Explore top 2025 4 Star Hotels in Winsted

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Top Winsted 4 Star hotels

DoubleTree by Hilton Hartford - Bradley Airport

16 Ella T. Grasso Turnpike, Windsor Locks, CT

Fully refundableReserve now, pay when you stay

$122 nightly

$141 total

Oct 30 - Oct 31

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 ...

8/10 Very Good! (1,001 reviews)

The overall property and staff were good. However, I wasn't expecting my double beds to actually be two FULL size beds instead of QUEEN size beds in a Hilton hotel.

Reviewed on Oct 17, 2025

Delamar West Hartford

1 Memorial Road, West Hartford, CT

Fully refundableReserve now, pay when you stay

$339 nightly

$388 total

Oct 30 - Oct 31

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 ...

9.6/10 Exceptional! (1,000 reviews)

Great as usual

Reviewed on Oct 14, 2025

DoubleTree by Hilton Hotel Bristol, Connecticut

42 Century Dr, Bristol, CT

Fully refundableReserve now, pay when you stay

$151 nightly

$174 total

Nov 9 - Nov 10

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free valet parking and free WiFi. Enjoy the hot tub ...

9/10 Wonderful! (1,008 reviews)

Very Clean

Reviewed on Oct 8, 2025

The Litchfield Inn

432 Bantam Road, Litchfield, CT

Fully refundableReserve now, pay when you stay

$284 nightly

$327 total

Nov 19 - Nov 20

Total with taxes and fees

A full-service spa and a 24-hour gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...

9/10 Wonderful! (947 reviews)

Upscale. Clean and quiet.

Reviewed on Oct 7, 2025

Simsbury 1820 House

731 Hopmeadow St, Simsbury, CT

Fully refundableReserve now, pay when you stay

$164 nightly

$189 total

Nov 2 - Nov 3

Total with taxes and fees

The bed & breakfast's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center ...

9.2/10 Wonderful! (1,001 reviews)

A beautiful place to enjoy the many sights of the area from.

Reviewed on Oct 18, 2025

The White Hart

15 Under Mountain Rd, Salisbury, CT

$285 nightly

$328 total

Oct 27 - Oct 28

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...

9.6/10 Exceptional! (141 reviews)

Amazing stay. Incredible staff, attention to detail. Beyond expectations

Reviewed on Oct 2, 2025

9 Academy

9 Academy St, Salisbury, CT

$494 nightly

$568 total

Oct 27 - Oct 28

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on ...

8.6/10 Excellent! (7 reviews)

The Loft was so beautifully decorated and every detail was perfect.

Reviewed on Oct 8, 2024

The Old Inn On The Green

134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA

$336 nightly

$368 total

Nov 2 - Nov 3

Total with taxes and fees

This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free ...

9/10 Wonderful! (90 reviews)

Beautiful Inn and outstanding chef

Reviewed on Oct 3, 2025

Rock Hall Luxe Lodging

19 Rock Hall Road, Winsted, CT

This bed & breakfast features an outdoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...

Rock Hall

The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended.

Reviewed on Oct 20, 2010

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ABC Stay - Connecticut Five Bedroom Home

38 Strawberry Ridge Lane, New Preston, CT

This vacation home features a 24-hour gym and a hot tub. WiFi in public areas is free. Barbecue grills are provided for your convenience.

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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.

4 Star Hotels Winsted

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Winsted 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Winsted will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Winsted, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.