Search Deals onWindsor Vacation Packages
Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Milford - New Haven
Price was $215, price is now $196 per person
$196
per person
Mar 20 - Mar 22
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.
Graduate by Hilton New Haven
Save 100% on your flight
Price was $474, price is now $348 per person
$348
per person
Apr 3 - Apr 6
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and free bicycles on site. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Art Plus Studio and White Space Gallery are located nearby.
Cambria Hotel New Haven University Area
Price was $362, price is now $304 per person
$304
per person
Apr 3 - Apr 6
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Art Plus Studio and White Space Gallery are located nearby.
New Haven Hotel
Price was $394, price is now $337 per person
$337
per person
Apr 3 - Apr 6
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
Price was $388, price is now $335 per person
$335
per person
Apr 3 - Apr 6
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this spa hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Vicinanza Studios & Gallery and Hollow Park are located nearby.
Cheshire Welcome Inn
Price was $316, price is now $278 per person
$278
per person
Apr 3 - Apr 6
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maplecroft Plaza Shopping Center and Sleeping Giant State Park are located nearby.
Hamden Hotel and Suites – Hamden New Haven
Price was $293, price is now $259 per person
$259
per person
Apr 3 - Apr 6
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions Laurel View Country Club and Putnam Place Shopping Center are located nearby.
The Best Way Inn
Price was $241, price is now $217 per person
$217
per person
Apr 3 - Apr 6
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in New Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions West Rock Ridge State Park and Yale Golf Course are located nearby.
Windsor Vacation Packages 3-4 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, Feb 26 - Sun, Mar 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$67 Roundtrip, found 5 hours ago
$67
Roundtrip
found 5 hours ago
Thu, Feb 19 - Thu, Feb 26
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$80 Roundtrip, found 2 hours ago
$80
Roundtrip
found 2 hours ago
Wed, Sep 2 - Wed, Sep 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Sat, Feb 14 - Sat, Feb 21
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$158 Roundtrip, found 5 hours ago
$158
Roundtrip
found 5 hours ago
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