The average price of a 7-day trip to Westport is $2,012 for a solo traveler, $3,614 for a couple, and $6,774 for a family of 4. Westport hotels range from $70 to $321 per night with an average of $124, while most vacation rentals will cost $160 to $1000 per night for the entire home. Average worldwide flight costs to Westchester County Airport (HPN) are between $801 and $1,216 per person for economy flights and $2,514 to $3,816 for first class. Depending on activities, we recommend budgeting $51 to $125 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 Westport, CT, US
On average, these will be the cheapest dates to fly to HPN and stay in a Westport hotel:
- January 8th to March 25th
- August 13th to November 18th
The absolute cheapest time to take a vacation in Westport is usually mid to late September.
Average Westport Trip Costs
Average Solo Traveler
The average cost for one person to visit Westport for a week is $1,402-$2,964($200-$423 per day)
Food, Travel, and Sightseeing: $51 to $125 per day for one person’s daily expenses
Flights: $511 to $985 for economy
Lodging: $89 to $118 per night for one 2 or 3-star hotel room
or $150 to $184 per night for a 1-bed vacation rental
Average Couple’s Trip
The average cost for a couple to visit Westport for a week is $2,850-$5,286($407-$755 per day)
Food, Travel, and Sightseeing: $102 to $250 per day for two people’s daily expenses
Flights: $1,022 to $1,970 for economy
Lodging: $89 to $118 per night for one 2 or 3-star hotel room
or $150 to $184 per night for a 1-bed vacation rental
Average Family Vacation
The average cost for 4 people to visit Westport for a week is $4,540-$9,204($649-$1,315 per day)
Food, Travel, and Sightseeing: $204 to $500 per day for four people’s daily expenses
Flights: $2,044 to $3,940 for economy
Lodging: $178 to $236 per night for two 2 or 3-star hotel rooms
or $240 to $294 per night for a 2-bed vacation rental
Traveling Cheap to Westport
How cheap can you make a vacation to Westport? The cheapest trip to Westport is about $151 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 $60.
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 Westport for a week is $1,060-$1,956($151-$279 per day)
Food, Travel, and Sightseeing: $27 to $53 per day for one person’s daily expenses
Flights: $511 to $985 for economy
Lodging: $60 to $70 per night for one 1-star hotel room
or $80 to $100 per night for a 1-bed vacation rental
Budget Couple’s Trip
The lowest cost for a couple to visit Westport for a week is $1,760-$3,312($251-$473 per day)
Food, Travel, and Sightseeing: $54 to $106 per day for two people’s daily expenses
Flights: $1,022 to $1,970 for economy
Lodging: $60 to $70 per night for one 1-star hotel room
or $80 to $100 per night for a 1-bed vacation rental
Budget Family Vacation
The lowest cost for 4 people to visit Westport for a week is $3,472-$6,264($496-$895 per day)
Food, Travel, and Sightseeing: $108 to $212 per day for four people’s daily expenses
Flights: $2,044 to $3,940 for economy
Lodging: $120 to $140 per night for two 1-star hotel rooms
or $112 to $140 per night for a 2-bed vacation rental
Overall it is very difficult to travel to Westport cheaply.
The Cost of a Luxury Westport Trip
There is no true ceiling on the cost of a luxury trip, so our estimates are based on what most people do in Westport.
Luxury Solo Traveler
The high-end price for one person to visit Westport for a week is $3,094-$16,884($442-$2,412 per day)
Food, Travel, and Sightseeing: $97 to $263 per day for one person’s daily expenses
Flights: $1,461 to $2,443 for first class
Lodging: $159 to $321 per night for one 4 or 5-star hotel room
or $1,000 to $2,100 per night for a preferred vacation rental
Luxury Couple’s Trip
The high-end price for a couple to visit Westport for a week is $5,234-$21,168($748-$3,024 per day)
Food, Travel, and Sightseeing: $194 to $526 per day for two people’s daily expenses
Flights: $2,922 to $4,886 for first class
Lodging: $159 to $321 per night for one 4 or 5-star hotel room
or $1,000 to $2,100 per night for a preferred vacation rental
Luxury Family Vacation
The high-end price for 4 people to visit Westport for a week is $10,468-$37,296($1,495-$5,328 per day)
Food, Travel, and Sightseeing: $388 to $1,052 per day for four people’s daily expenses
Flights: $5,844 to $9,772 for first class
Lodging: $318 to $642 per night for two 4 or 5-star hotel rooms
or $1,600 to $3,360 per night for a preferred vacation rental
Westport Hotel Prices
The cost of staying in Westport is much higher than the average city. On average hotels are less expensive than vacation rentals. Luxury vacation rentals are more expensive in Westport 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.
Westport 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 Westport 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 Westport.
Flight Costs to Westport
Averaging flights around the world, prices go from a high of $1,216 average in late July to a low of $801 in mid to late September. Median flight price is $769. These prices are based on millions of flights. For Westport our data includes 685 originating airports, and 126 airlines. The area has average variance in price compared with other locations. Flying to Westport from an airport like Savannakhet (ZYL) in Sylhet (Bangladesh) for an average $9,069 trip fare will obviously cost a lot more than from an airport like Piedmont Triad International (GSO) in Greensboro/High Point, NC (the United States) at an average of just $221.
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 Westport, the difference between the cheapest and the most expensive week is about $415, so you can easily save about 52% 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 Westport can easily cost $400 per person or more, while a standard nice meal might be about $27 per person. Private tours can cost $800 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.