Book Guest Houses in Winsted, CT

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Top Guest Houses in Winsted

9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$484 nightly
The price is $557 total per night
$557 total
Jan 7 - Jan 8, 2026
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 offer.
53 Geary Ave

53 Geary Ave

2 out of 5
53 Geary Ave Bristol CT
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This guesthouse includes dry cleaning and laundry facilities. Take advantage of the free self parking.
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

Granby CT
$237 nightly
The price is $269 total per night
$269 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This guesthouse features limo/town car service, a garden, and concierge services.
A Homey Heaven - Modern, Pet-Friendly, Gaming, Full Kitchen and more.

A Homey Heaven - Modern, Pet-Friendly, Gaming, Full Kitchen and more.

Bristol CT
$346 nightly
The price is $387 total per night
$387 total
Dec 29 - Dec 30
Total with taxes and fees
Book a stay at this family-friendly guesthouse in Bristol. Enjoy free WiFi, a water park, and patios. Popular attractions Harts Corner Historic District and Wilson Playground are located nearby.
The Farmington Guest House

The Farmington Guest House

Farmington CT
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This guesthouse features laundry facilities.
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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.

Top hotels in Winsted

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

1 Bradley International Airport Windsor Locks CT
$269 nightly
The price is $309 total per night from Dec 21 to Dec 22
$309 total
Dec 21 - Dec 22
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)

Winsted Guest Houses essential information

Accommodation
6 Guest Houses
Lowest Price
$83
Highest Price
$557
Popular accommodation
9 Academy , 53 Geary Ave, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, A Homey Heaven - Modern, Pet-Friendly, Gaming, Full Kitchen and more., The Farmington Guest House

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