Holiday Packages in Windsor, Connecticut

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Tips for booking hotels in Windsor

Gain useful insights to help choose a hotel in Windsor. Data was last updated on Wed Nov 19 2025.
Cheapest month:December
Most expensive month:June
Average price in Windsor:£129/night
Cheapest price found:£21/night
Cheapest day:Wednesday
Most expensive day:Saturday
£107 - £156
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
£111 - £149
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Popular Windsor vacation deals

Users browsing Cheapflights choose these holiday deals more than any other. Data was last updated on Wed Nov 19 2025.
Marriott Hartford/Windsor Airport
Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport

28 Day Hill Road, Windsor, CT, United States
0.0 mi from city centre
Pool
Parking
£1,105
Avg. per night
View Deal
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

555 Corporate Drive, Windsor, CT, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£1,132
Avg. per night
View Deal
Hampton Inn Hartford-Airport
Hampton Inn Hartford-Airport

Hampton Inn Hartford-Airport

2168 Poquonock Avenue, Windsor, CT, United States
0.0 mi from city centre
Pool
Free Wi-Fi
Parking
£1,132
Avg. per night
View Deal
Homewood Suites by Hilton Windsor Locks Hartford
Homewood Suites by Hilton Windsor Locks Hartford

Homewood Suites by Hilton Windsor Locks Hartford

65 Ella Grasso Turnpike, Windsor Locks, CT, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£1,185
Avg. per night
View Deal
Residence Inn by Marriott Hartford Windsor
Residence Inn by Marriott Hartford Windsor

Residence Inn by Marriott Hartford Windsor

100 Dunfey Lane, Windsor, CT, United States
0.0 mi from city centre
Free Wi-Fi
£1,286
Avg. per night
View Deal
Sheraton Hartford Hotel at Bradley Airport
Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

1 Bradley International Airport, Windsor Locks, CT, United States
0.0 mi from city centre
Free Wi-Fi
£1,274
Avg. per night
View Deal
DoubleTree by Hilton Hartford - Bradley Airport
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

16 Ella T. Grasso Turnpike, Windsor Locks, CT, United States
0.0 mi from city centre
Pool
Free Wi-Fi
Parking
£1,159
Avg. per night
View Deal
Hyatt House Hartford North Windsor
Hyatt House Hartford North Windsor

Hyatt House Hartford North Windsor

200 Corporate Drive, Windsor, CT, United States
0.0 mi from city centre
Pool
Free Wi-Fi
Parking
£1,074
Avg. per night
View Deal
SpringHill Suites by Marriott Hartford Airport/Windsor Locks
SpringHill Suites by Marriott Hartford Airport/Windsor Locks

SpringHill Suites by Marriott Hartford Airport/Windsor Locks

225 Ella Grasso Tpke, Windsor Locks, CT, United States
0.0 mi from city centre
Pool
Free Wi-Fi
£1,228
Avg. per night
View Deal
Courtyard by Marriott Hartford/Windsor Airport
Courtyard by Marriott Hartford/Windsor Airport

Courtyard by Marriott Hartford/Windsor Airport

1 Day Hill Road, Windsor, CT, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£1,015
Avg. per night
View Deal
See all

Where to stay in Windsor

Utilise the map to find the perfect place to stay for your trip to Windsor. There are 9 hotels to choose from in Windsor.

FAQ about Windsor holiday packages

Find answers to frequently asked questions Cheapflights users have about Windsor holiday deals.

  • How much are vacation packages to Windsor?

    The cheapest price of a Windsor flight+hotel is currently £1,015.

  • Can I save money on travel by booking a holiday package with Cheapflights?

    Yes! Holidays on Cheapflights are designed to help users save money by bundling their flight, car rental, and hotel.

  • What other destinations does Windsor have flight+hotel deals to?

    In addition to Windsor, Cheapflights also offers holiday packages to Connecticut

Other popular holiday deals in Connecticut

Consider booking a Flight+Hotel in one of these other areas of Connecticut.
Connecticut holidays
Waterbury holidays
New London holidays
Hartford holidays
New Britain holidays