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Featured Winchester 5 Star hotels

Harbour Hotel Southampton

Harbour Hotel Southampton

5 out of 5
5 Maritime Walk Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from Jun 1 to Jun 2
CA $313
CA $376 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this luxury hotel in Southampton. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,005 reviews)
"Excellent hotel. Staff friendly and helpful, food on 6th delicious, fabulous atmosphere. Room clean and bright. Super comfortable bed and very quiet. Great location for town. Love this hotel and will be staying again."

Reviewed on May 17, 2026

Opens in a new windowHarbour Hotel Southampton
The White Star Tavern

The White Star Tavern

5 out of 5
28 Oxford Street Southampton England
The price is CA $133 per night from Jun 1 to Jun 2
CA $133
CA $160 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this luxury inn in Southampton. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (852 reviews)
"No elevator"

Reviewed on May 17, 2026

Opens in a new windowThe White Star Tavern
Four Seasons Hotel Hampshire

Four Seasons Hotel Hampshire

5 out of 5
Dogmersfield Park, Chalkey Lane Hook England
Fully refundableReserve now, pay when you stay
The price is CA $1,130 per night from Jun 13 to Jun 14
CA $1,130
CA $1,424 total
Jun 13 - Jun 14
includes taxes & fees
Book a stay at this luxury hotel in Hook. Enjoy free WiFi, free parking, and 2 indoor pools. Popular attractions Hart Leisure Centre and Odiham Castle are located ...
9.4/10 Exceptional! (243 reviews)
"Good"

Reviewed on Apr 19, 2026

Opens in a new windowFour Seasons Hotel Hampshire
Ennios Boutique Hotel Rooms

Ennios Boutique Hotel Rooms

5 out of 5
Town Quay Road Southampton England
The price is CA $136 per night from Jun 1 to Jun 2
CA $136
CA $163 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this luxury hotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the restaurant and the helpful ...
9.4/10 Exceptional! (265 reviews)
"We have stayed at Ennio’s on numerous occasions; each and every time, we are guaranteed a warm and friendly welcome (as I believe all guests get). Condition of property is excellent. To top it off there is a lovely restaurant, with a totally authentic Italian vibe- it can appear a little intimidating, ..."

Reviewed on May 15, 2026

Opens in a new windowEnnios Boutique Hotel Rooms
The White Horse

The White Horse

5 out of 5
1 High street Chichester England
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Jun 7 to Jun 8
CA $158
CA $190 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this luxury hotel in Chichester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
9.6/10 Exceptional! (318 reviews)
"All staff so friendly and can’t do enough to make your stay comfortable. Stayed with out dog and must say one of the most dog friendly accommodations we have stayed at. Dinner was great with a fantastic menu. Will be bacn"

Reviewed on May 16, 2026

Opens in a new windowThe White Horse
The Crown Inn

The Crown Inn

5 out of 5
The Square Southampton England
The price is CA $121 per night from May 31 to Jun 1
CA $121
CA $145 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this luxury inn in Southampton. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (395 reviews)
"Classic English accommodations. An updated old Inn, I'll guess 1700s, complete with neighborhood pub on ground floor. Ceilings are still low, hit my head, but learned quickly. I got room 3, a little noisy from staff congregation outside, get a diff one yourself. Old timey pull chain on toilet , hilarious. ..."

Reviewed on May 9, 2026

Opens in a new windowThe Crown Inn
The Duke on The Test

The Duke on The Test

5 out of 5
Greatbridge Rd Romsey England
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Jun 14 to Jun 15
CA $130
CA $156 total
Jun 14 - Jun 15
includes taxes & fees
Book a stay at this luxury B&B in Romsey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (136 reviews)
"."

Reviewed on Apr 25, 2026

Opens in a new windowThe Duke on The Test
South Winchester Lodges

South Winchester Lodges

5 out of 5
The Green Winchester England
Book a stay at this luxury lodge in Winchester. Enjoy free WiFi, free parking, and a golf course. Popular attractions Horsepower The Museum Of The King's Royal ...
9.6/10 Exceptional! (41 reviews)
"Everything was brilliant - hot tub really hot and clean, spotlessly clean lodge, smooth check-in and out. We've been here before, 5 years ago, and will be returning again sometime no doubt!"

Reviewed on May 11, 2026

Opens in a new windowSouth Winchester Lodges
The Vineyard

The Vineyard

5 out of 5
Stockcross Newbury England
Book a stay at this luxury hotel in Newbury. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (261 reviews)
"The family dinner on the Sunday evening was lively with good service. However, my room was fine but there was a persistent bumping noise (?from heating,)coming from the roof space which really disturbed my sleep. I did report this in the morning. Breakfast was over priced, £17 for a poor selection ..."

Reviewed on Jan 20, 2026

Opens in a new windowThe Vineyard
Peaceful Elevated Residential Area - Walk to City

Peaceful Elevated Residential Area - Walk to City

5 out of 5
20, North View Winchester England
Book a stay at this luxury cottage in Winchester. Enjoy free parking, a health club, and a garden. Popular attractions Horsepower The Museum Of The King's Royal ...
Opens in a new windowPeaceful Elevated Residential Area - Walk to City
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Five Star Hotels in Winchester

Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Winchester to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the five star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Winchester 5 star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5 star hotels in Winchester before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

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