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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.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was $486, price is now $372 per person
$372
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free WiFi, free parking, and room service. Popular attractions Tanger Outlets and Crystal Lake Town Park are located nearby.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Save 100% on your flight
Price was $708, price is now $485 per person
$485
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Save 100% on your flight
Price was $2,770, price is now $2,030 per person
$2,030
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this beach hotel in Madison. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Hammonasset Beach State Park and Madison Green Historic District are located nearby.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Price was $469, price is now $373 per person
$373
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 New Haven Green are located nearby.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
Price was $456, price is now $378 per person
$378
per person
Aug 7 - Aug 10
found 5 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 Shubert Theater and Payne Whitney Gymnasium are located nearby.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Price was $459, price is now $382 per person
$382
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Shubert Theater and Sterling Memorial Library at Yale University are located nearby.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
Price was $972, price is now $811 per person
$811
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater are located nearby.
Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Price was $745, price is now $625 per person
$625
per person
Aug 20 - Aug 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this apartment in New Haven. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Shubert Theater and New Haven Green are located nearby.

Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $456, price is now $378 per person
$378
per person
Aug 7 - Aug 10
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was $933, price is now $750 per person
$750
per person
Aug 20 - Aug 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Price was $1,461, price is now $1,189 per person
$1,189
per person
Aug 20 - Aug 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was $1,247, price is now $1,017 per person
$1,017
per person
Aug 20 - Aug 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)

Windsor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was $486, price is now $372 per person
$372
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Save 100% on your flight
Price was $708, price is now $485 per person
$485
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $2,770, price is now $2,030 per person
$2,030
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Liberty Inn

Liberty Inn

2 out of 5
Price was $477, price is now $410 per person
$410
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)

Top Flight Deals

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

Breeze Airways
Wed, Aug 12 - Mon, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$133 Roundtrip, found 3 hours ago
$133
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Mon, Aug 31, priced at $133 found 3 hours ago
American Airlines
Wed, Aug 12 - Wed, Aug 19
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 12 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Aug 19, priced at $167 found 1 day ago
JetBlue Airways
Tue, Aug 25 - Sat, Aug 29
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$193 Roundtrip, found 5 days ago
$193
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Aug 25 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Aug 29, priced at $193 found 5 days ago
JetBlue Airways
Wed, Aug 5 - Wed, Aug 19
TPA
Tampa Intl.
BDL
Bradley Intl.
$216 Roundtrip, found 6 days ago
$216
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Aug 5 from Tampa Intl. to Bradley Intl., returning Wed, Aug 19, priced at $216 found 6 days ago