The average price of a 7-day trip to Winter Garden is $2,223 for a solo traveler, $3,993 for a couple, and $7,485 for a family of 4. Winter Garden hotels range from $61 to $311 per night with an average of $79, while most vacation rentals will cost $140 to $480 per night for the entire home. Average worldwide flight costs to Executive Airport (ORL) are between $593 and $2,224 per person for economy flights and $1,861 to $6,979 for first class. Depending on activities, we recommend budgeting $44 to $118 per person per day for transportation and enjoying local restaurants.
See below for average, budget, and luxury trip costs. You can also look up flight costs from your airport for more tailored flight pricing.
The Cheapest Times to Visit Winter Garden, FL, US
On average, these will be the cheapest dates to fly to ORL and stay in a Winter Garden hotel:
- January 1st to April 1st
- October 22nd to November 11th
The absolute cheapest time to take a vacation in Winter Garden is usually late January.
Average Winter Garden Trip Costs
Average Solo Traveler
The average cost for one person to visit Winter Garden for a week is $1,273-$3,587($182-$512 per day)
Food, Travel, and Sightseeing: $44 to $118 per day for one person’s daily expenses
Flights: $557 to $1,957 for economy
Lodging: $68 to $73 per night for one 2 or 3-star hotel room
or $110 to $134 per night for a 1-bed vacation rental
Average Couple’s Trip
The average cost for a couple to visit Winter Garden for a week is $2,210-$6,904($316-$986 per day)
Food, Travel, and Sightseeing: $88 to $236 per day for two people’s daily expenses
Flights: $1,114 to $3,914 for economy
Lodging: $68 to $73 per night for one 2 or 3-star hotel room
or $110 to $134 per night for a 1-bed vacation rental
Average Family Vacation
The average cost for 4 people to visit Winter Garden for a week is $4,276-$12,416($611-$1,774 per day)
Food, Travel, and Sightseeing: $176 to $472 per day for four people’s daily expenses
Flights: $2,228 to $7,828 for economy
Lodging: $136 to $146 per night for two 2 or 3-star hotel rooms
or $176 to $214 per night for a 2-bed vacation rental
Traveling Cheap to Winter Garden
How cheap can you make a vacation to Winter Garden? The cheapest trip to Winter Garden is about $123 per person per day for travelers willing to take standby flights, deal with inconvenience, and otherwise limit travel expenses. About 1% of rentals are available in the $0 to $100 range for an entire place, and vacation rentals can be booked for as low as $20 per night. These inexpensive rentals must be booked as early as possible and may not be in the most desirable areas. 1-star hotels are more likely to be available, with rooms starting at around $52.
Even cheaper trips are possible depending on where you live and whether you can drive. Check the cheapest times to fly for more saving ideas.
Budget Solo Traveler
The lowest cost for one person to visit Winter Garden for a week is $859-$2,687($123-$384 per day)
Food, Travel, and Sightseeing: $26 to $52 per day for one person’s daily expenses
Flights: $557 to $1,957 for economy
Lodging: $52 to $61 per night for one 1-star hotel room
or $20 to $60 per night for a 1-bed vacation rental
Budget Couple’s Trip
The lowest cost for a couple to visit Winter Garden for a week is $1,598-$5,008($228-$715 per day)
Food, Travel, and Sightseeing: $52 to $104 per day for two people’s daily expenses
Flights: $1,114 to $3,914 for economy
Lodging: $52 to $61 per night for one 1-star hotel room
or $20 to $60 per night for a 1-bed vacation rental
Budget Family Vacation
The lowest cost for 4 people to visit Winter Garden for a week is $3,148-$10,016($450-$1,431 per day)
Food, Travel, and Sightseeing: $104 to $208 per day for four people’s daily expenses
Flights: $2,228 to $7,828 for economy
Lodging: $104 to $122 per night for two 1-star hotel rooms
or $32 to $96 per night for a 2-bed vacation rental
Overall it is very difficult to travel to Winter Garden cheaply.
The Cost of a Luxury Winter Garden Trip
There is no true ceiling on the cost of a luxury trip, so our estimates are based on what most people do in Winter Garden.
Luxury Solo Traveler
The high-end price for one person to visit Winter Garden for a week is $3,468-$12,665($495-$1,809 per day)
Food, Travel, and Sightseeing: $97 to $236 per day for one person’s daily expenses
Flights: $1,259 to $4,677 for first class
Lodging: $255 to $311 per night for one 4 or 5-star hotel room
or $480 to $1,056 per night for a preferred vacation rental
Luxury Couple’s Trip
The high-end price for a couple to visit Winter Garden for a week is $5,406-$18,994($772-$2,713 per day)
Food, Travel, and Sightseeing: $194 to $472 per day for two people’s daily expenses
Flights: $2,518 to $9,354 for first class
Lodging: $255 to $311 per night for one 4 or 5-star hotel room
or $480 to $1,056 per night for a preferred vacation rental
Luxury Family Vacation
The high-end price for 4 people to visit Winter Garden for a week is $10,812-$35,456($1,545-$5,065 per day)
Food, Travel, and Sightseeing: $388 to $944 per day for four people’s daily expenses
Flights: $5,036 to $18,708 for first class
Lodging: $510 to $622 per night for two 4 or 5-star hotel rooms
or $768 to $1,690 per night for a preferred vacation rental
Winter Garden Hotel Prices
The cost of staying in Winter Garden is much higher than the average city. On average hotels are less expensive than vacation rentals. Luxury vacation rentals are more expensive in Winter Garden due to very high property costs. The graphs below show how much cost can vary depending on the type of experience you’re looking for.
Winter Garden Lodging Cost by Star Status
The average price for the class of hotel is on the (y) axis. The hotel class (out of 5 stars) is on the (x) axis.
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Prices are based on Winter Garden hotel averages and may not reflect current prices. In some cases, we extrapolate prices to estimate costs, and hotels with your desired star rating may not be available.
Vacation Rental Prices
The percent of vacation rentals in the price range is on the left (y) axis. Price range is on the bottom (x) axis.
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There are a healthy amount of vacation rentals serving all budgets in Winter Garden.
Flight Costs to Winter Garden
Averaging flights around the world, prices go from a high of $2,224 average in early to mid May to a low of $593 in late January. Median flight price is $727. These prices are based on millions of flights. For Winter Garden our data includes 792 originating airports, and several airlines. The area has much more variance in price compared with other locations. Flying to Winter Garden from an airport like Lester B. Pearson International (YYZ) in Toronto (Canada) for an average $1,970 trip fare will obviously cost a lot more than from an airport like Leipzig Halle (LEJ) in Leipzig (Germany) at an average of just $520.
Average Flight Cost by Season
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Average Flight Cost by Day of Week
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The cheapest day to fly in is typically Monday. Click here to see data for the cost of flights from your airport. In Winter Garden, the difference between the cheapest and the most expensive week is about $1,631, so you can easily save about 275% simply by using our free flight guides and booking in advance.
Daily Expenses Budget
Daily vacation expenses vary more based on what you’re interested in doing. A fine dining restaurant with drinks around Winter Garden can easily cost $390 per person or more, while a standard nice meal might be about $26 per person. Private tours can cost $776 per day, but self-guided tours to see the outdoor sights can be free. Costs vary wildly, so recommendations are made based on the cost of living and averages we see for this type of vacation.