The average price of a 7-day trip to New Windsor is $2,860 for a solo traveler, $5,137 for a couple, and $9,630 for a family of 4. New Windsor hotels range from $77 to $350 per night with an average of $98, while most vacation rentals will cost $220 to $1000 per night for the entire home. Average worldwide flight costs to Stewart International Airport (SWF) are between $1,625 and $2,114 per person for economy flights and $5,099 to $6,634 for first class. Depending on activities, we recommend budgeting $57 to $137 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 New Windsor, NY, US
On average, these will be the cheapest dates to fly to SWF and stay in a New Windsor hotel:
- January 8th to April 1st
- May 14th to June 10th
- August 13th to October 14th
The absolute cheapest time to take a vacation in New Windsor is usually early to mid September.
Average New Windsor Trip Costs
Average Solo Traveler
The average cost for one person to visit New Windsor for a week is $1,840-$4,184($263-$598 per day)
Food, Travel, and Sightseeing: $57 to $137 per day for one person’s daily expenses
Flights: $931 to $1,797 for economy
Lodging: $85 to $174 per night for one 2 or 3-star hotel room
or $194 to $238 per night for a 1-bed vacation rental
Average Couple’s Trip
The average cost for a couple to visit New Windsor for a week is $4,558-$7,574($651-$1,082 per day)
Food, Travel, and Sightseeing: $114 to $274 per day for two people’s daily expenses
Flights: $1,862 to $3,594 for economy
Lodging: $85 to $174 per night for one 2 or 3-star hotel room
or $194 to $238 per night for a 1-bed vacation rental
Average Family Vacation
The average cost for 4 people to visit New Windsor for a week is $6,340-$13,310($906-$1,901 per day)
Food, Travel, and Sightseeing: $228 to $548 per day for four people’s daily expenses
Flights: $3,724 to $7,188 for economy
Lodging: $170 to $348 per night for two 2 or 3-star hotel rooms
or $272 to $381 per night for a 2-bed vacation rental
Traveling Cheap to New Windsor
How cheap can you make a vacation to New Windsor? The cheapest trip to New Windsor is about $219 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 $67.
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 New Windsor for a week is $1,536-$3,283($219-$469 per day)
Food, Travel, and Sightseeing: $29 to $58 per day for one person’s daily expenses
Flights: $931 to $1,797 for economy
Lodging: $67 to $77 per night for one 1-star hotel room
or $160 to $180 per night for a 1-bed vacation rental
Budget Couple’s Trip
The lowest cost for a couple to visit New Windsor for a week is $2,670-$5,486($381-$784 per day)
Food, Travel, and Sightseeing: $58 to $116 per day for two people’s daily expenses
Flights: $1,862 to $3,594 for economy
Lodging: $67 to $77 per night for one 1-star hotel room
or $160 to $180 per night for a 1-bed vacation rental
Budget Family Vacation
The lowest cost for 4 people to visit New Windsor for a week is $5,340-$10,324($763-$1,475 per day)
Food, Travel, and Sightseeing: $116 to $232 per day for four people’s daily expenses
Flights: $3,724 to $7,188 for economy
Lodging: $134 to $154 per night for two 1-star hotel rooms
or $256 to $252 per night for a 2-bed vacation rental
Overall it is very difficult to travel to New Windsor cheaply.
The Cost of a Luxury New 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 New Windsor.
Luxury Solo Traveler
The high-end price for one person to visit New Windsor for a week is $3,844-$18,864($549-$2,695 per day)
Food, Travel, and Sightseeing: $103 to $288 per day for one person’s daily expenses
Flights: $1,983 to $3,648 for first class
Lodging: $190 to $350 per night for one 4 or 5-star hotel room
or $1,000 to $2,200 per night for a preferred vacation rental
Luxury Couple’s Trip
The high-end price for a couple to visit New Windsor for a week is $6,548-$24,528($935-$3,504 per day)
Food, Travel, and Sightseeing: $206 to $576 per day for two people’s daily expenses
Flights: $3,966 to $7,296 for first class
Lodging: $190 to $350 per night for one 4 or 5-star hotel room
or $1,000 to $2,200 per night for a preferred vacation rental
Luxury Family Vacation
The high-end price for 4 people to visit New Windsor for a week is $13,096-$42,456($1,871-$6,065 per day)
Food, Travel, and Sightseeing: $412 to $1,152 per day for four people’s daily expenses
Flights: $7,932 to $14,592 for first class
Lodging: $380 to $700 per night for two 4 or 5-star hotel rooms
or $1,500 to $3,300 per night for a preferred vacation rental
New Windsor Hotel Prices
The cost of staying in New Windsor is much higher than the average city. On average hotels are less expensive than vacation rentals. Luxury vacation rentals are more expensive in New 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.
New 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 New 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 New Windsor.
Flight Costs to New Windsor
Averaging flights around the world, prices go from a high of $2,114 average in early August to a low of $1,625 in early to mid September. Median flight price is $806. These prices are based on millions of flights. For New Windsor our data includes 495 originating airports, and 114 airlines. The area has average variance in price compared with other locations. Flying to New Windsor from an airport like Julius Nyerere International (DAR) in Dar Es Salaam (Tanzania) for an average $11,674 trip fare will obviously cost a lot more than from an airport like Orlando Sanford International (SFB) in Sanford, FL (the United States) at an average of just $237.
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 Saturday. Click here to see data for the cost of flights from your airport. In New Windsor, the difference between the cheapest and the most expensive week is about $489, so you can easily save about 30% 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 New Windsor can easily cost $440 per person or more, while a standard nice meal might be about $29 per person. Private tours can cost $872 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.