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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.
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
Price was $804, price is now $778 per person
$778
per person
Apr 25 - Apr 27
found 1 day ago
Roundtrip flight included
Washington (WAS) 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 Southampton Guildhall are located nearby.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,182, price is now $960 per person
$960
per person
Mar 6 - Mar 14
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Bartley Lodge Hotel

Bartley Lodge Hotel

4 out of 5
Price was $1,459, price is now $1,383 per person
$1,383
per person
Mar 17 - Mar 21
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Elephant at the Market

The Elephant at the Market

3.5 out of 5
Price was $934, price is now $889 per person
$889
per person
Apr 17 - Apr 21
found 22 hours ago
Roundtrip flight included
Washington (IAD) to Southampton (SOU)
Stay at this hotel in Newbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Highclere Castle and West Berkshire Museum are located nearby.
The Pilgrim Inn

The Pilgrim Inn

4.5 out of 5
Price was $1,451, price is now $1,410 per person
$1,410
per person
Mar 17 - Mar 21
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Book a stay at this luxury hotel in Southampton. Enjoy free WiFi, free parking, and 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.
The Itchen River Penthouse

The Itchen River Penthouse

3 out of 5
Price was $1,441, price is now $1,401 per person
$1,401
per person
Mar 17 - Mar 21
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this apartment in Southampton. Enjoy free WiFi, free parking, and slippers. Popular attractions Southampton Cruise Terminal and Ocean Village Marina are located nearby.
Orange Grove Hotel & Gardens

Orange Grove Hotel & Gardens

3 out of 5
Price was $1,412, price is now $1,372 per person
$1,372
per person
Mar 17 - Mar 21
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this guesthouse in Southampton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Hamble Common Beach and Bursledon Windmill are located nearby.
The Crown Inn

The Crown Inn

5 out of 5
Price was $1,418, price is now $1,380 per person
$1,380
per person
Mar 17 - Mar 21
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Book a stay at this luxury inn in Southampton. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Bishops Waltham Palace and Wickham Estate 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 $808, price is now $724 per person
$724
per person
Apr 18 - Apr 21
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
The Polygon
Price was $804, price is now $778 per person
$778
per person
Apr 25 - Apr 27
found 1 day ago
Roundtrip flight included
Washington (WAS) to Southampton (SOU)
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

4 out of 5
Southampton City Centre
Price was $822, price is now $807 per person
$807
per person
Apr 25 - Apr 27
found 1 day ago
Roundtrip flight included
Washington (WAS) to Southampton (SOU)
Old Church House B&B

Old Church House B&B

3 out of 5
Price was $878, price is now $871 per person
$871
per person
Apr 25 - Apr 27
found 1 day ago
Roundtrip flight included
Washington (WAS) 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 $950, price is now $842 per person
$842
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
Bartley Lodge Hotel

Bartley Lodge Hotel

4 out of 5
Price was $1,459, price is now $1,383 per person
$1,383
per person
Mar 17 - Mar 21
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
The Elephant at the Market

The Elephant at the Market

3.5 out of 5
Price was $934, price is now $889 per person
$889
per person
Apr 17 - Apr 21
found 22 hours ago
Roundtrip flight included
Washington (IAD) to Southampton (SOU)
The Pilgrim Inn

The Pilgrim Inn

4.5 out of 5
Price was $1,451, price is now $1,410 per person
$1,410
per person
Mar 17 - Mar 21
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)