A sandy beach with dunes and the ocean.

South East England Vacations from $1,592

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Your South East England Vacation

Make planning your next big adventure quick and easy with a South East England vacation package. Whether it's nature, history or something else that brings you here, our package deals will help you discover it all. A trip to South East England wouldn't be complete without experiencing some of its best cities, starting with Oxford. A couple of the most popular attractions here include Christ Church College and Bodleian Library. Southampton is another favorite city with South East England travelers. Visitors to this exciting city enjoy Paultons Family Theme Park - Home of Peppa Pig World and Mayflower Theatre. When it's time to stop dreaming and start doing, Expedia will help turn your South East England vacation into reality.

The Latest South East England Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A grand entrance with a black door, a white ceiling with a chandelier, and a wooden staircase.
    Jan 3 - Jan 7

    Winchester Royal Hotel + Flight

    Winchester City Center
    3 nights
    4.0 star property
    8.4/10 - Very good (1,002 reviews)
    Roundtrip • Gainesville (GNV) - Southampton (SOU)
    GNV - SOU • 2 stops SOU - GNV • 2 stops
    $1,643
    $1,592
    per traveler
    found 10 hours ago
    Winchester Royal Hotel
  • The Cricketers Inn, a traditional pub with outdoor seating and a signboard advertising a Cask Club.
    Jan 3 - Jan 7

    The Cricketers Inn + Flight

    Winchester
    3 nights
    3.0 star property
    9.6/10 - Exceptional (29 reviews)
    "Very welcoming with helpful and friendly staff. Good and varied dinner menu and a good choice selection of cooked or light breakfast. Location is out of the way down narrow lanes but the pretty village setting is both quiet and peaceful."
    Reviewed October 13, 2026
    Roundtrip • Gainesville (GNV) - Southampton (SOU)
    GNV - SOU • 2 stops SOU - GNV • 2 stops
    $1,847
    $1,771
    per traveler
    found 10 hours ago
    The Cricketers Inn
  • A dining table set with plates, cutlery, and a glass of water, with a vase of yellow flowers in the center.
    Jan 3 - Jan 7

    Perfect for contractors + Flight

    Southampton
    3 nights
    3.5 star property
    10/10 - Exceptional (1 review)
    "Really nice house, table football etc for the kids, nice back garden and well-equipped kitchen. Really happy"
    Reviewed August 31, 2025
    Roundtrip • Gainesville (GNV) - Southampton (SOU)
    GNV - SOU • 2 stops SOU - GNV • 2 stops
    $1,928
    $1,863
    per traveler
    found 10 hours ago
    Perfect for contractors
  • A brick pathway leading to a building with a sign reading "Hotel du Vin & Bistro Garden Rooms."
    Jan 3 - Jan 7

    Hotel du Vin & Bistro Winchester + Flight

    Winchester City Center
    3 nights
    4.0 star property
    9.0/10 - Wonderful (591 reviews)
    Roundtrip • Gainesville (GNV) - Southampton (SOU)
    GNV - SOU • 2 stops SOU - GNV • 2 stops
    $1,748
    $1,701
    per traveler
    found 10 hours ago
    Hotel du Vin & Bistro Winchester
  • An outdoor patio with stone flooring, a row of tables and chairs, and a view of the sky at sunset.
    Jan 3 - Jan 7

    Best Western Chilworth Manor Hotel + Flight

    Southampton
    3 nights
    3.0 star property
    8.0/10 - Very good (1,000 reviews)
    "You need to stay here just because of the beautiful house and setting!"
    Reviewed November 13, 2026
    Roundtrip • Gainesville (GNV) - Southampton (SOU)
    GNV - SOU • 2 stops SOU - GNV • 2 stops
    $1,634
    $1,593
    per traveler
    found 10 hours ago
    Best Western Chilworth Manor Hotel

Discover the most popular places to visit in South East England

A historic stone castle with multiple towers and arched windows.

Windsor Castle

9.0/10 (5,444 reviews)
Manicured gardens stretch beyond the Gothic turrets of the world’s oldest and largest inhabited castle, a weekend home to royals.
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What to do in South East England

London Eye Entry Ticket

London Eye Entry Ticket

$39
per adult
86% of travelers recommend
London Eye Entry Ticket
See all activities in South East England

South East England Hotel Deals

A formal garden with geometrically trimmed hedges, a central fountain, and a view of rolling hills in the background.

Danesfield House Hotel And Spa

Danesfield House Hotel And Spa
4.0 star property
23.1 mi from South East England
8.8 out of 10, Excellent, (677 reviews)
$207 nightly
The price is $249
Dec 7 - Dec 8
Total with taxes and fees
Danesfield House Hotel And Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in South East England
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.