Winsor Vacations 2025

Top Winsor hotels deals

Leonardo Royal Southampton Grand Harbour

West Quay Road, Southampton, England

Free cancellation

Reserve now, pay when you stay

CA $100

CA $120 total

includes taxes & fees

30 Jan - 31 Jan

Book a stay at this spa hotel in Southampton. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Southampton Cruise Terminal and Old City Walls are located nearby.

Pool

Spa

Moxy Southampton

Harbour Parade, Southampton, England

Free cancellation

Reserve now, pay when you stay

CA $84

CA $101 total

includes taxes & fees

23 Feb - 24 Feb

Stay at this 3-star eco-certified hotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Southampton Cruise Terminal and The Quays are located nearby.

The Winchester Hotel & Spa

Worthy Lane, Winchester, England

Free cancellation

Reserve now, pay when you stay

CA $106

CA $127 total

includes taxes & fees

26 Jan - 27 Jan

Stay at this 4-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Theatre Royal Winchester and Westgate Museum are located nearby.

Pool

Hot tub

Leonardo Hotel Southampton

1 Charlotte Place, Southampton, England

Free cancellation

CA $83

CA $99 total

includes taxes & fees

4 Feb - 5 Feb

Stay at this 4-star eco-certified hotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Southampton Cruise Terminal and Southampton Guildhall are located nearby.

Free WiFi

Restaurant

Holiday Inn Express Southampton M27 Jct7, an IHG Hotel

Botley Road, West End, Southampton, England

Free cancellation

CA $68

CA $82 total

includes taxes & fees

9 Feb - 10 Feb

Stay at this 3-star eco-certified hotel in Southampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Southampton Cruise Terminal and Utilita Bowl are located nearby.

Harbour Hotel Southampton

5 Maritime Walk, Ocean Village, Southampton, England

Free cancellation

CA $224

CA $269 total

includes taxes & fees

23 Feb - 24 Feb

Stay at this 5-star luxury hotel in Southampton. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Southampton Cruise Terminal and Ocean Village Marina are located nearby.

Pool

Spa

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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

Southampton Cruise Terminal

4.5/5(51 reviews)

Explore the waterfront in Southampton with a trip to Southampton Cruise Terminal. Wander around the area's the lush forest or experience its entertainment choices.

Mayflower Theatre

5/5(1 review)

Enjoy a performance at Mayflower Theatre, a theater with a story to tell in Southampton. Experience the area's entertainment choices and acclaimed theater scene.

University of Southampton

3.5/5(7 reviews)

Enjoy the collegiate vibe when you visit University of Southampton, during your travels in Southampton. Wander the area's lush forest or simply enjoy one of its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Winsor?

Travelocity provides package deals to Winsor, including hotels and flights, starting at just . With all the extra cash, you could book some popular tours or perhaps even add a few extra days to your exciting getaway.

Where can I get the best vacation package deals for Winsor?

Travelocity is here to help you snap up an awesome Winsor package deal. With as many as 400 airlines and 1,000,000 properties across the world, you’re bound to find the perfect mix.

Why should I purchase my Winsor vacation bundle via Travelocity?

You’ll not only save lots, but you’ll also have access to our 24/7 support, top-notch service and a Price Match Guarantee. Journey across the world, uncover lesser-known sights and make lifelong memories — we’ll take care of the important details.

Can I save money on my Winsor car rental if I book it with a hotel or flight?

With a Winsor vacation package, you can bundle your hotel, flight and car bookings and save loads. If you want to see the best of this awesome region, why not start with Big Ben? This well-known sight is 121 kilometers from Winsor. With your own wheels, you’ll be there belong long.

Which airport is best for Winsor?

Chances are you’ll touch down at Heathrow Airport (LHR), which is 97 kilometers northeast of downtown Winsor. Bristol Intl. Airport (BRS) (97 kilometers away from central Winsor) and Southampton Airport (SOU) (13 kilometers away from central Winsor) are other options.

Where should I stay when visiting Winsor?

The Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig is the top choice of many visitors. Book soon to avoid missing out.