Search Deals onWinsted Vacation Packages
Photo by Kim Knox Beckius
Winsted Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express Southington by IHG
Price was $477, price is now $382 per person
$382
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip 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.

Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $1,786, price is now $1,109 per person
$1,109
per person
Nov 29 - Dec 2
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this 5-star luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Glenwood Park are located nearby.

Residence Inn by Marriott Southington
Price was $783, price is now $624 per person
$624
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.

Madison Beach Hotel
Price was $1,029, price is now $831 per person
$831
per person
Dec 10 - Dec 13
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this 4-star 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 Deacon John Grave House and Anna Mia's are located nearby.

Hyatt Place Milford / New Haven
Price was $771, price is now $639 per person
$639
per person
Nov 20 - Nov 24
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.

Hyatt Place Uncasville - Casino Area
Price was $1,182, price is now $994 per person
$994
per person
Nov 11 - Nov 16
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.

La Quinta Inn & Suites by Wyndham New Haven
Price was $482, price is now $408 per person
$408
per person
Nov 20 - Nov 24
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Long Wharf Theatre and Wooster Square are located nearby.

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
Price was $602, price is now $522 per person
$522
per person
Dec 10 - Dec 13
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.
Winsted Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Winsted Vacation Packages 5-7 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.

Mon, Oct 27 - Fri, Oct 31
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 4 days ago
$98
Roundtrip
found 4 days ago

Fri, Oct 17 - Mon, Oct 27
MCO
Orlando Intl.
BDL
Bradley Intl.
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago

Thu, Oct 30 - Sat, Nov 1
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$126 Roundtrip, found 6 days ago
$126
Roundtrip
found 6 days ago

Thu, Nov 13 - Sun, Nov 16
TPA
Tampa Intl.
BDL
Bradley Intl.
$129 Roundtrip, found 1 day ago
$129
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations