5 Stars Hotels in Winsor

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winsor 5 Star Hotels

Tonight
31 Aug - 1 Sep
Tomorrow
1 Sep - 2 Sep
Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep

Top Winsor 5 Star Hotels

Our top choices for Winsor 5-star hotels

Harbour Hotel Southampton
Exterior

Harbour Hotel Southampton

5.0 star property
9.2 out of 10, Wonderful, (1009)
"Clean and quiet with good food upstairs "
The price is ฿6,514
฿7,816 total
includes taxes & fees
29 Sept - 30 Sept
Harbour Hotel Southampton
Chewton Glen Hotel & Spa - an Iconic Luxury Hotel
2 restaurants, breakfast, lunch, dinner served; British cuisine

Chewton Glen Hotel & Spa - an Iconic Luxury Hotel

5.0 star property
9.6 out of 10, Exceptional, (133)
"Lovely property with a nice spa and two good restaurants on site."
The price is ฿16,557
฿19,868 total
includes taxes & fees
8 Sept - 9 Sept
Chewton Glen Hotel & Spa - an Iconic Luxury Hotel
The White Star Tavern
Bar (on property)

The White Star Tavern

5.0 star property
9.4 out of 10, Exceptional, (730)
"Great location, good food, staff lovely"
The price is ฿3,570
฿4,284 total
includes taxes & fees
1 Sept - 2 Sept
The White Star Tavern
Ennios Boutique Hotel Rooms
Executive Superior Double Room | Premium bedding, minibar, in-room safe, desk

Ennios Boutique Hotel Rooms

5.0 star property
9.4 out of 10, Exceptional, (231)
"A nice, clean, simple hotel with a fabulous staff! Everyone was so welcoming and helpful, they made you feel at home. The breakfast and dinner were also lovely. A perfect stop before a cruise. "
Ennios Boutique Hotel Rooms
The Duke on The Test
Terrace/patio

The Duke on The Test

5.0 star property
9.6 out of 10, Exceptional, (104)
"Very comfortable stay in a well presented property, lovely decoration, great bed and very nice restaurant which accommodated us for a late dinner! Highly recommend this property."
The Duke on The Test
The Crown Inn
Lunch and dinner served, local cuisine

The Crown Inn

5.0 star property
9.4 out of 10, Exceptional, (361)
"The staff were overly friendly and accommodating to anything we needed."
The price is ฿2,623
฿3,148 total
includes taxes & fees
28 Sept - 29 Sept
The Crown Inn
Pebble Beach
Superior Suite, Ensuite, Sea View (Bath/Shower) | Garden

Pebble Beach

5.0 star property
8.8 out of 10, Excellent, (467)
"Lovely place, great staff, lovely food and a gorgeous position and view!"
The price is ฿4,001
฿4,801 total
includes taxes & fees
2 Sept - 3 Sept
Pebble Beach
Balincourt Guest House
Dining

Balincourt Guest House

5.0 star property
9.2 out of 10, Wonderful, (277)
"Fantastic stay"
The price is ฿4,003
฿4,803 total
includes taxes & fees
1 Oct - 2 Oct
Balincourt Guest House
Cedar House Boutique B&B
Pool

Cedar House Boutique B&B

5.0 star property
8.6 out of 10, Excellent, (74)
"The property is on the shabby side of chic. Garden area feels unloved. Room was clean, though smelt slightly musty. Breakfast very good. Better options in the area."
The price is ฿6,004
฿7,205 total
includes taxes & fees
1 Sept - 2 Sept
Cedar House Boutique B&B
South Winchester Lodges
Exterior

South Winchester Lodges

5.0 star property
9.6 out of 10, Exceptional, (38)
"An absolutely amazing stay in a brilliant location. A perfect base for a short break, where we enjoyed visits to Bracknell, Stone Henge, Chessington World of Adventures and a lovely visit to nearby Winchester city centre to take in a bit of history and enjoy some fantastic restaurants. We stayed as a family of four with our two young boys. The accomodation was spacious with all the facilities you need for a home away from home. The hot tub was maintained every day, making it convenient for a...
South Winchester Lodges
Four Corners Holiday Home with Hot Tub & Sauna
Luxury House, 4 Bedrooms | 4 bedrooms, individually decorated, individually furnished, desk

Four Corners Holiday Home with Hot Tub & Sauna

5.0 star property
10.0 out of 10, Exceptional, (2)
"A group of us stayed for a weekend around a wedding. Excellent communication from booking onwards. A couple of tiny niggles were sorted straight away Everything was clean and we all had enough room (not your typical holiday let without enough room to open a suitcase)"
Four Corners Holiday Home with Hot Tub & Sauna
Stonehenge Cottages
Luxury Suite, Ensuite | Private kitchen

Stonehenge Cottages

5.0 star property
9.8 out of 10, Exceptional, (104)
"This place is the best we have stayed at in UK. It is not only beautiful and comfortable but the innkeepers have thought of every possible thing. Great bath, nice kitchen, great bed and towels. I appreciated how green the paper goods and soaps are. Great place"
The price is ฿6,877
฿9,563 total
includes taxes & fees
28 Sept - 29 Sept
Stonehenge Cottages
Peaceful Elevated Residential Area - Walk to City
House (3 Bedrooms) | Terrace/patio

Peaceful Elevated Residential Area - Walk to City

5.0 star property
Peaceful Elevated Residential Area - Walk to City
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winsor.
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

West Quay Road, Southampton, England
The price is ฿3,340 per night from 1 Oct to 2 Oct
฿3,340
฿4,009 total
1 Oct - 2 Oct
includes taxes & fees
8.6/10 Excellent! (1,600 reviews)
Still don't see what you're looking for?
See all properties in Winsor.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Winsor

Check out Southampton Cruise Terminal and New Forest National Park—just two of the popular sights around Winsor.

See all hotels in Winsor
Photo
by
Jim Champion
(
CC BY-SA
)
Open Photo by Jim Champion (CC BY-SA) / Cropped from original

Top Winsor Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are the best 5-star hotels in Winsor?
Boasting premium amenities and guest services, our customers rate Ennios Boutique Hotel Rooms as among the top 5-star hotels in Winsor. You'll be in the lap of luxury from the minute you step into the lobby.
How much does it cost to stay in a 5-star hotel in Winsor?
How much you pay for a 5-star hotel in Winsor can vary according to when you decide to travel and how long you plan to stay, among a number of factors. Take advantage of our price per night filter and other search tools to score the best rate on an indulgent stay.

  • Search for the lowest price per night from ฿2,774

What makes a hotel 5 stars in Winsor?
Faultless guest service is the foundation of every 5-star hotel in Winsor. From the moment you arrive, staff are at your beck and call, whether answering room service calls 24/7 or providing in-room massages. Plus, hotels have to offer top-rate conveniences to obtain a 5-star rating. These can include luxury bathrooms, spas or saunas, pools, gourmet kitchens and knowledgeable concierge.