Deals on vacations and trips to Winsted

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Price found within the past 48 hours. Click for updated prices.
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
Price was $543, price is now $458 per person
$458
per person
Oct 8 - Oct 12
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the business center. Guests will appreciate freebies like continental breakfast and free self parking.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,510, price is now $871 per person
$871
per person
Oct 23 - Oct 25
found 13 hours ago
Roundtrip flight included
Chicago (ORD) 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.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $709, price is now $585 per person
$585
per person
Oct 23 - Oct 25
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $688, price is now $573 per person
$573
per person
Oct 23 - Oct 25
found 13 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Downtown New Haven
Price was $542, price is now $463 per person
$463
per person
Oct 23 - Oct 25
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
A gym is featured at this apartment, along with free WiFi in public areas and laundry facilities. A virtual front desk are provided for your convenience.

Top Winsted hotels deals

Waterfront House & Guest House Available in Winchester, CT!

Waterfront House & Guest House Available in Winchester, CT!

Winchester CT
Get rates
This vacation home features laundry facilities.
Kitchen
Washer
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $166 total per night
$166 total
Sep 9 - Sep 10
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.
Breakfast included
Pet friendly
Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

3.5 out of 5
1 Bradley International Airport Windsor Locks CT
$237 nightly
The price is $273 total per night
$273 total
Sep 13 - Sep 14
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.
Pet friendly
Free WiFi
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

4 out of 5
16 Ella T. Grasso Turnpike Windsor Locks CT
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $161 total per night
$161 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Pool
Free airport shuttle
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3 out of 5
2 Farm Glen Blvd Farmington CT
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $174 total per night
$174 total
Sep 10 - Sep 11
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.
Pool
Breakfast included
Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

2.5 out of 5
600 Spring St Windsor Locks CT
Free Cancellation
$131 nightly
The price is $151 total per night
$151 total
Sep 9 - Sep 10
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.
Pool
Breakfast included
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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.

Stay near popular Winsted attractions

Highland Lake

Commune with nature and explore the great outdoors at Highland Lake during your travels in Winchester.
See properties

Frequently asked questions

How much are vacation packages to Winsted?
Travelocity offers great package deals to Winsted, including flights and hotels, starting from as low as $458. With all the extra money, you could include some awesome tours or perhaps even add a few extra nights to your adventure.
Where can I get the best vacation package deals for Winsted?
Whatever your travel style, Travelocity can help you lock in a great Winsted package deal. All you have to do is mix and match from our 400 airlines and 1,000,000 properties around the world.
Why should I purchase my Winsted vacation bundle with Travelocity?
The three S's — savings, support and a stress-free booking — are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to our team of customer support experts around-the-clock. With the Travelocity Price Match Guarantee, you can relax knowing you'll always get the best deal available.
Can I save on my Winsted car rental if I combine it with hotels and flights?
Booking a Winsted vacation package with Travelocity is one of the best ways to save cold, hard cash. Bundle a car, hotel and flight, or any combination of them, and get access to great discounts. You could also throw in experiences and activities. After you've picked up the keys to the rental car, head out of the neighborhood and find out what the surrounding area has to offer. Around 95 mi from Winsted, Times Square is worth a road trip.
What is there to do in Winsted?
Highland Lake and Laurel Lanes are popular with so many visitors. Cross these sights off your must-see list and discover what the hype is about.

Photos of local treasures

Browse Winsted vacation photos for more inspiration

A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.
A brick building with green shutters, a white door, and a brick entrance.
A tractor with large tires and a red frame, parked next to a birch tree in a forested area with autumn-colored foliage.