The average price of a 7-day trip to Windsor is $1,504 for a solo traveler, $2,701 for a couple, and $5,064 for a family of 4. Windsor hotels range from $74 to $269 per night with an average of $93, while most vacation rentals will cost $140 to $440 per night for the entire home. Average worldwide flight costs to Bradley International Airport (BDL) are between $549 and $927 per person for economy flights and $1,723 to $2,909 for first class. Depending on activities, we recommend budgeting $36 to $94 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, CT, US
On average, these will be the cheapest dates to fly to BDL and stay in a Windsor hotel:
- January 8th to March 4th
- April 23rd to May 6th
- August 6th to November 18th
The absolute cheapest time to take a vacation in Windsor is usually mid to late September.
Average Windsor Trip Costs
Average Solo Traveler
The average cost for one person to visit Windsor for a week is $1,070-$2,108($153-$301 per day)
Food, Travel, and Sightseeing: $36 to $94 per day for one person’s daily expenses
Flights: $380 to $760 for economy
Lodging: $80 to $115 per night for one 2 or 3-star hotel room
or $73 to $89 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 $2,040-$3,860($291-$551 per day)
Food, Travel, and Sightseeing: $72 to $188 per day for two people’s daily expenses
Flights: $760 to $1,520 for economy
Lodging: $80 to $115 per night for one 2 or 3-star hotel room
or $73 to $89 per night for a 1-bed vacation rental
Average Family Vacation
The average cost for 4 people to visit Windsor for a week is $3,188-$7,052($455-$1,007 per day)
Food, Travel, and Sightseeing: $144 to $376 per day for four people’s daily expenses
Flights: $1,520 to $3,040 for economy
Lodging: $160 to $230 per night for two 2 or 3-star hotel rooms
or $110 to $125 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 $129 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 $80 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 $61.
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 $900-$1,735($129-$248 per day)
Food, Travel, and Sightseeing: $22 to $45 per day for one person’s daily expenses
Flights: $380 to $760 for economy
Lodging: $61 to $74 per night for one 1-star hotel room
or $80 to $110 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 $1,434-$2,810($205-$401 per day)
Food, Travel, and Sightseeing: $44 to $90 per day for two people’s daily expenses
Flights: $760 to $1,520 for economy
Lodging: $61 to $74 per night for one 1-star hotel room
or $80 to $110 per night for a 1-bed vacation rental
Budget Family Vacation
The lowest cost for 4 people to visit Windsor for a week is $2,808-$5,224($401-$746 per day)
Food, Travel, and Sightseeing: $88 to $180 per day for four people’s daily expenses
Flights: $1,520 to $3,040 for economy
Lodging: $122 to $148 per night for two 1-star hotel rooms
or $112 to $154 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 $2,324-$8,198($332-$1,171 per day)
Food, Travel, and Sightseeing: $79 to $169 per day for one person’s daily expenses
Flights: $961 to $1,999 for first class
Lodging: $135 to $269 per night for one 4 or 5-star hotel room
or $440 to $836 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 $3,838-$11,380($548-$1,626 per day)
Food, Travel, and Sightseeing: $158 to $338 per day for two people’s daily expenses
Flights: $1,922 to $3,998 for first class
Lodging: $135 to $269 per night for one 4 or 5-star hotel room
or $440 to $836 per night for a preferred vacation rental
Luxury Family Vacation
The high-end price for 4 people to visit Windsor for a week is $7,676-$20,756($1,097-$2,965 per day)
Food, Travel, and Sightseeing: $316 to $676 per day for four people’s daily expenses
Flights: $3,844 to $7,996 for first class
Lodging: $270 to $538 per night for two 4 or 5-star hotel rooms
or $660 to $1,338 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 $927 average in late July to a low of $549 in mid to late September. Median flight price is $600. These prices are based on millions of flights. For Windsor our data includes 614 originating airports, and 119 airlines. The area has more variance in price compared with other locations. Flying to Windsor from an airport like Schoenefeld (SXF) in Berlin (Germany) for an average $7,545 trip fare will obviously cost a lot more than from an airport like Cleveland-Hopkins International (CLE) in Cleveland, OH (the United States) at an average of just $210.
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 Wednesday. 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 $378, so you can easily save about 69% 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 $330 per person or more, while a standard nice meal might be about $22 per person. Private tours can cost $669 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.