Winsor Hotels from S$54

    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 prices for these dates

Tonight
17 Jul - 18 Jul
Tomorrow
18 Jul - 19 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Winsor hotels

Albion Hotel
Enjoy a refreshing drink at our stylish bar, featuring a selection of bottled beverages and a decorative fruit arrangement.

Albion Hotel

3.5 star property
10.0 out of 10, Exceptional, (14)
"Fantastic position, great food, comfy beds."
The price is S$301
includes taxes & fees
20 Jul - 21 Jul
Albion Hotel
Sentry Mead
Experience the charm of SENTRY MEAD, a traditional Tudor-style residence with a beautifully manicured garden and outdoor seating area.

Sentry Mead

3.5 star property
9.8 out of 10, Exceptional, (87)
"Beautiful property and hospitable staff. A little gem. Would return. "
Sentry Mead
One Holyrood Hotel
Guests can enjoy a toast with friends in a relaxed outdoor setting.

One Holyrood Hotel

3.0 star property
9.2 out of 10, Wonderful, (219)
"Good location. Dated facilities. Did not have clothes dryer (tumbler) as advertised. Small double bed. Small television. "
The price is S$241
includes taxes & fees
20 Jul - 21 Jul
One Holyrood Hotel
The Beach House
Stately Victorian-style building with a prominent bay window and corner turret, set amidst a beautifully maintained garden.

The Beach House

2.5 star property
8.8 out of 10, Excellent, (48)
"Lovely hotel and fantastic service Great views and easy access to the beach"
The price is S$201
includes taxes & fees
20 Jul - 21 Jul
The Beach House
Commodore Hotel Bournemouth by Greene King Inns
Enjoy a serene beach experience with gentle waves and a scenic pathway along the shore.

Commodore Hotel Bournemouth by Greene King Inns

3.0 star property
8.4 out of 10, Very good, (317)
"We had a very pleasant stay and the breakfast selection was very nice."
The price is S$155
includes taxes & fees
13 Aug - 14 Aug
Commodore Hotel Bournemouth by Greene King Inns
Langtry Manor Hotel
Classic four-poster bed with a canopy, fireplace, and elegant furnishings.

Langtry Manor Hotel

3.5 star property
8.6 out of 10, Excellent, (362)
"Another great stay, i will be back again soon."
Langtry Manor Hotel
The Ravensbourne Hotel
Relax in a serene outdoor space with a comfortable seating area, pergola, and lush greenery.

The Ravensbourne Hotel

2.5 star property
9.0 out of 10, Wonderful, (154)
"Very welcoming, property and room clean and tidy, can recommend and would stay again."
The price is S$99
includes taxes & fees
24 Jul - 25 Jul
The Ravensbourne Hotel
Derby Manor
Welcome to this charming two-story building with a warm and inviting entrance.

Derby Manor

4.0 star property
9.2 out of 10, Wonderful, (608)
"We had a perfect stay!"
Derby Manor
Carrington House Hotel
Enjoy a serene beachside escape with access to the ocean and beautiful views.

Carrington House Hotel

3.0 star property
6.6 out of 10, (1002)
"Very helpful staff great place to stay will definitely come back "
The price is S$89
includes taxes & fees
20 Jul - 21 Jul
Carrington House Hotel
South Lawn Hotel
Traditional Tudor-style building with a symmetrical facade, evenly spaced windows, and a well-maintained garden.

South Lawn Hotel

3.0 star property
9.2 out of 10, Wonderful, (251)
"We enjoyed our stay and would happily recommend this hotel to others."
South Lawn Hotel
Captains Club Hotel
Enjoy a serene view of the marina from the large window in this stylish room, featuring a comfortable bed and a dresser with a mirror.

Captains Club Hotel

4.0 star property
9.6 out of 10, Exceptional, (191)
"We love staying here. Beautiful location. Staff very attentive and look after you at every opportunity. The rooms are spotlessly clean, spacious and comfortable."
The price is S$482
includes taxes & fees
20 Jul - 21 Jul
Captains Club Hotel
Pebble Beach
Relax in style with a comfortable sofa set and dining table overlooking the sea.

Pebble Beach

5.0 star property
8.8 out of 10, Excellent, (457)
"Overlooks sea with fabulous views of the Isle of Wight Needles. Facilities were top notch. Particularly enjoyed soaking in the huge bath with tons of hot water. Bed was very comfortable and the bedding was top quality. Fridge in room was extremely useful as this year has been a heatwave. Would recommend guests use the blackout blinds if they don’t want to be woken by the early morning sunshine. The stairs to the bedrooms are quite steep and narrow so I struggled with my knee injury. I wouldn’t...
The price is S$258
includes taxes & fees
28 Jul - 29 Jul
Pebble Beach
The Kings Arms
Boating

The Kings Arms

4.0 star property
9.2 out of 10, Wonderful, (421)
"Beautiful rooms and a great bar. "
The price is S$194
includes taxes & fees
20 Jul - 21 Jul
The Kings Arms
Chewton Glen Hotel & Spa - an Iconic Luxury Hotel
Enjoy al fresco dining amidst lush greenery and vibrant flowers in this serene garden setting.

