Winsor Holidays

  • Plan, book, travel with confidence

    • Better together

    Save up to S$134 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

Winsor Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Warbrook House Heritage Hotel

Warbrook House Heritage Hotel

4 out of 5
Price was S$1,672, price is now S$1,505 per person
S$1,505
per person
20 Dec - 27 Dec
found 1 day ago
Return direct flight included
Singapore (SIN) to Southampton (SOU)
7.6/10 Good! (756 reviews)
The room was not cleaned properly - red dust ! on the side table - moths in the towel in the bathroom. Food very poor in the restaurant. It’s a shame as the main building is a thing of beauty but the lodges and the food I ordered on the night are very poor. Almost £7.00 for a beer is a little too heavy also.

Reviewed on 7 Oct, 2025

Top hotels in Winsor

The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,007 reviews)
"Very nice stay, friendly staff and dinner was amazing."

Reviewed on 7 Oct, 2025

Get rates
The Winchester Hotel & Spa
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

4 out of 5
West Quay Road, Southampton, England
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 26 Oct to 27 Oct
S$133
26 Oct - 27 Oct
includes taxes & fees
8.6/10 Excellent! (1,637 reviews)
"My stay was only one night. When booking the picture portrayed the hotel having lots of boats etc and near water. There was none! The staff was very helpful and friendly. There was a wedding and tge vibrations from the music and pontoon the floor above us kept us from having a the quietness needed ..."

Reviewed on 30 Sept, 2025

Leonardo Royal Southampton Grand Harbour
Harbour Hotel Southampton

Harbour Hotel Southampton

5 out of 5
5 Maritime Walk, Ocean Village, Southampton, England
Fully refundableReserve now, pay when you stay
The price is S$286 per night from 19 Oct to 20 Oct
S$286
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Modern with great views of the river Top quality hotel"

Reviewed on 6 Oct, 2025

Harbour Hotel Southampton
See all 2,884 properties in Winsor
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.

Popular places to visit

Mayflower Theatre which includes signage and theatre scenes

Mayflower Theatre

From touring West End musicals to magic shows, stand-up comedy to children’s entertainment, this historic theater serves up Southampton’s best entertainment.

Mayflower Theatre
Exbury Gardens and Steam Railway

Exbury Gardens and Steam Railway

All aboard for a classic steam railway journey through gorgeous Hampshire woodlands and colorful flower displays packed with fascinating and rare blooms.

Exbury Gardens and Steam Railway
Netley Abbey

Netley Abbey

Find out about the history of Southampton with a stop at Netley Abbey. Wander the lush forest and waterfront in the area.

Netley Abbey

What to do in Winsor

Courtesy of English Heritage

Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor

S$340
per adult
88% of travellers recommend
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor
Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

S$227
per adult
100% of travellers recommend
Stonehenge Tour from Southampton to London
Portsmouth: Old Portsmouth Historical Walking Tour

Portsmouth: Old Portsmouth Historical Walking Tour

S$17
per adult
Portsmouth: Old Portsmouth Historical Walking Tour
See all activities in Winsor

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.