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.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $628, price is now $505 per person
$505
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area and barbecue grills are also provided.
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
Price was $834, price is now $721 per person
$721
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free local cuisine breakfast each morning. A garden and express check-out are also provided.

Top Winsted hotels deals

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
$142 nightly
The price is $164 total per night
$164 total
Apr 5 - Apr 6
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
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
$130 nightly
The price is $150 total per night
$150 total
Apr 12 - Apr 13
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
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
$254 nightly
The price is $292 total per night
$292 total
Apr 11 - Apr 12
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
$128 nightly
The price is $147 total per night
$147 total
Apr 5 - Apr 6
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
Delamar West Hartford

Delamar West Hartford

4 out of 5
1 Memorial Road West Hartford CT
Free Cancellation
Reserve now, pay when you stay
$392 nightly
The price is $448 total per night
$448 total
Apr 5 - Apr 6
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
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
$158 nightly
The price is $182 total per night
$182 total
Apr 4 - Apr 5
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
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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.

Popular places to visit

Highland Lake

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

Highland Lake

Northwestern Connecticut Community College

Walk around the campus at Northwestern Connecticut Community College as part of your travels around Winchester.

Northwestern Connecticut Community College

American Mural Project

You can spend time studying the exhibits at American Mural Project in Winchester.

American Mural Project

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 $505. 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

Old houses in the Old Salem Historic District, in downtown Winst
Winsted