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A tree-lined sidewalk with parked cars and a clear sky.

Downtown Winter Garden Holidays from £656

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The Latest Downtown Winter Garden Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • Terrace/patio
    24 Sept - 27 Sept

    The Delaney Hotel + Flight

    South Orange
    3 nights
    3.5 star property
    9.6/10 - Exceptional (1,170 reviews)
    "Location and amenities! Liked everything!!!"
    Reviewed July 31, 2026
    Return • London (LON) - Orlando (MCO)
    LGW - MCO • Direct MCO - LGW • Direct
    £812
    £656
    per traveller
    found 1 day ago
    The Delaney Hotel
  • Aerial view
    15 Sept - 21 Sept

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,003 reviews)
    Return • London (LON) - Orlando (MCO)
    LGW - MCO • Direct MCO - LGW • Direct
    Save 100% on your flight
    £1,844
    £1,158
    per traveller
    found 12 hours ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Outdoor pool
    15 Sept - 21 Sept

    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive + Flight

    International Drive District
    6 nights
    3.0 star property
    7.8/10 - Good (562 reviews)
    "Desayuno repetitivo"
    Reviewed July 30, 2026
    Return • London (LON) - Orlando (MCO)
    LGW - MCO • Direct MCO - LGW • Direct
    £1,195
    £802
    per traveller
    found 12 hours ago
    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
  • Waterslide
    15 Sept - 21 Sept

    Evermore Orlando Resort + Flight

    Orlando
    6 nights
    4.0 star property
    9.6/10 - Exceptional (753 reviews)
    "Awesome experience, the rooms and staff were fantastic"
    Reviewed July 31, 2026
    Return • London (LON) - Orlando (MCO)
    LGW - MCO • Direct MCO - LGW • Direct
    Save 100% on your flight
    £2,392
    £1,882
    per traveller
    found 12 hours ago
    Evermore Orlando Resort
  • Water park
    12 Oct - 16 Oct

    Westgate Lakes Resort & Spa Universal Studios Area + Flight

    Orlando
    4 nights
    4.0 star property
    8.4/10 - Very good (6,763 reviews)
    Return • London (LON) - Orlando (MCO)
    LGW - MCO • Direct MCO - LGW • Direct
    £938
    £753
    per traveller
    found 8 hours ago
    Westgate Lakes Resort & Spa Universal Studios Area

Discover the most popular places to visit in Downtown Winter Garden

West Orange Trail

8.4/10 (337 reviews)
Enjoy a trip to West Orange Trail and popular activities such as taking adventure tours in Winter Garden. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

What to do near Downtown Winter Garden

Picture 1 for Activity Whispers on the Wharf: Winter Garden Ghost Tours

Whispers on the Wharf: Winter Garden Ghost Tours

£18
per adult
0% of travellers recommend
Whispers on the Wharf: Winter Garden Ghost Tours
See all activities near Downtown Winter Garden
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.