Holiday package deals in Winter Garden

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Tips for booking hotels in Winter Garden

Gain useful insights to help choose a hotel in Winter Garden. Data was last updated on Sun Jan 04 2026.
Cheapest month:September
Most expensive month:July
Average price in Winter Garden:£136/night
Cheapest price found:£30/night
Cheapest day:Friday
Most expensive day:Monday
£55 - £186
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
£97 - £175
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Popular Winter Garden vacation deals

Users browsing Cheapflights choose these holiday deals more than any other. Data was last updated on Sun Jan 04 2026.
Rosen Inn Lake Buena Vista
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8442 Palm Parkway, Lake Buena Vista, FL, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£732
Avg. per night
View Deal
Hilton Orlando Lake Buena Vista - Disney Springs Area
Hilton Orlando Lake Buena Vista - Disney Springs Area

Hilton Orlando Lake Buena Vista - Disney Springs Area

1751 Hotel Plaza Boulevard, Lake Buena Vista, FL, United States
0.0 mi from city centre
£1,221
Avg. per night
View Deal
Disney's Caribbean Beach Resort
Disney's Caribbean Beach Resort

Disney's Caribbean Beach Resort

1114 Cayman Way, Lake Buena Vista, FL, United States
0.0 mi from city centre
Free Wi-Fi
£1,468
Avg. per night
View Deal
Disney's All-Star Sports Resort
Disney's All-Star Sports Resort

Disney's All-Star Sports Resort

1701 West Buena Vista Drive, Lake Buena Vista, FL, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£966
Avg. per night
View Deal
Hilton Orlando Buena Vista Palace - Disney Springs Area
Hilton Orlando Buena Vista Palace - Disney Springs Area

Hilton Orlando Buena Vista Palace - Disney Springs Area

1900 East Buena Vista Drive, Lake Buena Vista, FL, United States
0.0 mi from city centre
£961
Avg. per night
View Deal
Renaissance Orlando Resort – Disney Springs Area
Renaissance Orlando Resort – Disney Springs Area

Renaissance Orlando Resort – Disney Springs Area

1905 Hotel Plaza Boulevard, Lake Buena Vista, FL, United States
0.0 mi from city centre
Free Wi-Fi
£1,154
Avg. per night
View Deal
Wyndham Lake Buena Vista Resort Disney Springs Resort Area
Wyndham Lake Buena Vista Resort Disney Springs Resort Area

Wyndham Lake Buena Vista Resort Disney Springs Resort Area

1850 Hotel Plaza Boulevard, Orlando, FL, United States
0.0 mi from city centre
Free Wi-Fi
£1,003
Avg. per night
View Deal
Tuscana Resort Orlando by Aston
Tuscana Resort Orlando by Aston

Tuscana Resort Orlando by Aston

1395 Tuscana Lane, Four Corners, FL, United States
0.0 mi from city centre
Free Wi-Fi
Spa
£795
Avg. per night
View Deal
See all

Where to stay in Winter Garden

Utilise the map to find the perfect place to stay for your trip to Winter Garden. There are 27 hotels to choose from in Winter Garden.

FAQ about Winter Garden holiday packages

Find answers to frequently asked questions Cheapflights users have about Winter Garden holiday deals.

  • How much are vacation packages to Winter Garden?

    Winter Garden holidays can be booked for as little as £732.

  • What is the cheapest time of year to travel to Winter Garden?

    If you're looking for the cheapest month of the year to book a holiday package to Winter Garden, January is ideal.

  • Can I save money on travel by booking a holiday package with Cheapflights?

    Yes! Holidays on Cheapflights are designed to help users save money by bundling their flight, car rental, and hotel.

  • What other destinations does Winter Garden have flight+hotel deals to?

    In addition to Winter Garden, Cheapflights also offers holiday packages to Florida

See more FAQs

Other popular holiday deals in Florida

Consider booking a Flight+Hotel in one of these other areas of Florida.
Florida holidays
Orlando holidays
Miami holidays
Tampa holidays
Fort Lauderdale holidays
Lake Buena Vista holidays
Miami Beach holidays
Kissimmee holidays
Clearwater Beach holidays
Melbourne holidays
Sarasota holidays
Key West holidays
Daytona Beach holidays
Fort Myers holidays
Celebration holidays
Hollywood holidays
West Palm Beach holidays
Treasure Island holidays
Key Biscayne holidays
Cape Canaveral holidays
Boynton Beach holidays
Fort Walton Beach holidays
Naples holidays
Pensacola holidays
Clermont holidays
Tallahassee holidays
Panama City holidays
St. Augustine holidays
Gainesville holidays
Cocoa Beach holidays