Search Deals onWinchester Vacation Packages
Winchester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
No.4 Carlton Hotel
Price was $959, price is now $892 per person
$892
per person
Nov 14 - Nov 15
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Book a stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free WiFi, and an airport shuttle (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Southampton Cruise Terminal and Southampton City Art Gallery are located nearby.
Clean and comfortable
Reviewed on Sep 9, 2026
Tylney Hall
Price was $2,030, price is now $1,707 per person
$1,707
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Southampton (SOU)
Book a stay at this luxury hotel in Hook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Odiham Castle and West Green House Garden are located nearby.
Our flight was cancelled and we were able to get a room at the last minute. It turned out to be a very happy detour as the staff were over-the-top according, the grounds were beautiful and peaceful and the food was top-notch. I would welcome the opportunity to be “stranded” here again with pleasure!
Reviewed on Sep 9, 2026
Harbour Hotel Southampton
Price was $1,697, price is now $1,567 per person
$1,567
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Book a stay at this 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.
The hotel was very clean. Staff were friendly.
Reviewed on Sep 10, 2026
voco Southampton by IHG
Price was $1,237, price is now $1,162 per person
$1,162
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 breakfast and the helpful staff in our reviews. Popular attractions Southampton Cruise Terminal and Mayflower Park are located nearby.
Our check in with Sue at the front desk was wonderful. She went the extra mile for us during our stay. Karl was very helpful as well.
Reviewed on Sep 10, 2026
DoubleTree by Hilton Southampton
Price was $1,370, price is now $1,308 per person
$1,308
per person
Oct 22 - Oct 28
found 1 hour 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 Silverlake Stadium are located nearby.
The staff were extremely helpful and the restaurant served an awesome fish and chips. Our server (Viro?) was exceptional.
Reviewed on Sep 7, 2026
Bartley Lodge Hotel
Price was $1,229, price is now $1,176 per person
$1,176
per person
Nov 25 - Nov 29
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Book a stay at this business-friendly hotel in Southampton. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions New Forest National Park and Paultons Family Theme Park - Home of Peppa Pig World are located nearby.
Hampshire Court Hotel & Spa
Price was $1,221, price is now $1,171 per person
$1,171
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip 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.
Good hotel but really needs air con
Reviewed on Sep 9, 2026
HQ Aparthotel Farnborough
Price was $1,303, price is now $1,252 per person
$1,252
per person
Nov 4 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Southampton (SOU)
Book a stay at this business-friendly aparthotel in Farnborough. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Kingsmead Shopping Centre and St Michaels Abbey are located nearby.
I was pleased with the studio accommodation. All necessary amenities were easily accessible, and the staff were exceptionally friendly, particularly David. The location is convenient to the train station, grocery store, and local establishments.
Reviewed on Sep 9, 2026
Winchester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winchester Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
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