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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 (1,172 reviews)
    "I liked how this hotel was kind of tucked into downtown Orlando but kind of residential. It was an easy drive to UCF. The room was beautiful. The hotel was very stylish and the restaurant was great. The whole place had a nice vibe. I would definitely stay there again."
    Reviewed August 1, 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 17 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 (564 reviews)
    Return • London (LON) - Orlando (MCO)
    LGW - MCO • Direct MCO - LGW • Direct
    £1,195
    £802
    per traveller
    found 17 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 17 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 (6,765 reviews)
    "Very good"
    Reviewed August 1, 2026
    Return • London (LON) - Orlando (MCO)
    LGW - MCO • Direct MCO - LGW • Direct
    £938
    £753
    per traveller
    found 13 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.