Chewton Glen Hotel & Spa - an Iconic Luxury Hotel

5.0 star property
9.6 out of 10, Exceptional, (126)
"Absolutely wonderful stay, nicest hotel we've ever been to. Luxurious bliss."
The price is S$979
includes taxes & fees
21 Jul - 22 Jul
Chewton Glen Hotel & Spa - an Iconic Luxury Hotel
Endeavour House
Guests can enjoy swimming, kayaking, and walking along the beach.

Endeavour House

4.0 star property
9.8 out of 10, Exceptional, (37)
"Owner was very helpful and cooked a really good breakfast. Parking outside the building was very convenient Happy to recommend "
The price is S$241
includes taxes & fees
1 Aug - 2 Aug
Endeavour House
The Mayflower
Experience the charm of The Mayflower, a traditional Tudor-style building with a central entrance and dormer windows.

The Mayflower

4.0 star property
9.0 out of 10, Wonderful, (219)
"Great location, wonderful dinner and breakfast... "
The Mayflower
Village Hotel Bournemouth
Enjoy a drink at the hotel bar with a long counter and stools, TV screen, and wall-mounted sign.

Village Hotel Bournemouth

3.5 star property
7.8 out of 10, Good, (1005)
"Very friendly staff "
The price is S$148
includes taxes & fees
20 Jul - 21 Jul
Village Hotel Bournemouth
The Anchor Inn
Two single beds with white headboards and matching pillows, situated side by side, with a bedside table in between.

The Anchor Inn

3.0 star property
8.6 out of 10, Excellent, (81)
"Overall, I think it's good"
The price is S$120
includes taxes & fees
27 Jul - 28 Jul
The Anchor Inn
Fountain Hotel Isle of Wight by Greene King Inns
Enjoy dining in style with a beautifully set table and comfortable seating, surrounded by elegant artwork and a spacious kitchen area.

Fountain Hotel Isle of Wight by Greene King Inns

3.0 star property
7.8 out of 10, Good, (279)
"Authentic historic property with a great pub and excellent food. Reasonable prices and a great location adjacent to the Red Jet Fast ferry. "
The price is S$125
includes taxes & fees
31 Jul - 1 Aug
Fountain Hotel Isle of Wight by Greene King Inns
STANWELL HOUSE
Stanwell House features a classic, symmetrical facade with evenly spaced windows and a prominent entrance.

STANWELL HOUSE

4.0 star property
9.2 out of 10, Wonderful, (47)
"Beautifull place very good service "
The price is S$336
includes taxes & fees
20 Jul - 21 Jul
STANWELL HOUSE
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

10/10 Excellent
"We had an overnight stay before boarding our ship the next day. Parking for me was great and complimentary but I do think there is a charge normally. At reception we were met and our cases were taken care of by the porters, receptionists x 3 were at hand for booking in. We had booked a standard room So I asked if we could upgrade and was given a superior room with balcony and views of the Solent and cheap as chips. Our cases were in the room as we got there No struggle. The bed was a king size and bathroom had bath and separate shower. My only criticism, the step up to the shower was too high for me. Dinner was at Marco Pierre White restaurant and was excellent and at a reasonable price. Our sleep was long and uninterrupted (bliss). Morning coffee provided. Our breakfast experience was one of the best we have had in Southampton say no more. Would we stay here again? Mmmmmm. You bet your life we would. Well Done!! Ken & Jill Haycock. "
ken 1-night trip
Posted 6 hours ago
Leonardo Royal Southampton Grand Harbour

Frequently asked questions

What's the best place for a stay in Winsor?

Located 6.7 mi (10.7 km) from the heart of Winsor, Leonardo Hotel Southampton is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are ibis budget Southampton Centre and Carrington House Hotel. See all available top hotels, or vacation rentals in Winsor.

What are some of the best holiday rentals that Winsor has to offer?

The Cliff House Hotel: This holiday home rental outside of Winsor offers a terrace, a garden and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. See all vacation rentals in Winsor.

If I need to cancel my hotel reservation in Winsor, will I receive a refund?

Yes! Most hotel room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winsor.

What are some accommodation options with pools in Winsor?

Leonardo Royal Southampton Grand Harbour: Hotel, 7-minute walk from WestQuay Shopping Centre. Provides a full-service spa, an indoor pool and a sauna. The Winchester Hotel & Spa and Harbour Hotel Southampton are a couple of other choices with an on-site pool. View all hotels with pools in Winsor.

What is staying in Winsor like?

Travellers to Winsor will find plenty to explore and enjoy. Top sights around the area include Southampton Cruise Terminal and New Forest National Park. In Winsor, there are 4 hotels and other accommodation options to choose from. Find out more about Winsor.

What should I do while I'm visiting Winsor?

Notable places to visit in the surrounding area include Southampton Cruise Terminal and New Forest National Park. You'll also find Paultons Family Theme Park - Home of Peppa Pig World and New Forest Wildlife Park in the area. Take a look at what more there is to see and do in Expedia's Winsor guide.

What's the weather like in Winsor?

The hottest months are usually July and August, with an average temperature of 16°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Winsor is 808 mm.