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.
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Save 100% on your flight
Price was $1,096, price is now $793 per person
$793
per person
Oct 9 - Oct 11
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
This apartment includes free WiFi in public areas and a virtual front desk.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,215, price is now $1,143 per person
$1,143
per person
Sep 28 - Oct 1
found 1 day ago
Roundtrip flight included
Houston (HOU) 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.
Las Flores Villa

Las Flores Villa

5 out of 5
Price was $8,467, price is now $4,726 per person
$4,726
per person
Oct 21 - Oct 26
found 18 hours ago
Roundtrip non-stop flight included
Houston (HOU) to New Haven (HVN)
This vacation home features an outdoor pool and a hot tub. Families will appreciate the playground and onsite laundry facilities. Enjoy the sauna and perks like free self parking.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $1,357, price is now $910 per person
$910
per person
Oct 9 - Oct 11
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Save 100% on your flight
Price was $1,462, price is now $1,078 per person
$1,078
per person
Oct 9 - Oct 11
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
This aparthotel features a gym and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, express check-out, and dry cleaning are also on offer.

Top Winsted hotels deals

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

3.5 out of 5
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
Aug 28 - Aug 29
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
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
$118 nightly
The price is $136 total per night
$136 total
Aug 23 - Aug 24
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
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
$141 nightly
The price is $162 total per night
$162 total
Sep 7 - Sep 8
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
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
$139 nightly
The price is $159 total per night
$159 total
Aug 17 - Aug 18
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
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
279 Avon Mountain Rd Avon CT
Free Cancellation
Reserve now, pay when you stay
$173 nightly
The price is $199 total per night
$199 total
Aug 25 - Aug 26
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and wedding services.
Pool
Breakfast included
Delamar West Hartford

Delamar West Hartford

4 out of 5
1 Memorial Road West Hartford CT
Free Cancellation
Reserve now, pay when you stay
$368 nightly
The price is $421 total per night
$421 total
Aug 23 - Aug 24
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free valet parking and free WiFi. Free self parking, a 24-hour business center, and a terrace are also offered.
Spa
Pet friendly
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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 $793. 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.