Lodging Image

Compare and book 5 Star hotels in Winsor, Southampton

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Winsor 5 Star Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Winsor 5-star hotels

A marina with boats docked, a modern building with outdoor seating, and a glass-enclosed area.
A waterfront building with multiple floors, a dock area with boats, and a marina.
A balcony with a view of a marina and residential buildings.
A waterfront marina with a multi-level boat dock and a restaurant with outdoor seating.

1. Harbour Hotel Southampton

Harbour Hotel Southampton
Southampton City Centre
United States
John
5.752.621 ₫
6.903.145 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Harbour Hotel Southampton
A brick building with a sign for 'The White Star' dining, bar, and rooms.
A bar area with a bartender, a green bar counter, and a seating area with a red sofa.
A restaurant with wooden furniture, a fireplace, and large windows.
A bar area with wooden furniture, framed posters on the wall, and a green upholstered chair.

2. The White Star Tavern

The White Star Tavern
Southampton City Centre
Singapore
Ding
2.566.128 ₫
3.079.354 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The White Star Tavern
A buffet area with various food items and a coffee station.
A modern lounge area with a bar, seating, and decorative plants.
A bar area with a wooden counter, multiple hanging lights, and a reception desk.
A spa area with a stone wall, a hot tub, and seating with towels.

3. voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG
Winchester
United Kingdom
Anne
2.563.248 ₫
3.075.897 ₫ total
includes taxes & fees
1 Nov - 2 Nov
voco Winchester Hotel & Spa by IHG
A brick building with outdoor seating, awnings, and flower boxes.
A brick building with a sign reading "Ennios" and a chalkboard sign stating "Open for Lunch & Dinner."
A hotel room with a wooden bench, a glass-top table, a mirror, a hanging umbrella, a coffee maker, and a tray with Ennio's coffee and Harrogate water bottles.
A dining table set with white tablecloth, red chairs, and clear glassware.

4. Ennios Boutique Hotel Rooms

Ennios Boutique Hotel Rooms
Southampton City Centre
United Kingdom
Kate
3.231.421 ₫
3.877.705 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Ennios Boutique Hotel Rooms
A large indoor swimming pool with multiple levels and a glass ceiling, surrounded by white columns and large windows.
A cozy cabin interior with a wooden ceiling, a dining area, a kitchen, and a seating area with a sofa and cushions.
A wooden treehouse with a metal roof, surrounded by lush greenery.
A spacious indoor dining area with high ceilings and a glass roof, featuring multiple tables and chairs arranged for dining.

5. Chewton Glen Hotel & Spa

Chewton Glen Hotel & Spa
New Milton
United Kingdom
Jeffrey
13.089.848 ₫
15.707.817 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Chewton Glen Hotel & Spa
A cozy restaurant with a bar area, wooden tables, and a mural on the wall.
A building with a sign reading "The Duke" and a wooden pergola in the garden area.
A wooden table with a newspaper and a vase of flowers, a wooden fence, and a room with a bed and a window.
A bedroom with two beds, a wooden headboard, a desk with a mirror, and a chair.

6. The Duke on The Test

The Duke on The Test
Romsey
United Kingdom
David
2.192.873 ₫
2.631.448 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Duke on The Test
A spacious living area with a large window overlooking a scenic landscape, a dining area with a wooden table, and a cozy seating arrangement.
A bedroom with a large bed, wooden headboard, and a stone-patterned wall.
A wooden cabin interior with a sofa, TV, and kitchen area.
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

7. Sandy Balls Holiday Village by Away Resorts

Sandy Balls Holiday Village by Away Resorts
Fordingbridge
United Kingdom
nicola
Sandy Balls Holiday Village by Away Resorts
A rustic interior with wooden beams, leather seating, and a brick wall.
A bar with wooden beams, a variety of liquor bottles, and a well-lit interior.
An outdoor seating area with wooden tables and chairs, a large striped umbrella, and potted plants.
A room with a window, a table with potted plants, and a chair.

