Winsted Hotels

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Our top choices for Winsted hotels

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (837 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is P3,605
P4,027 total
includes taxes & fees
Apr 7 - Apr 8
Monument Mountain Motel

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,001 reviews)
"Great location, friendly staff"
United States
James
The price is P4,045
P4,518 total
includes taxes & fees
Apr 20 - Apr 21
Quality Inn Great Barrington

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (574 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is P4,518
P5,046 total
includes taxes & fees
Apr 5 - Apr 6
Travelodge by Wyndham Great Barrington Berkshires

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is P6,325
P7,273 total
includes taxes & fees
Apr 5 - Apr 6
Locust Tree Bed and Breakfast LLC

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,001 reviews)
"Staff was very attentive to my needs. I required support on two occasions during the length of my stay and they took care of the problem immediately. "
United States
Michele
The price is P5,069
P5,829 total
includes taxes & fees
Apr 6 - Apr 7
Days Inn by Wyndham Torrington

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (105 reviews)
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
The price is P8,433
P9,360 total
includes taxes & fees
Apr 5 - Apr 6
Truman Gillet House Bed & Breakfast

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (839 reviews)
"We had an excellent experience all around. "
United States
Jennifer
The price is P6,657
P7,435 total
includes taxes & fees
Apr 12 - Apr 13
Hampton Inn Westfield

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (204 reviews)
"Great place good people decent breakfast great room service "
United States
JULES
The price is P8,724
P10,032 total
includes taxes & fees
Apr 19 - Apr 20
Home2 Suites by Hilton Bristol

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (754 reviews)
"Staff was great! Clean room, parking was always available. Breakfast was great. Had a great time!"
United States
Brigid
The price is P6,927
P7,738 total
includes taxes & fees
Apr 20 - Apr 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (184 reviews)
"Staff was very rude.The owner was very rude.We'll never stay there again"
United States
Jeff
The price is P5,120
P5,888 total
includes taxes & fees
May 3 - May 4
PLYMOUTH MOTOR LODGE

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (919 reviews)
"Everything clean "
United States
GLADYS
The price is P5,708
P6,376 total
includes taxes & fees
Apr 26 - Apr 27
Quality Inn Westfield - Springfield

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (954 reviews)
"Average clean rooms, pool small, pizza Resterant good. Staff great at hotel and Resterant. "
United States
Kellie
The price is P6,325
P7,273 total
includes taxes & fees
Apr 17 - Apr 18
Fairfield Inn & Suites by Marriott Plainville

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is P9,693
P10,827 total
includes taxes & fees
Apr 5 - Apr 6
Wilder House Berkshires

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,001 reviews)
"Nice clean hotel "
United States
Tiffany
The price is P7,409
P8,520 total
includes taxes & fees
Apr 18 - Apr 19
Hampton Inn & Suites Hartford/Farmington

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
The price is P6,626
P7,401 total
includes taxes & fees
Apr 9 - Apr 10
The Little Lion

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,003 reviews)
"Lovely stay!"
United States
Ilana
The price is P7,665
P9,853 total
includes taxes & fees
Apr 5 - Apr 6
The Farmington Inn & Suites

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (83 reviews)
"Checkin was easy, room was clean and comfortable "
United States
Greg
The price is P7,830
P9,005 total
includes taxes & fees
Apr 10 - Apr 11
Hitching Post Country Motel

DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
4.0 star property
Windsor Locks
8.2 out of 10, Very Good, (1,000 reviews)
"Airport shuttle efficient and easy. Check in and check out swift and easy. Comfortable room. "
United States
Wendy
The price is P8,373
P9,628 total
includes taxes & fees
Apr 5 - Apr 6
DoubleTree by Hilton Hartford - Bradley Airport

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG
2.5 star property
Windsor Locks
9.0 out of 10, Wonderful, (1,152 reviews)
"Clean room, good location to airport & food, friendly staff."
United States
Nesa
The price is P7,770
P8,936 total
includes taxes & fees
Apr 6 - Apr 7
Holiday Inn Express & Suites Bradley Airport by IHG

