Deals on vacations and trips to Winsted
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Winsted flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Best Western Executive Hotel Of New Haven - West Haven
Price was $686, price is now $646 per person
$646
per person
Mar 21 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Eugene (EUG) to New Haven (HVN)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Beechmont - Perfect for Family Retreat!
North End
Save 100% on your flight
Price was $1,836, price is now $1,153 per person
$1,153
per person
Jan 29 - Feb 1
found 1 hour ago
Roundtrip non-stop flight included
Seattle (SEA) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Landing Modern 2bd, Gym
West New Haven
Price was $955, price is now $850 per person
$850
per person
Mar 21 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Eugene (EUG) to New Haven (HVN)
A gym, self parking, and barbecue grills are featured at this apartment. WiFi in public areas is free. A business center, a garden, and a picnic area are also on offer.
Graduate by Hilton New Haven
Downtown New Haven
Price was $784, price is now $716 per person
$716
per person
Mar 21 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Eugene (EUG) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.
Hyatt Place Milford / New Haven
Price was $684, price is now $665 per person
$665
per person
Mar 21 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Eugene (EUG) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Top Winsted hotels deals
Sheraton Hartford Hotel at Bradley Airport
1 Bradley International Airport Windsor Locks CT
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $263 total per night
$263 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a computer station are also offered.
Extended Stay America Suites Hartford Farmington
1 Batterson Park Rd Farmington CT
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $91 total per night
$91 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.
Holiday Inn Express & Suites Bradley Airport by IHG
600 Spring St Windsor Locks CT
Free Cancellation
$114 nightly
The price is $131 total per night
$131 total
Dec 30 - Dec 31
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the free continental breakfast each morning.
The Farmington Inn & Suites
827 Farmington Ave Farmington CT
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $119 total per night
$119 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the free continental breakfast each morning.
Hampton Inn & Suites Hartford/Farmington
301 Colt Hwy Farmington CT
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $141 total per night
$141 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking.
Hampton Inn Hartford/Airport
2168 Poquonock Ave Windsor CT
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $141 total per night
$141 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Highland Lake
Commune with nature and explore the great outdoors at Highland Lake during your travels in Winchester.
Northwestern Connecticut Community College
Walk around the campus at Northwestern Connecticut Community College as part of your travels around Winchester.
Northwestern Connecticut Community College Library
After visiting Northwestern Connecticut Community College Library, make a plan to see the other sights and activities in Winchester.
Frequently asked questions
Photos of local treasures
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