronto (YYZ) to Southampton (SOU) ](https://www.expedia.ca/lp/flights/yyz/sou/toronto-to-southampton)

- [City Museum ](https://www.expedia.ca/City-Museum-Winchester.d6092091.Vacation-Attraction)
- [Visit Chandler's Ford ](https://www.expedia.ca/Eastleigh-Chandlers-Ford.dx553248634839114381)
- [Visit Hinton Ampner ](https://www.expedia.ca/Hinton-Ampner.dx3000402454)
- [Hospital of St Cross ](https://www.expedia.ca/Hospital-Of-St-Cross-Winchester.d6279761.Vacation-Attraction)
- [Visit Itchen Abbas ](https://www.expedia.ca/Itchen-Abbas.dx3000434989)
- [Visit King's Somborne ](https://www.expedia.ca/Kings-Somborne.dx3000410040)
- [Sir Harold Hillier Gardens ](https://www.expedia.ca/Sir-Harold-Hillier-Gardens-Romsey.d6280602.Vacation-Attraction)
- [Winchester Cathedral ](https://www.expedia.ca/Winchester-Cathedral-Winchester.d6092087.Vacation-Attraction)
- [Winchester City Mill ](https://www.expedia.ca/Winchester-City-Mill-Winchester.d6258721.Vacation-Attraction)
- [Winchester Science Centre and Planetarium ](https://www.expedia.ca/Winchester-Science-Centre-And-Planetarium-Winchester.d6265020.Vacation-Attraction)

- [Car rental Eastleigh ](https://www.expedia.ca/Car-Rentals-In-Eastleigh.d4631.Car-Rental-Guide)
- [Car rentals near The Race Centre ](https://www.expedia.ca/Car-Rentals-In-The-Race-Centre.d553248621532491559.Car-Rental-Guide)
- [Car rentals near Hampshire ](https://www.expedia.ca/Destinations-In-Hampshire.d603237.Car-Rental-Destinations)

- [Hampshire Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hampshire.d603237.Vacation-Rental-Destinations)