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1,002 reviews)
"Feels like home ! Great experience! "
United States
Yong
The price is P6,264
P7,203 total
includes taxes & fees
Apr 5 - Apr 6
Extended Stay America 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.
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Stay near popular Winsted attractions

Learn more about Winsted

Highland Lake offers refreshing swimming and boating during summer months, with a small beach perfect for families. Explore the American Museum of Tort Law founded by Ralph Nader, then grab coffee at one of Main Street's welcoming cafes.

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

Top Winsted Hotel Reviews

More cheap stays in Winsted

Find out more about Winsted

Top reasons to visit Winsted

  • Outdoor Adventures: Winsted is perfect for outdoor enthusiasts, offering activities like skiing, hiking, and exploring scenic parks.
  • Picturesque Downtown: Stroll through the charming downtown area, featuring local boutiques and cafés, ideal for leisurely afternoons.
  • Victorian Architecture: Admire the stunning Victorian mansions that enhance the town's historical charm.
  • Family-Friendly Atmosphere: Winsted provides a serene retreat, making it suitable for families and romantic getaways.
  • Diverse Accommodations: Enjoy a range of lodging options, from pet-friendly hotels to unique agritourism stays.

Find great hotels near Winsted

Winsted, Connecticut, offers a delightful selection of hotel accommodations, catering to both leisure and business travellers. From pet-friendly options to agritourism properties, there's something for everyone seeking adventure or a peaceful getaway. Explore the best hotels in Winsted, read glowing reviews, and find the perfect lodging that meets your requirements for a memorable stay in this charming town.

  • La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport: This vibrant hotel welcomes travellers of all kinds, particularly those seeking an LGBTQIA-friendly environment. Located 32.2km from Winsted, La Quinta Inn & Suites is perfect for both business and leisure seekers. Guests appreciate the pet-friendly policy, allowing dogs and cats to accompany them. The hotel offers a range of modern amenities, ensuring comfort and convenience. With a welcoming atmosphere and a commitment to inclusivity, it is an excellent choice for those looking to enjoy a hassle-free stay.
  • Homewood Suites by Hilton Hartford-Farmington: Positioned 30.6km from Winsted, this 3-star hotel is an adventurer's paradise. Homewood Suites is designed for those who enjoy an active lifestyle, providing access to numerous outdoor activities such as skiing, kayaking, and hiking. The property is pet-friendly and caters to LGBTQIA travellers, making it an inclusive option for all. Guests can take advantage of spacious suites that include fully equipped kitchens, perfect for longer stays or families. The hotel’s focus on adventure and comfort ensures a memorable experience for all visitors.
  • The Farmington Inn & Suites: A charming option located 29.0km from Winsted, The Farmington Inn & Suites caters to business travellers and pet owners alike. This 3-star lodging offers a warm, welcoming atmosphere and essential amenities for a successful stay. The hotel's pet policy allows for dogs and cats, ensuring that guests can bring their furry friends along. With its convenient location and focus on business needs, The Farmington Inn & Suites is a reliable choice for those visiting the area for work or leisure.

Where to stay in and around Winsted

Winsted, Connecticut, is a charming destination perfect for outdoor enthusiasts and romantic getaways. Stroll through the picturesque downtown area, where shopping enthusiasts can delight in local boutiques and cafés. Don't miss the chance to explore the area's recreational parks or admire the stunning Victorian mansions that dot the landscape. With its family-friendly atmosphere and serene surroundings, Winsted offers an ideal retreat for relaxation and adventure alike.

