Deals on vacations and trips to Windsor
Save when you book Windsor package deals
Windsor flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Quality Inn
Price was $287, price is now $239 per person
$239
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Free breakfast is served. The front desk is staffed around-the-clock and free newspapers are on offer.
Comfort Inn Naugatuck-Shelton, CT
Price was $299, price is now $242 per person
$242
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Dry cleaning, luggage storage, and laundry facilities are also on offer.
Graduate by Hilton New Haven
Downtown New Haven
Price was $495, price is now $419 per person
$419
per person
Apr 15 - Apr 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.
Luxury Apartments by Hyatus at Pierpont
The Hill
Price was $594, price is now $513 per person
$513
per person
Apr 15 - Apr 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.
Landing Modern 2bd, Gym
West New Haven
Price was $522, price is now $453 per person
$453
per person
Apr 15 - Apr 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to New Haven (HVN)
A gym, self parking, and barbecue grills are featured at this apartment. WiFi in public areas is free. A business center, a garden, and a picnic area are also on offer.
Top Windsor hotels deals
Residence Inn by Marriott Hartford/Windsor
100 Dunfey Ln Windsor CT
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $130 total per night
$130 total
Feb 21 - Feb 22
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Hampton Inn Hartford/Airport
2168 Poquonock Ave Windsor CT
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $130 total per night
$130 total
Feb 15 - Feb 16
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
HYATT house Hartford North/Windsor
200 Corporate Dr Windsor CT
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $156 total per night
$156 total
Feb 13 - Feb 14
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Marriott Hartford/Windsor Airport
28 Day Hill Rd Windsor CT
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $183 total per night
$183 total
Feb 6 - Feb 7
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
555 Corporate Dr Windsor CT
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $141 total per night
$141 total
Feb 13 - Feb 14
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
MGM Springfield
One MGM Way Springfield MA
$159 nightly
The price is $180 total per night
$180 total
Feb 9 - Feb 10
Total with taxes and fees
This hotel features a casino and 8 restaurants. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Northwest Park
4.5/5(4 reviews)
Explore the great outdoors at Northwest Park, a lovely green space in Windsor. Experience the area's great live music or attend a sporting event.
Windsor Arts Center
5/5(2 reviews)
Rich with history, Windsor Arts Center is a cultural attraction worth visiting in Windsor. Experience the area's acclaimed theater scene or attend a sporting event.
Loomis Chaffee School
Enjoy the collegiate vibe at Loomis Chaffee School as part of your travels around Windsor. While in this family-friendly area, you can savor the top-notch restaurants.
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