Search Deals onWinchester Vacation Packages
Winchester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Marwell Hotel Winchester South
per person
Sep 4 - Sep 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 3-star hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Winchester Cathedral and Marwell Zoo are located nearby.

No.4 Carlton Hotel
per person
Oct 9 - Oct 14
found 13 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.

Seaview Holidays - Salterns Village
per person
Sep 4 - Sep 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star beach cottage in Seaview. Enjoy free WiFi, free parking, and a garden. Popular attractions Ryde Pier Head Terminal and Gunwharf Quays are located nearby.

Enchanted Manor
per person
Sep 4 - Sep 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 5-star luxury guesthouse in Ventnor. Enjoy free parking, daily housekeeping, and a garden. Popular attractions St Catherine's Lookout and St. Catherine's Lighthouse are located nearby.

The Montagu Arms Hotel
per person
Sep 4 - Sep 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star hotel in Brockenhurst. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Southampton Cruise Terminal and Beaulieu National Motor Museum are located nearby.

Macdonald Elmers Court Resort
per person
Sep 4 - Sep 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star spa hotel in Lymington. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Lymington Pier Ferry Port and Yarmouth Isle-of-Wight Ferry Terminal are located nearby.

Serene Riverside 6BR Luxury Retreat in Curdridge
Save 100% on your flight
per person
Oct 9 - Oct 14
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 3-star business-friendly vacation home in Southampton. Enjoy free parking and a garden. Popular attractions WestQuay Shopping Centre and Wickham Estate are located nearby.
Winchester Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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