8. The Crown Inn

The Crown Inn
Southampton
Canada
Brad
2.566.128 ₫
3.079.354 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Crown Inn
A bottle of wine and a glass of red wine on a tray by a pool with a view of trees and a clear sky.
A covered patio with a table and chairs, a glass door leading inside, and a view of the garden.
A pathway leading to a white house with a green gate and lanterns.
A table with a glass vase of pink roses, two wine glasses, and a metal bucket containing a bottle of wine.

9. Cedar House Boutique B&B

Cedar House Boutique B&B
Christchurch
United Kingdom
Robert
3.600.068 ₫
4.320.082 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Cedar House Boutique B&B
A sunlit outdoor seating area with a table set for two, overlooking a scenic view.
A building with a sign reading "Little Beach Restaurant Bar & Barbecue."
A bar area with a polished wooden counter, a variety of liquor bottles, and a seating area with chairs and a patterned carpet.
A Nespresso coffee machine on a table with a view of a bed and a mirror reflecting a lamp and a coiled cable.

10. Pebble Beach

Pebble Beach
New Milton
United Kingdom
Benjamin
2.878.614 ₫
3.454.337 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Pebble Beach
Restaurant
An outdoor patio with wooden tables and chairs, surrounded by potted plants and trees.
A wooden playhouse with a slide and climbing wall, surrounded by a grassy yard and trees.
Exterior

11. The Great Bustard

The Great Bustard
Salisbury
United Kingdom
David
6.040.856 ₫
7.249.096 ₫ total
includes taxes & fees
26 Oct - 27 Oct
The Great Bustard
A wooden cabin with a glass table and chairs, a hot tub, and a view of a forested area.
A wooden cabin bedroom with a bed, two bedside tables, a window with curtains, a radiator, and a painting on the wall.
A modern log cabin interior with a kitchen, dining area, and living room.
A wooden cabin kitchen with a central island, white cabinets, a microwave, and a sink.

12. South Winchester Lodges

South Winchester Lodges
Winchester
United Kingdom
Hayley
South Winchester Lodges
A house with a hot tub in front, illuminated by blue and green lights.
A spacious living area with hardwood flooring, a wooden staircase, and a built-in bench with decorative plants.
A modern kitchen with white cabinets and a dining area with a wooden table set for four.
A beach with palm trees, a pier, and a building with a lighthouse.

13. Four Corners Holiday Home with Hot Tub & Sauna

Four Corners Holiday Home with Hot Tub & Sauna
Ferndown
United Kingdom
Nicholas
Four Corners Holiday Home with Hot Tub & Sauna
A two-story house with a brick facade, a tiled roof, and a front garden with potted plants and a patio table with an umbrella.
A narrow street flanked by terraced houses with brick facades and white trim, leading to a gated entrance.
A cozy living room with a fireplace, two green armchairs, a round wooden table with a vase of flowers, and a large window with floral curtains.
A white building with a black door, a street lamp, and a sign reading "Walsingham House No 20."

14. Peaceful Elevated Residential Area - Walk to City

Peaceful Elevated Residential Area - Walk to City
Winchester
Peaceful Elevated Residential Area - Walk to City
Save an average of 15% on thousands of hotels when you're signed in

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 Hotel Southampton

Leonardo Hotel Southampton

1 Charlotte Place Southampton England
1.555.229 ₫
1.866.275 ₫ total
15 Nov - 16 Nov
includes taxes & fees
8.6/10 Excellent! (1,541 reviews)
Leonardo Hotel Southampton
Village Hotel Southampton Eastleigh

Village Hotel Southampton Eastleigh

Bournemouth Road Eastleigh England
1.860.515 ₫
2.232.618 ₫ total
8 Nov - 9 Nov
includes taxes & fees
Village Hotel Southampton Eastleigh
Novotel Southampton

Novotel Southampton

1 West Quay Road Southampton England
1.555.229 ₫
1.866.275 ₫ total
22 Nov - 23 Nov
includes taxes & fees
Novotel Southampton
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.
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
A forested area with a dirt path, tall trees, and dense underbrush.
Photo by Jim Champion

Top Winsor Hotel Reviews

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 1.866.275 ₫
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.