Search Deals on
Winsted Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

A tractor up a tree! And, there's a picnic table underneath.

Photo by Kim Knox Beckius

Winsted
Connecticut
United States of America
North America
Hotwire.com

Winsted Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express Southington by IHG

2.5 out of 5

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!

5 out of 5

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

3 out of 5

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

4 out of 5

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

3 out of 5

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

3 out of 5

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

3 out of 5

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

3 out of 5

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)