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Winchester Vacation Packages

Build your package with 2 more options

Winchester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,409, price is now $1,224 per person
$1,224
per person
Jul 16 - Jul 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
Book a stay at this business-friendly hotel in Winchester. 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 Winchester Christmas Market and Winchester Guildhall are located nearby.
Novotel Southampton

Novotel Southampton

4 out of 5
Price was $1,492, price is now $1,446 per person
$1,446
per person
Jul 19 - Jul 21
found 20 hours ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
Book a stay at this business-friendly 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 WestQuay Shopping Centre are located nearby.
Hampshire Court Hotel & Spa

Hampshire Court Hotel & Spa

4 out of 5
Price was $1,521, price is now $1,481 per person
$1,481
per person
Jul 19 - Jul 21
found 20 hours ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
Book a stay at this spa hotel in Basingstoke. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Mill Field Nature Reserves and Basing House are located nearby.
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
Price was $1,531, price is now $1,517 per person
$1,517
per person
Jul 19 - Jul 21
found 20 hours ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
Book a stay at this business-friendly 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 WestQuay Shopping Centre are located nearby.

Winchester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,526, price is now $1,390 per person
$1,390
per person
Aug 6 - Aug 10
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Southampton (SOU)
Novotel Southampton

Novotel Southampton

4 out of 5
Southampton City Centre
Price was $1,492, price is now $1,446 per person
$1,446
per person
Jul 19 - Jul 21
found 20 hours ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
Hampshire Court Hotel & Spa

Hampshire Court Hotel & Spa

4 out of 5
Price was $1,521, price is now $1,481 per person
$1,481
per person
Jul 19 - Jul 21
found 20 hours ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
The Polygon
Price was $1,531, price is now $1,517 per person
$1,517
per person
Jul 19 - Jul 21
found 20 hours ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)

Winchester Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,409, price is now $1,224 per person
$1,224
per person
Jul 16 - Jul 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)