Search Deals onWindsor Vacation Packages
Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cheshire - Southington by IHG
Price was $435, price is now $344 per person
$344
per person
Jan 31 - Feb 3
found 10 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Panthorn Park and Cheshire Hollow Farm are located nearby.
The Blake Hotel
Price was $928, price is now $687 per person
$687
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Springhill Suites by Marriott Mystic Waterford
Price was $586, price is now $450 per person
$450
per person
Jan 31 - Feb 4
found 4 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
Book a stay at this business-friendly hotel in Quaker Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Connecticut College Arboretum and Old Town Mill are located nearby.
Residence Inn by Marriott Southington
Price was $469, price is now $367 per person
$367
per person
Jan 31 - Feb 3
found 10 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Barnes Museum and Southington Public Library are located nearby.
La Quinta Inn & Suites by Wyndham New Haven
Price was $572, price is now $454 per person
$454
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Long Wharf Theatre and Knights of Columbus Museum are located nearby.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Price was $505, price is now $405 per person
$405
per person
Jan 31 - Feb 3
found 10 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windsor Arts Center and Oliver Ellsworth Homestead are located nearby.
Holiday Inn Express Southington by IHG
Price was $445, price is now $358 per person
$358
per person
Jan 31 - Feb 3
found 10 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crystal Bees and Hawks Landing Country Club are located nearby.
Red Roof Inn Milford - New Haven
Price was $459, price is now $371 per person
$371
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions Silver Sands State Park and Walnut Beach are located nearby.
Windsor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Windsor Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Jan 29 - Sat, Feb 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Thu, Jan 22 - Thu, Jan 29
TPA
Tampa Intl.
BDL
Bradley Intl.
$144 Roundtrip, found 6 hours ago
$144
Roundtrip
found 6 hours ago
Fri, Dec 12 - Sat, Dec 13
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$148 Roundtrip, found 5 days ago
$148
Roundtrip
found 5 days ago
Sun, Dec 21 - Tue, Dec 30
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$174 Roundtrip, found 9 hours ago
$174
Roundtrip
found 9 hours ago
Discover Other Travel Deals
- Northwest Park Vacations
- Windsor Arts Center Vacations
- Oliver Ellsworth Homestead Vacations
- Vintage Radio and Communications Museum of Connecticut Vacations
- SS&C SummerWind Performing Arts Center Vacations
- Windsor Historical Society Vacations
- Six Flags New England Vacations
- MGM Springfield Vacations
- University of Connecticut Vacations
- Naismith Memorial Basketball Hall of Fame Vacations
- Connecticut Convention Center Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
