Windsor Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Windsor Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Liberty Inn
Price was $463, price is now $406 per person
$406
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Essex Saybrook Antique Village Shopping Center and Ferry Landing State Park are located nearby.
Residence Inn by Marriott Southington
Price was $1,213, price is now $962 per person
$962
per person
Oct 21 - Oct 29
found 1 day ago
Roundtrip flight included
Grand Junction (GJT) to New Haven (HVN)
Stay at this 3-star 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.
Holiday Inn Express Southington by IHG
Price was $1,046, price is now $863 per person
$863
per person
Oct 21 - Oct 29
found 1 day ago
Roundtrip flight included
Grand Junction (GJT) 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.
Saybrook Point Resort & Marina
Old Saybrook Center
Save 100% on your flight
Price was $1,619, price is now $1,336 per person
$1,336
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fort Saybrook Monument Park and General William Hart House are located nearby.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was $480, price is now $417 per person
$417
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Price was $1,233, price is now $1,070 per person
$1,070
per person
Oct 21 - Oct 29
found 1 day ago
Roundtrip flight included
Grand Junction (GJT) to New Haven (HVN)
Stay at this 3-star 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 Northwest Park are located nearby.
Top Hotel Deals
Marriott Hartford/Windsor Airport
28 Day Hill Rd, Windsor, CT
3.13 km from city center
Stay at this 3.5-star business-friendly hotel in Windsor. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Hilton Garden Inn Hartford North/Bradley Int'l Airport
555 Corporate Dr, Windsor, CT
2.82 km from city center
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Courtyard By Marriott Hartford/Windsor Airport
1 Day Hill Rd, Windsor, CT
2.95 km from city center
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
HYATT house Hartford North/Windsor
200 Corporate Dr, Windsor, CT
2.76 km from city center
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hampton Inn Hartford/Airport
2168 Poquonock Ave, Windsor, CT
7.4 km from city center
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Residence Inn by Marriott Hartford/Windsor
100 Dunfey Ln, Windsor, CT
1.89 km from city center
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
The Capitol Hotel
440 Asylum St, Hartford, CT
9.91 km from city center
Stay at this 3-star business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
MGM Springfield
One MGM Way, Springfield, MA
27.75 km from city center
Stay at this 4-star hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking ...
Best Western Hartford Hotel & Suites
185 Brainard Rd, Hartford, CT
13.19 km from city center
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
DoubleTree by Hilton Hartford - Bradley Airport
16 Ella T. Grasso Turnpike, Windsor Locks, CT
7.7 km from city center
Stay at this 4-star business-friendly hotel in Windsor Locks. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
Holiday Inn Express Southington by IHG
120 Laning St, Southington, CT
30.93 km from city center
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 ...
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
185 Ella Grasso Turnpike, Windsor Locks, CT
8.56 km from city center
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Hampton Inn & Suites Hartford/East Hartford
351 Pitkin Steet, East Hartford, CT
9.82 km from city center
Stay at this hotel in East Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Oct 20 - Mon, Oct 27
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 6 days ago
$98
Roundtrip
found 6 days ago
Mon, Oct 20 - Mon, Oct 27
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Mon, Nov 3 - Mon, Nov 10
TPA
Tampa Intl.
BDL
Bradley Intl.
$140 Roundtrip, found 3 days ago
$140
Roundtrip
found 3 days ago
Mon, Nov 3 - Mon, Nov 10
TPA
Tampa Intl.
BDL
Bradley Intl.
$142 Roundtrip, found 3 days ago
$142
Roundtrip
found 3 days ago
Mon, Nov 3 - Mon, Nov 10
TPA
Tampa Intl.
BDL
Bradley Intl.
$158 Roundtrip, found 3 days ago
$158
Roundtrip
found 3 days ago