Deals on vacations and trips to Winsor

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Winsor flight + hotel vacation packages

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Original White Hart, Ringwood by Marston's Inns

Original White Hart, Ringwood by Marston's Inns

3.5 out of 5
Price was $743, price is now $731 per person
$731
per person
Mar 7 - Mar 10
found 17 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Southampton (SOU)
A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace and a garden are also provided.
Hampshire Court Hotel & Spa

Hampshire Court Hotel & Spa

4 out of 5
Price was $1,775, price is now $1,140 per person
$1,140
per person
Mar 29 - Apr 2
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Southampton (SOU)
A full-service spa, 2 indoor pools, and 5 indoor tennis courts are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $875, price is now $797 per person
$797
per person
Mar 7 - Mar 10
found 18 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Southampton (SOU)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
The Elephant at the Market

The Elephant at the Market

3.5 out of 5
Price was $792, price is now $763 per person
$763
per person
Mar 7 - Mar 10
found 18 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Southampton (SOU)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas.
White Hart, Andover by Marston's Inns

White Hart, Andover by Marston's Inns

4 out of 5
Price was $766, price is now $741 per person
$741
per person
Mar 7 - Mar 10
found 18 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Southampton (SOU)
A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace is also provided.

Top Winsor hotels deals

Moxy Southampton

Moxy Southampton

3 out of 5
Harbour Parade Southampton England
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $85 total per night
$85 total
Jan 18 - Jan 19
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack bar/deli, a communal living room, and a library are also on offer.
Pet friendly
Free WiFi
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place Southampton England
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $72 total per night
$72 total
Jan 19 - Jan 20
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. A coffee shop, dry cleaning, and luggage storage are also on offer.
Free WiFi
Restaurant
Novotel Southampton

Novotel Southampton

4 out of 5
1 West Quay Road Southampton England
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $70 total per night
$70 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a terrace, and a garden are also offered.
Pet friendly
Free WiFi
Village Hotel Southampton Eastleigh

Village Hotel Southampton Eastleigh

4 out of 5
Bournemouth Road Eastleigh England
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $83 total per night
$83 total
Jan 18 - Jan 19
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Hot Tub
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

4 out of 5
West Quay Road Southampton England
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $94 total per night
$94 total
Jan 25 - Jan 26
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the gym, bar/lounge, and snack bar/deli.
Pool
Spa
Harbour Hotel Southampton

Harbour Hotel Southampton

5 out of 5
5 Maritime Walk Southampton England
Free Cancellation
Reserve now, pay when you stay
$178 nightly
The price is $213 total per night
$213 total
Jan 19 - Jan 20
Total with taxes and fees
This luxury hotel features a full-service spa, a marina, and 2 restaurants. Business travelers can take advantage of the free WiFi in public areas. Make the most of the indoor pool and gym, and relax with drinks at one of the 2 bars/lounges.
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

Southampton Cruise Terminal

4.5/5(96 reviews)

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

Southampton Cruise Terminal
University of Southampton

University of Southampton

4.5/5(21 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 lively bars.

University of Southampton
Mayflower Theatre which includes theater scenes and signage

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.

Mayflower Theatre

Frequently asked questions

How much are vacation packages to Winsor?
Travelocity provides package deals to Winsor, including hotels and flights, starting at just $731. 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 75 mi 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 60 mi northeast of downtown Winsor. Bristol Intl. Airport (BRS) (60 mi away from central Winsor) and Southampton Airport (SOU) (8 mi 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.

Photos of local treasures

Browse Winsor vacation photos for more inspiration

Enclosure on Copythorne Common. Copythorne Common was once part of the New Forest's adjacent commons, but was annexed when the Forest's perambulation was fenced and gridded in the 1960s. The Common is now privately owned, but a portion of it north of the M27 motorway is Access Land. On the left of this photo is the southern edge of a four-sided enclosure defined by a bank and external ditch (marked on the OS 1:25000 Explorer map). Mature oak trees are growing on the bank, showing that the enclosure is at least a few hundred years old.
Enclosure on Copythorne Common. Copythorne Common was once part of the New Forest's adjacent commons, but was annexed when the Forest's perambulation was fenced and gridded in the 1960s. The Common is now privately owned, but a portion of it north of the M27 motorway is Access Land. On the left of this photo is the southern edge of a four-sided enclosure defined by a bank and external ditch (marked on the OS 1:25000 Explorer map). Mature oak trees are growing on the bank, showing that the enclosure is at least a few hundred years old.
Earthworks, Copythorne Common Looking west from within the square enclosure on Copythorne Common, a hole and mound are in the foreground, with the western side of the enclosure beyond.
Copythorne Church of England Infant School The school viewed from the Scout field.
Photo by ValP (Creative Commons Attribution-Share Alike 2.0)
Fields and hedgerow. Still some good hedgerows in this area. Very nice cycling route into the New Forest from Southampton.
Photo by Footprints (Creative Commons Attribution-Share Alike 2.0)