The average price of a 7-day trip to Windsor is $1,520 for a solo traveler, $2,730 for a couple, and $5,118 for a family of 4. Windsor hotels range from $57 to $260 per night with an average of $61, while most vacation rentals will cost $120 to $500 per night for the entire home. Average worldwide flight costs to Dane County Regional-Truax Field Airport (MSN) are between $556 and $821 per person for economy flights and $1,745 to $2,576 for first class. Depending on activities, we recommend budgeting $40 to $85 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 Windsor, WI, US
On average, these will be the cheapest dates to fly to MSN and stay in a Windsor hotel:
- January 8th to March 4th
- April 16th to April 29th
- August 6th to November 18th (except the week of October 15th)
The absolute cheapest time to take a vacation in Windsor is usually early September.
Average Windsor Trip Costs
Average Solo Traveler
The average cost for one person to visit Windsor for a week is $1,036-$2,207($148-$315 per day)
Food, Travel, and Sightseeing: $40 to $85 per day for one person’s daily expenses
Flights: $372 to $706 for economy
Lodging: $64 to $129 per night for one 2 or 3-star hotel room
or $123 to $151 per night for a 1-bed vacation rental
Average Couple’s Trip
The average cost for a couple to visit Windsor for a week is $2,056-$3,738($294-$534 per day)
Food, Travel, and Sightseeing: $80 to $170 per day for two people’s daily expenses
Flights: $744 to $1,412 for economy
Lodging: $64 to $129 per night for one 2 or 3-star hotel room
or $123 to $151 per night for a 1-bed vacation rental
Average Family Vacation
The average cost for 4 people to visit Windsor for a week is $3,376-$6,752($482-$965 per day)
Food, Travel, and Sightseeing: $160 to $340 per day for four people’s daily expenses
Flights: $1,488 to $2,824 for economy
Lodging: $128 to $258 per night for two 2 or 3-star hotel rooms
or $185 to $242 per night for a 2-bed vacation rental
Traveling Cheap to Windsor
How cheap can you make a vacation to Windsor? The cheapest trip to Windsor is about $119 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 $60 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 $51.
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 Windsor for a week is $832-$1,547($119-$221 per day)
Food, Travel, and Sightseeing: $22 to $43 per day for one person’s daily expenses
Flights: $372 to $706 for economy
Lodging: $51 to $57 per night for one 1-star hotel room
or $60 to $90 per night for a 1-bed vacation rental
Budget Couple’s Trip
The lowest cost for a couple to visit Windsor for a week is $1,358-$2,554($194-$365 per day)
Food, Travel, and Sightseeing: $44 to $86 per day for two people’s daily expenses
Flights: $744 to $1,412 for economy
Lodging: $51 to $57 per night for one 1-star hotel room
or $60 to $90 per night for a 1-bed vacation rental
Budget Family Vacation
The lowest cost for 4 people to visit Windsor for a week is $2,680-$4,892($383-$699 per day)
Food, Travel, and Sightseeing: $88 to $172 per day for four people’s daily expenses
Flights: $1,488 to $2,824 for economy
Lodging: $102 to $114 per night for two 1-star hotel rooms
or $96 to $144 per night for a 2-bed vacation rental
Overall it is harder to travel to Windsor cheaply.
The Cost of a Luxury Windsor Trip
There is no true ceiling on the cost of a luxury trip, so our estimates are based on what most people do in Windsor.
Luxury Solo Traveler
The high-end price for one person to visit Windsor for a week is $2,369-$8,783($338-$1,255 per day)
Food, Travel, and Sightseeing: $84 to $153 per day for one person’s daily expenses
Flights: $1,001 to $1,412 for first class
Lodging: $130 to $260 per night for one 4 or 5-star hotel room
or $500 to $1,050 per night for a preferred vacation rental
Luxury Couple’s Trip
The high-end price for a couple to visit Windsor for a week is $3,958-$11,266($565-$1,609 per day)
Food, Travel, and Sightseeing: $168 to $306 per day for two people’s daily expenses
Flights: $2,002 to $2,824 for first class
Lodging: $130 to $260 per night for one 4 or 5-star hotel room
or $500 to $1,050 per night for a preferred vacation rental
Luxury Family Vacation
The high-end price for 4 people to visit Windsor for a week is $7,916-$19,382($1,131-$2,769 per day)
Food, Travel, and Sightseeing: $336 to $612 per day for four people’s daily expenses
Flights: $4,004 to $5,648 for first class
Lodging: $260 to $520 per night for two 4 or 5-star hotel rooms
or $750 to $1,575 per night for a preferred vacation rental
Windsor Hotel Prices
The cost of staying in Windsor is higher than the average city. On average hotels are less expensive than vacation rentals. Luxury vacation rentals are more expensive in Windsor 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.
Windsor 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 Windsor 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 Windsor.
Flight Costs to Windsor
Averaging flights around the world, prices go from a high of $821 average in late July to a low of $556 in early September. Median flight price is $500. These prices are based on millions of flights. For Windsor our data includes 442 originating airports, and 94 airlines. The area has average variance in price compared with other locations. Flying to Windsor from an airport like Shevchenko (SCO) in Aktau (Kazakhstan) for an average $7,009 trip fare will obviously cost a lot more than from an airport like Minneapolis-St Paul International (MSP) in Minneapolis, MN (the United States) at an average of just $187.
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 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 Windsor, the difference between the cheapest and the most expensive week is about $265, so you can easily save about 48% 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 Windsor can easily cost $320 per person or more, while a standard nice meal might be about $22 per person. Private tours can cost $649 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.