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Winsted Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2 out of 5
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
Book a stay at this business-friendly motel in Old Saybrook. Enjoy free WiFi, free parking, and room service. Popular attractions Tanger Outlets and Chalker Beach are located nearby.
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
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. Popular attractions Xfinity Theatre and Connecticut River are located nearby.
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Xfinity Theatre and Promenade Shops at Evergreen Walk are located nearby.
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star B&B in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions General William Hart House and Katharine Hepburn Cultural Arts Center are located nearby.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Courtyard By Marriott Hartford/Windsor Airport

Courtyard By Marriott Hartford/Windsor Airport

3 out of 5
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 in our reviews. Popular attractions Windsor Arts Center and Oliver Ellsworth Homestead are located nearby.

Winsted Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$81 Roundtrip, found 2 hours ago
$81
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $81 found 2 hours ago
Spirit Airlines
Wed, Jun 18 - Wed, Jun 25
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Jun 18 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Jun 25, priced at $92 found 1 day ago
American Airlines
Tue, Aug 12 - Sat, Aug 23
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$148 Roundtrip, just found
$148
Roundtrip
just found
Select American Airlines flight, departing Tue, Aug 12 from Charlotte-Douglas Intl. to Bradley Intl., returning Sat, Aug 23, priced at $148 just found
Breeze Airways
Fri, Jul 11 - Mon, Jul 14
TPA
Tampa Intl.
BDL
Bradley Intl.
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 11 from Tampa Intl. to Bradley Intl., returning Mon, Jul 14, priced at $153 found 1 day ago