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Hotels in Winsted

Choose from 833 Winsted Hotel Deals

The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
  • 38 min drive from Highland Lake
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, room service, and a health club. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,003 reviews)
"Friendly and helpful front desk staff. Clean and charming room. Will stay there again in future when back in Farmington."

Reviewed on Jun 30, 2026

The Farmington Inn & Suites
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
Book a stay at this family-friendly hotel in Avon. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,011 reviews)
"We enjoyed our stay in this old charm hotel in quiet area with great amenities. The seasonal pool was perfect to escape hot summer. The hotel is clean and offers free breakfast. Overall positive experience."

Reviewed on Jun 30, 2026

Avon Old Farms Hotel
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 a free airport shuttle. Our guests praise the breakfast and ...
8.8/10 Excellent! (1,141 reviews)
"First time in Boise for a family wedding and stayed at this surprising hotel. Booked a room with a view. Check in to check out, this place was an easy flow and staff from front desk to dining were especially pleasant and extremely accommodating. Room service did a great job on breakfast, and dinner ..."

Reviewed on Jun 30, 2026

Holiday Inn Express & Suites Bradley Airport by IHG
Delamar West Hartford

Delamar West Hartford

4 out of 5
1 Memorial Road West Hartford CT
  • 40 min drive from Highland Lake
Book a stay at this spa hotel in West Hartford. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (1,001 reviews)
"The property’s location is excellent. The staff was amazing."

Reviewed on Jun 22, 2026

Delamar West Hartford
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

4 out of 5
42 Century Dr Bristol CT
  • 45 min drive from Highland Lake
Stay at this hotel in Bristol. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,002 reviews)
"The rooms were huge!!! So great for families with kitchen and separate living room area. The bathroom was super large with double sinks and expanded mirror that covered one wall. Super comfortable place to stay."

Reviewed on Jun 29, 2026

DoubleTree by Hilton Hotel Bristol, Connecticut
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 ...
9/10 Wonderful! (1,003 reviews)
"Spacious room, friendly staff and decent breakfast."

Reviewed on Jun 24, 2026

Hampton Inn & Suites 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
Book a stay at this 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! (1,006 reviews)
"Overnight stay for early flight -- free shuttle to airport was a win - it came on time and hotel was only a 3 minute ride to airport - hotel was clean and updated"

Reviewed on Jun 29, 2026

Springhill Suites Marriott 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
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 ...
8.4/10 Very Good! (1,004 reviews)
"We were welcomed by such a nice manager! We were kind of late in the night, around 10:30pm and he was so kind and helpful. The room was great and very spacious. It was very quiet. We didn’t use the pool or fitness facilities so I can’t judge those. Our room didn’t have a blackout curtain, so that ..."

Reviewed on Jun 27, 2026

Homewood Suites by Hilton Hartford-Farmington
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 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 ...
8.6/10 Excellent! (1,009 reviews)
"Very clean"

Reviewed on Jun 29, 2026

Quality Inn Great Barrington
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 ...
9.2/10 Wonderful! (1,005 reviews)
"It is convenient to the airport for early morning flights. Food at bar was good. Quiet rooms. We would recommend"

Reviewed on Jun 30, 2026

Sheraton Hartford Hotel at Bradley Airport
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

3 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. ...
Fairfield Inn & Suites by Marriott Plainville
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
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
8.2/10 Very Good! (1,003 reviews)
"Staff were all very nice, accommodating and friendly. They went above and beyond to assure our stay was pleasant."

Reviewed on Jun 20, 2026

DoubleTree by Hilton Hartford - Bradley Airport
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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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $123. 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.

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Frequently Asked Questions About Winsted hotels

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

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How many hotels are there in Winsted?

With over 833 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 $123.

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