  • Winchester: Nestled in the heart of Winsted, Winchester is a charming village that offers a delightful blend of outdoor activities and serene landscapes. The area experiences moderately seasonal visitor traffic, with peak months in April, July, and September. Travellers flock here for its stunning scenery and romantic atmosphere. Popular activities include exploring the local arcade adventure zone and skiing at nearby fields. Nature enthusiasts will appreciate the proximity to beautiful lakes, national state parks, and picturesque mountains, making Winchester a perfect spot for those seeking adventure and tranquillity alike.
  • West Hill Lake: Located approximately 4.8km from Winsted, West Hill Lake is a tranquil village famed for its year-round appeal, with peak visitor numbers in the summer months of July and August. This area is a favoured destination for outdoor lovers, offering scenic views and a romantic ambiance. Guests can enjoy various recreational activities, including theatre performances and educational experiences. Highlights include access to a stunning lake, inviting beaches, and expansive parks, making it an ideal locale for relaxation and leisure.
  • Riverton: Just 6.4km from Winsted, Riverton is a vibrant city that attracts visitors throughout the year, particularly in the summer and autumn months. Known for its outdoor adventures, this charming locale offers activities such as skiing, golf, and exploring the natural beauty of the surrounding landscapes. With a scenic lake, national state parks, and a meandering river nearby, Riverton provides ample opportunities for both relaxation and recreation. Whether you seek an exciting outdoor experience or a romantic getaway, Riverton is sure to impress.

Things to do in and around Winsted

Winsted, Connecticut, is an excellent destination for outdoor enthusiasts and those seeking a romantic getaway. The area offers a variety of activities, including skiing in the local ski fields and exploring its beautiful recreational areas. Visitors can enjoy amusement parks and significant attractions, making it perfect for outdoor exploration and adventure. Experience the scenic beauty and charm that Winsted has to offer during your holiday.

Shopping

In Winsted, you can visit Ames Plaza Shopping Center, just 1.6km away, offering a vibrant family atmosphere. Ledgebrook Plaza is also nearby, providing a pleasant shopping experience. If you're up for a drive, Rosedale Farms & Vineyards, located 22.5km away, is a charming spot for unique gifts.

Recreation

Satan's Kingdom State Recreation Area, a mere 11.3km from Winsted, offers serene hiking trails and tranquil picnic spots, perfect for relaxation. Music Mountain, 20.9km away, hosts delightful concerts, blending entertainment with a charming atmosphere. Wintonbury Hills Golf Course, 25.7km distant, provides a scenic golfing experience amidst lush landscapes.

Adventure

At Ski Sundown, located 11.3km from Winsted, enjoy thrilling skiing experiences on well-groomed slopes amidst a vibrant ski atmosphere. For motorsport enthusiasts, Lime Rock Park, 111.3km away, offers exhilarating races in a lively setting. Explore the scenic Big Cathedral Trail, 22.5km from Winsted, perfect for hiking and outdoor adventures.

Nightlife

In Winsted, Laurel Lanes offers a fun arcadeAdventureZone with a family-friendly atmosphere. For a touch of romance and culture, head to the Warner Theatre or Infinity Music Hall and Bistro, both located a mere 14.5km away, providing delightful entertainment and dining experiences.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winsted

To save money on your trip to Winsted, consider visiting in March or November to December when accommodation prices drop. Booking on a Monday can also help you find better deals, as Saturdays are generally the priciest. Use Expedia’s search tool to sort options by price and package your hotel, flights, and activities for additional savings. Look for free local attractions and utilise public transport for economical travel. Lastly, keep an eye out for special deals like last-minute offers and discounts on beverages to maximise your budget.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winsted are March and November to December, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winsted is Monday. The most expensive day to stay in Winsted is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, including your budget, desired location, and the type of accommodation you prefer. To discover the most economical prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel booking in Winsted with your flights and activities through an Expedia package.

Find the best attractions near Winsted

Winsted is an idyllic destination for outdoor enthusiasts and those seeking a romantic getaway, featuring a variety of scenic attractions such as State Parks, nature reserves, and parks. Visitors can immerse themselves in eco-friendly adventures while exploring the beautiful landscapes that surround the town. Whether hiking or simply enjoying the natural beauty, Winsted offers a perfect blend of relaxation and exploration for all types of travellers.

