The average price of a 7-day trip to Winter Park is $1,876 for a solo traveler, $3,369 for a couple, and $6,316 for a family of 4. Winter Park hotels range from $62 to $281 per night with an average of $89, while most vacation rentals will cost $260 to $600 per night for the entire home. Average worldwide flight costs to Denver International Airport (DEN) are between $677 and $1,139 per person for economy flights and $2,124 to $3,574 for first class. Depending on activities, we recommend budgeting $52 to $95 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 Park, CO, US
On average, these will be the cheapest dates to fly to DEN and stay in a Winter Park hotel:
- January 15th to March 4th (except the week of February 12th)
- April 16th to May 6th
- August 6th to December 9th (except the week of November 26th)
The absolute cheapest time to take a vacation in Winter Park is usually mid to late September.
Average Winter Park Trip Costs
Average Solo Traveler
The average cost for one person to visit Winter Park for a week is $1,286-$2,866($184-$409 per day)
Food, Travel, and Sightseeing: $52 to $95 per day for one person’s daily expenses
Flights: $388 to $1,025 for economy
Lodging: $89 to $92 per night for one 2 or 3-star hotel room
or $160 to $196 per night for a 1-bed vacation rental
Average Couple’s Trip
The average cost for a couple to visit Winter Park for a week is $2,616-$4,784($374-$683 per day)
Food, Travel, and Sightseeing: $104 to $190 per day for two people’s daily expenses
Flights: $776 to $2,050 for economy
Lodging: $89 to $92 per night for one 2 or 3-star hotel room
or $160 to $196 per night for a 1-bed vacation rental
Average Family Vacation
The average cost for 4 people to visit Winter Park for a week is $4,076-$8,644($582-$1,235 per day)
Food, Travel, and Sightseeing: $208 to $380 per day for four people’s daily expenses
Flights: $1,552 to $4,100 for economy
Lodging: $178 to $184 per night for two 2 or 3-star hotel rooms
or $224 to $314 per night for a 2-bed vacation rental
Traveling Cheap to Winter Park
How cheap can you make a vacation to Winter Park? The cheapest trip to Winter Park is about $126 per person per day for travelers willing to take standby flights, deal with inconvenience, and otherwise limit travel expenses. About 0% of rentals are available in the $0 to $100 range for an entire place, and vacation rentals can be booked for as low as $160 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 $56.
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 Park for a week is $885-$2,494($126-$356 per day)
Food, Travel, and Sightseeing: $23 to $47 per day for one person’s daily expenses
Flights: $388 to $1,025 for economy
Lodging: $56 to $62 per night for one 1-star hotel room
or $160 to $190 per night for a 1-bed vacation rental
Budget Couple’s Trip
The lowest cost for a couple to visit Winter Park for a week is $1,434-$3,848($205-$550 per day)
Food, Travel, and Sightseeing: $46 to $94 per day for two people’s daily expenses
Flights: $776 to $2,050 for economy
Lodging: $56 to $62 per night for one 1-star hotel room
or $160 to $190 per night for a 1-bed vacation rental
Budget Family Vacation
The lowest cost for 4 people to visit Winter Park for a week is $2,868-$7,126($410-$1,018 per day)
Food, Travel, and Sightseeing: $92 to $188 per day for four people’s daily expenses
Flights: $1,552 to $4,100 for economy
Lodging: $112 to $124 per night for two 1-star hotel rooms
or $256 to $285 per night for a 2-bed vacation rental
Overall it is very difficult to travel to Winter Park cheaply.
The Cost of a Luxury Winter Park 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 Park.
Luxury Solo Traveler
The high-end price for one person to visit Winter Park for a week is $2,457-$11,401($351-$1,629 per day)
Food, Travel, and Sightseeing: $104 to $200 per day for one person’s daily expenses
Flights: $889 to $2,081 for first class
Lodging: $140 to $281 per night for one 4 or 5-star hotel room
or $600 to $1,320 per night for a preferred vacation rental
Luxury Couple’s Trip
The high-end price for a couple to visit Winter Park for a week is $4,074-$14,882($582-$2,126 per day)
Food, Travel, and Sightseeing: $208 to $400 per day for two people’s daily expenses
Flights: $1,778 to $4,162 for first class
Lodging: $140 to $281 per night for one 4 or 5-star hotel room
or $600 to $1,320 per night for a preferred vacation rental
Luxury Family Vacation
The high-end price for 4 people to visit Winter Park for a week is $8,148-$25,804($1,164-$3,686 per day)
Food, Travel, and Sightseeing: $416 to $800 per day for four people’s daily expenses
Flights: $3,556 to $8,324 for first class
Lodging: $280 to $562 per night for two 4 or 5-star hotel rooms
or $900 to $1,980 per night for a preferred vacation rental
Winter Park Hotel Prices
The cost of staying in Winter Park is much higher than the average city. On average hotels are less expensive than vacation rentals. Luxury vacation rentals are more expensive in Winter Park 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 Park 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.
Key
Prices are based on Winter Park 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.
Key
There are a healthy amount of vacation rentals serving all budgets in Winter Park.
Flight Costs to Winter Park
Averaging flights around the world, prices go from a high of $1,139 average in late July to a low of $677 in mid to late September. Median flight price is $736. These prices are based on millions of flights. For Winter Park our data includes 1,046 originating airports, and 204 airlines. The area has more variance in price compared with other locations. Flying to Winter Park from an airport like Wallis Hihifo (WLS) in Wallis Island (Wallis and Futuna) for an average $7,552 trip fare will obviously cost a lot more than from an airport like Chadron Municipal (CDR) in Chadron, NE (the United States) at an average of just $99.
Average Flight Cost by Season
Key
Average Flight Cost by Day of Week
Key
The cheapest day to fly in is typically Tuesday, and the cheapest day to fly back is usually Tuesday. Click here to see data for the cost of flights from your airport. In Winter Park, the difference between the cheapest and the most expensive week is about $462, so you can easily save about 68% 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 Park can easily cost $350 per person or more, while a standard nice meal might be about $23 per person. Private tours can cost $701 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.