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Winchester Vacation Packages

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Winchester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Star Hotel

The Star Hotel

3 out of 5
Price was $904, price is now $864 per person
$864
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Stay at this 3-star hotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.
No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
Price was $1,279, price is now $1,192 per person
$1,192
per person
Dec 28 - Dec 30
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star 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 WestQuay Shopping Centre are located nearby.
Bartley Lodge Hotel

Bartley Lodge Hotel

4 out of 5
Price was $1,168, price is now $1,089 per person
$1,089
per person
Dec 28 - Dec 30
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star 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.
Shirley House 2 Guest House Self Catering by Southampton General Hospital

Shirley House 2 Guest House Self Catering by Southampton General Hospital

2.5 out of 5
Price was $916, price is now $874 per person
$874
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Stay at this guesthouse in Southampton. Enjoy free WiFi, laundry facilities, and Netflix. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.
The Madison

The Madison

3 out of 5
Price was $1,057, price is now $1,011 per person
$1,011
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Stay at this 3-star aparthotel in Southampton. Enjoy free WiFi, free parking, and a garden. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.
Host Stay Broadland House

Host Stay Broadland House

2 out of 5
Price was $1,528, price is now $1,465 per person
$1,465
per person
Nov 22 - Nov 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
Stay at this vacation home in Southampton. Enjoy a garden. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.
Entire Home Close to Peppa Pig World & New Forest

Entire Home Close to Peppa Pig World & New Forest

2 out of 5
Price was $1,067, price is now $1,023 per person
$1,023
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Stay at this residence in Southampton. Enjoy free WiFi, free parking, and a garden. Popular attractions Southampton Cruise Terminal and Paultons Family Theme Park - Home of Peppa Pig World are located nearby.
Derby Manor

Derby Manor

4 out of 5
Price was $919, price is now $883 per person
$883
per person
Nov 20 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star B&B in Bournemouth. Enjoy free parking, daily housekeeping, and a garden. Popular attractions Poole Harbour and Bournemouth Beach are located nearby.

Winchester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Macdonald Botley Park Hotel & Spa

Macdonald Botley Park Hotel & Spa

4 out of 5
Price was $1,085, price is now $1,044 per person
$1,044
per person
Nov 22 - Nov 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $1,396, price is now $1,292 per person
$1,292
per person
Nov 22 - Nov 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
Bartley Lodge Hotel

Bartley Lodge Hotel

4 out of 5
Price was $1,168, price is now $1,089 per person
$1,089
per person
Dec 28 - Dec 30
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Host Stay Broadland House

Host Stay Broadland House

2 out of 5
Swaythling
Price was $1,528, price is now $1,465 per person
$1,465
per person
Nov 22 - Nov 25
found 7 hours ago
Roundtrip 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.
Warbrook House Heritage Hotel

Warbrook House Heritage Hotel

4 out of 5
Price was $775, price is now $691 per person
$691
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Southampton (SOU)
No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $1,732, price is now $1,537 per person
$1,537
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
room2 Southampton Hometel

room2 Southampton Hometel

4 out of 5
Southampton City Centre
Price was $996, price is now $921 per person
$921
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Shirley House 2 Guest House Self Catering by Southampton General Hospital

Shirley House 2 Guest House Self Catering by Southampton General Hospital

2.5 out of 5
Shirley
Price was $916, price is now $874 per person
$874
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Aer Lingus
Tue, Nov 4 - Wed, Nov 5
DUB
Dublin
SOU
Southampton
$223 Roundtrip, found 5 days ago
$223
Roundtrip
found 5 days ago
Select Aer Lingus flight, departing Tue, Nov 4 from Dublin to Southampton, returning Wed, Nov 5, priced at $223 found 5 days ago
Aer Lingus
Wed, Nov 5 - Thu, Nov 6
DUB
Dublin
SOU
Southampton
$229 Roundtrip, found 5 days ago
$229
Roundtrip
found 5 days ago
Select Aer Lingus flight, departing Wed, Nov 5 from Dublin to Southampton, returning Thu, Nov 6, priced at $229 found 5 days ago
KLM
Sun, Nov 2 - Thu, Nov 6
DUB
Dublin
SOU
Southampton
$288 Roundtrip, found 5 days ago
$288
Roundtrip
found 5 days ago
Select KLM flight, departing Sun, Nov 2 from Dublin to Southampton, returning Thu, Nov 6, priced at $288 found 5 days ago
British Airways
Wed, Nov 5 - Thu, Nov 6
DUB
Dublin
SOU
Southampton
$312 Roundtrip, found 5 days ago
$312
Roundtrip
found 5 days ago
Select British Airways flight, departing Wed, Nov 5 from Dublin to Southampton, returning Thu, Nov 6, priced at $312 found 5 days ago