  • Yale Summer School of Music and Art: Immerse yourself in the vibrant cultural atmosphere of this renowned institution, located 14.5km from Winsted. Experience the creativity of talented students and faculty through performances and exhibitions that showcase a diverse range of artistic expressions.
  • Great Mountain Forest: Explore the stunning natural beauty of this forest, situated 16.1km away. Perfect for outdoor enthusiasts, it offers hiking trails, wildlife spotting, and a chance to connect with nature in a serene environment.
  • Old New-Gate Prison & Copper Mine: Step back in time at this historical museum, located 25.7km from Winsted. Discover the intriguing stories of the prison's past and the copper mine, with guided tours that highlight its significance in American history.

Best time to go to Winsted

The best time to visit Winsted can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winsted falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winsted falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.2°F (-3.8°C)Light RainMostly SunnySlightly LowAverage
February27.1°F (-2.7°C)Light RainMostly CloudyAverageAverage
March34.5°F (1.4°C)Light RainMostly CloudyAverageSlightly Low
April46.0°F (7.8°C)Light RainMostly CloudySlightly HighAverage
May57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
June65.3°F (18.5°C)Light RainMostly SunnySlightly HighAverage
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August69.6°F (20.9°C)Light RainMostly SunnyAverageSlightly High
September62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
October51.8°F (11.0°C)Light RainMostly SunnyAverageSlightly High
November39.9°F (4.4°C)Light RainMostly SunnySlightly LowSlightly Low
December31.3°F (-0.4°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Winsted

Accessing Winsted, Connecticut, can be convenient via several major airports. Hartford, CT (BDL-Bradley Intl.) is situated 30.6km away, with nearby hotels such as the 4-star Simsbury 1820 House, just 11.3km from the airport, and the Marriott Hartford Downtown, 19.3km away. Newburgh, NY (SWF-Stewart Intl.) lies 96.6km from Winsted, featuring options like the 3.5-star Dutchess Inn and Spa at Beacon, 9.7km from the airport, and the Homewood Suites Stewart Airport, only 1.6km away, offering limited airport shuttle services. Lastly, New Haven, CT (HVN-Tweed - New Haven Regional) is 49.7km away, with the Omni New Haven Hotel at Yale and The Blake Hotel, both 4.8km from the airport.

Frequently asked questions

Where is the best place to stay in Winsted?
The Farmington Inn & Suites, located 18 mi (29 km) from the heart of Winsted, is a top choice for your stay based on our traveler data. Two other options for your visit to the area are Holiday Inn Express & Suites Bradley Airport by IHG and Sheraton Hartford Hotel at Bradley Airport. See all available top hotels, or vacation rentals in Winsted.
If I need to cancel my hotel reservation in Winsted, will I receive a refund?
Yes, the majority of room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winsted.
What's the best high-end place to stay in Winsted?
Rock Hall Luxe Lodging is a luxury B&B with spa services and in-room fireplaces, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Winsted.
What are some accommodations with pools in Winsted?
Holiday Inn Express & Suites Bradley Airport by IHG: Offers daily, an indoor pool, and complimentary wired internet access. DoubleTree by Hilton Hartford - Bradley Airport and Avon Old Farms Hotel are two additional hotels that offer an onsite pool. View all hotels with pools in Winsted.
How is it staying in Winsted?
Travelers to Winsted will find plenty to explore and enjoy. In Winsted, there are 18 hotels and other accommodations to choose from. Find out more about Winsted.
What should I see while I'm in Winsted?
Favorite places to visit include Highland Lake, Burr Pond State Park, and American Mural Project. A couple of additional sights to add to your agenda are Northwestern Connecticut Community College Library and Rowley Fields. Check out what more to see and do in Expedia's Winsted guide.
What's the weather like in Winsted?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winsted are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.

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