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Hotels in Winsted

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Choose from 803 Winsted Hotel Deals

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
  • 34 min drive from Highland Lake
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,101 reviews)
"Great beds and room for the price. Close to airport. Could have been cleaner."

Reviewed on Jul 28, 2025

Holiday Inn Express & Suites Bradley Airport by IHG
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave, Farmington, CT
  • 38 min drive from Highland Lake
Stay at this 3-star business-friendly hotel in Farmington. Enjoy free breakfast, room service, and a health club. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,003 reviews)
"We loved it!"

Reviewed on Aug 1, 2025

The Farmington Inn & Suites
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

4 out of 5
16 Ella T. Grasso Turnpike, Windsor Locks, CT
  • 34 min drive from Highland Lake
Stay at this 4-star business-friendly hotel in Windsor Locks. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
8/10 Very Good! (1,003 reviews)
"We had a great time at the restaurant. Staff was wonderful, room was clean. But in room 307 the A/C unit sounds like a like a plane was in the room."

Reviewed on Jul 30, 2025

DoubleTree by Hilton Hartford - Bradley Airport
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
279 Avon Mountain Rd, Avon, CT
  • 29 min drive from Highland Lake
Stay at this 3.5-star family-friendly hotel in Avon. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,002 reviews)
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Reviewed on Aug 1, 2025

Avon Old Farms Hotel
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

2.5 out of 5
400 New Britain Ave, Plainville, CT
  • 45 min drive from Highland Lake
Book a stay at this business-friendly hotel in Plainville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (865 reviews)
"It’s very good for every thing and very clean very good service"

Reviewed on Jul 30, 2025

Fairfield Inn & Suites by Marriott Plainville
Delamar West Hartford

Delamar West Hartford

4 out of 5
1 Memorial Road, West Hartford, CT
  • 40 min drive from Highland Lake
Stay at this 4-star spa hotel in West Hartford. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (1,002 reviews)
"Love the coffee machine! Love the staff! Loved my stay!"

Reviewed on Jul 13, 2025

Delamar West Hartford
Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
2168 Poquonock Ave, Windsor, CT
  • 34 min drive from Highland Lake
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (1,005 reviews)
"The swimming pool and jacuzzi very nice. Staff was very pleasant and helpful. The shuttle driver will take you to any store within a 3 mile radius and they take you to and from the airport. VERY HELPFUL!"

Reviewed on Jul 29, 2025

Hampton Inn Hartford/Airport
Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

3.5 out of 5
1 Bradley International Airport, Windsor Locks, CT
  • 33 min drive from Highland Lake
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,001 reviews)
"The front desk staff and particularly the operations manager helped resolve a booking challenge with speed and grace. They were wonderful."

Reviewed on Jul 31, 2025

Sheraton Hartford Hotel at Bradley Airport
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3 out of 5
2 Farm Glen Blvd, Farmington, CT
  • 39 min drive from Highland Lake
Stay at this 3-star business-friendly hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,000 reviews)
"The only thing we had an issue with was the front desk during the day. They were in the back a lot. One time we had to go back there because we need extra towels and we waited 10 minutes for someone to come to the desk."

Reviewed on Jul 28, 2025

Homewood Suites by Hilton Hartford-Farmington
Springhill Suites Marriott Airport

Springhill Suites Marriott Airport

3 out of 5
225 Ella Grasso Tpke, Windsor Locks, CT
  • 34 min drive from Highland Lake
Stay at this 3-star business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,000 reviews)
"Under renovation but staff was nice."

Reviewed on Jul 23, 2025

Springhill Suites Marriott Airport
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
  • 51 min drive from Highland Lake
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,003 reviews)
"Close to city center, safe and great costumer experience"

Reviewed on Jul 30, 2025

Quality Inn
Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 out of 5
301 Colt Hwy, Farmington, CT
  • 41 min drive from Highland Lake
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,001 reviews)
"Clean,quiet,bed comfortable,breakfast great,I will definitely stay again ,great customer service and easy check in and out ."

Reviewed on Jul 28, 2025

Hampton Inn & Suites Hartford/Farmington
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.

Find cheap hotels in Winsted

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winsted.

Choosing the right hotel in Connecticut has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winsted’s 803 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $104. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Winsted hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winsted. No matter your reason for visiting Winsted, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winsted hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winsted for as low as $104.

How many hotels are there in Winsted?

With over 803 hotels in Winsted, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $104.

How to find cheap car rentals in Winsted?

Finding a cheap car rental deal in Winsted is as easy as scoring cheap hotels in Winsted. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.