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Windsor Vacation Packages

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Windsor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
per person
Apr 16 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.
Holiday Inn Cheshire - Southington, an IHG Hotel

Holiday Inn Cheshire - Southington, an IHG Hotel

3 out of 5
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Cheshire. 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 Mount Southington Ski Area are located nearby.
Simsbury Inn

Simsbury Inn

3.5 out of 5
Save 100% on your flight
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Stay at this 3.5-star business-friendly hotel in Weatogue. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosedale Farms & Vineyards and Stratton Brook State Park are located nearby.
Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
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. Popular attractions Windsor Arts Center and Vintage Radio and Communications Museum of Connecticut are located nearby.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Apr 16 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 Vintage Radio and Communications Museum of Connecticut and Windsor Historical Society are located nearby.
Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

3 out of 5
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Wallingford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United House Wrecking, Inc. and YMCA Mountain Mist Day Outdoor Center are located nearby.
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
per person
Apr 16 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in South Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Promenade Shops at Evergreen Walk and Shoppes at Buckland Hills are located nearby.
Clarion Inn

Clarion Inn

3 out of 5
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quinnipiac River State Park and Tradition Golf Club at Wallingford are located nearby.

Windsor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Save 100% on your flight
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Holiday Inn Cheshire - Southington, an IHG Hotel

Holiday Inn Cheshire - Southington, an IHG Hotel

3 out of 5
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Tue, Apr 29 - Sat, May 31
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 9 hours ago
$68
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Apr 29 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sat, May 31, priced at $68 found 9 hours ago
Frontier Airlines
Thu, Mar 27 - Mon, Mar 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$83 Roundtrip, found 19 hours ago
$83
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Thu, Mar 27 from Orlando Intl. to Bradley Intl., returning Mon, Mar 31, priced at $83 found 19 hours ago
American Airlines
Tue, Mar 18 - Tue, Mar 25
TPA
Tampa Intl.
BDL
Bradley Intl.
$129 Roundtrip, found 16 hours ago
$129
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Mar 18 from Tampa Intl. to Bradley Intl., returning Tue, Mar 25, priced at $129 found 16 hours ago
Frontier Airlines
Tue, Apr 1 - Tue, Apr 8
DEN
Denver Intl.
BDL
Bradley Intl.
$160 Roundtrip, found 4 days ago
$160
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Denver Intl. to Bradley Intl., returning Tue, Apr 8, priced at $160 found 4 days ago