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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.
Hampshire Court Hotel & Spa

Hampshire Court Hotel & Spa

4 out of 5
Price was $1,121, price is now $1,057 per person
$1,057
per person
Jul 18 - Jul 21
found 22 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.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,567, price is now $1,362 per person
$1,362
per person
Jul 6 - Jul 11
found 24 hours ago
Roundtrip flight included
New York (NYC) 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.
Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

3 out of 5
Price was $1,479, price is now $1,406 per person
$1,406
per person
Jun 10 - Jun 12
found 7 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, free parking, and breakfast (surcharge). 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.
room2 Southampton Hometel

room2 Southampton Hometel

4 out of 5
Price was $1,983, price is now $1,908 per person
$1,908
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this aparthotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and a fitness center. 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.
Village Hotel Basingstoke

Village Hotel Basingstoke

4 out of 5
Price was $1,540, price is now $1,488 per person
$1,488
per person
Jun 2 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Book a stay at this business-friendly hotel in Basingstoke. Enjoy free WiFi, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Festival Place and Basingstoke Sports Centre are located nearby.
Warbrook House Heritage Hotel

Warbrook House Heritage Hotel

4 out of 5
Price was $1,761, price is now $1,708 per person
$1,708
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Book a stay at this business-friendly hotel in Hook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Nirvana Spa and Arborfield Green Leisure Centre are located nearby.
The Falcon Hotel

The Falcon Hotel

3 out of 5
Price was $1,426, price is now $1,386 per person
$1,386
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Southampton (SOU)
Book a stay at this business-friendly hotel in Farnborough. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Farnborough Air Sciences Trust Museum and St Michaels Abbey are located nearby.
Cosy and Bright 1-bedroom Stay

Cosy and Bright 1-bedroom Stay

2 out of 5
Price was $1,670, price is now $1,630 per person
$1,630
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this apartment in Southampton. 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.
Hampshire Court Hotel & Spa

Hampshire Court Hotel & Spa

4 out of 5
Price was $1,121, price is now $1,057 per person
$1,057
per person
Jul 18 - Jul 21
found 22 hours ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,206, price is now $1,117 per person
$1,117
per person
Jun 19 - Jun 21
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

3 out of 5
Price was $1,479, price is now $1,406 per person
$1,406
per person
Jun 10 - Jun 12
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
room2 Southampton Hometel

room2 Southampton Hometel

4 out of 5
Southampton City Centre
Price was $1,983, price is now $1,908 per person
$1,908
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,567, price is now $1,362 per person
$1,362
per person
Jul 6 - Jul 11
found 24 hours ago
Roundtrip flight included
New York (NYC) to Southampton (SOU)
Warbrook House Heritage Hotel

Warbrook House Heritage Hotel

4 out of 5
Price was $1,761, price is now $1,708 per person
$1,708
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
The Falcon Hotel

The Falcon Hotel

3 out of 5
Rushmoor District
Price was $1,426, price is now $1,386 per person
$1,386
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Southampton (SOU)
Cosy and Bright 1-bedroom Stay

Cosy and Bright 1-bedroom Stay

2 out of 5
Bevois Valley
Price was $1,670, price is now $1,630 per person
$1,630
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)