The average price of a 7-day trip to Winthrop is $1,758 for a solo traveler, $3,157 for a couple, and $5,919 for a family of 4. Winthrop hotels range from $78 to $355 per night with an average of $128, while most vacation rentals will cost $160 to $560 per night for the entire home. Average worldwide flight costs to Logan International Airport (BOS) are between $653 and $1,095 per person for economy flights and $2,049 to $3,436 for first class. Depending on activities, we recommend budgeting $71 to $122 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 Winthrop, MA, US
On average, these will be the cheapest dates to fly to BOS and stay in a Winthrop hotel:
- January 15th to March 25th
- April 16th to May 6th (except the week of April 23rd)
- August 13th to November 18th
The absolute cheapest time to take a vacation in Winthrop is usually early to mid September.
Average Winthrop Trip Costs
Average Solo Traveler
The average cost for one person to visit Winthrop for a week is $1,597-$2,800($228-$400 per day)
Food, Travel, and Sightseeing: $71 to $122 per day for one person’s daily expenses
Flights: $386 to $986 for economy
Lodging: $119 to $130 per night for one 2 or 3-star hotel room
or $131 to $160 per night for a 1-bed vacation rental
Average Couple’s Trip
The average cost for a couple to visit Winthrop for a week is $3,014-$4,858($431-$694 per day)
Food, Travel, and Sightseeing: $142 to $244 per day for two people’s daily expenses
Flights: $772 to $1,972 for economy
Lodging: $119 to $130 per night for one 2 or 3-star hotel room
or $131 to $160 per night for a 1-bed vacation rental
Average Family Vacation
The average cost for 4 people to visit Winthrop for a week is $4,792-$8,920($685-$1,274 per day)
Food, Travel, and Sightseeing: $284 to $488 per day for four people’s daily expenses
Flights: $1,544 to $3,944 for economy
Lodging: $238 to $260 per night for two 2 or 3-star hotel rooms
or $210 to $224 per night for a 2-bed vacation rental
Traveling Cheap to Winthrop
How cheap can you make a vacation to Winthrop? The cheapest trip to Winthrop is about $102 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 $20 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 $64.
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 Winthrop for a week is $716-$1,867($102-$267 per day)
Food, Travel, and Sightseeing: $30 to $59 per day for one person’s daily expenses
Flights: $386 to $986 for economy
Lodging: $64 to $78 per night for one 1-star hotel room
or $20 to $60 per night for a 1-bed vacation rental
Budget Couple’s Trip
The lowest cost for a couple to visit Winthrop for a week is $1,312-$3,266($187-$467 per day)
Food, Travel, and Sightseeing: $60 to $118 per day for two people’s daily expenses
Flights: $772 to $1,972 for economy
Lodging: $64 to $78 per night for one 1-star hotel room
or $20 to $60 per night for a 1-bed vacation rental
Budget Family Vacation
The lowest cost for 4 people to visit Winthrop for a week is $2,564-$6,532($366-$933 per day)
Food, Travel, and Sightseeing: $120 to $236 per day for four people’s daily expenses
Flights: $1,544 to $3,944 for economy
Lodging: $128 to $156 per night for two 1-star hotel rooms
or $30 to $90 per night for a 2-bed vacation rental
Overall it is very difficult to travel to Winthrop cheaply.
The Cost of a Luxury Winthrop Trip
There is no true ceiling on the cost of a luxury trip, so our estimates are based on what most people do in Winthrop.
Luxury Solo Traveler
The high-end price for one person to visit Winthrop for a week is $3,166-$12,028($452-$1,718 per day)
Food, Travel, and Sightseeing: $142 to $244 per day for one person’s daily expenses
Flights: $1,116 to $2,928 for first class
Lodging: $176 to $355 per night for one 4 or 5-star hotel room
or $560 to $1,232 per night for a preferred vacation rental
Luxury Couple’s Trip
The high-end price for a couple to visit Winthrop for a week is $5,276-$16,664($754-$2,381 per day)
Food, Travel, and Sightseeing: $284 to $488 per day for two people’s daily expenses
Flights: $2,232 to $5,856 for first class
Lodging: $176 to $355 per night for one 4 or 5-star hotel room
or $560 to $1,232 per night for a preferred vacation rental
Luxury Family Vacation
The high-end price for 4 people to visit Winthrop for a week is $10,552-$30,370($1,507-$4,339 per day)
Food, Travel, and Sightseeing: $568 to $976 per day for four people’s daily expenses
Flights: $4,464 to $11,712 for first class
Lodging: $352 to $710 per night for two 4 or 5-star hotel rooms
or $840 to $1,971 per night for a preferred vacation rental
Winthrop Hotel Prices
The cost of staying in Winthrop is much higher than the average city. On average hotels are less expensive than vacation rentals. Luxury vacation rentals are more expensive in Winthrop 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.
Winthrop 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 Winthrop 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 Winthrop.
Flight Costs to Winthrop
Averaging flights around the world, prices go from a high of $1,095 average in early to mid December to a low of $653 in early to mid September. Median flight price is $669. These prices are based on millions of flights. For Winthrop our data includes 1,228 originating airports, and 200 airlines. The area has more variance in price compared with other locations. Flying to Winthrop from an airport like Ahmad Yani (SRG) in Semarang (Indonesia) for an average $10,766 trip fare will obviously cost a lot more than from an airport like Massena International-Richards Field (MSS) in Massena, NY (the United States) at an average of just $118.
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 Winthrop, the difference between the cheapest and the most expensive week is about $443, 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 Winthrop can easily cost $440 per person or more, while a standard nice meal might be about $30 per person. Private tours can cost $886 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.