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Our top choices for Winsted hotels

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is AU$166
includes taxes & fees
15 May - 16 May
Locust Tree Bed and Breakfast LLC

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is AU$130
includes taxes & fees
17 May - 18 May
Quality Inn Great Barrington

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (48 reviews)
"Very comfortable bed, that was mostly what I cared about. I got my beauty sleep)"
United States
Maria
The price is AU$255
includes taxes & fees
20 May - 21 May
Wilder House Berkshires

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (106 reviews)
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
The price is AU$214
includes taxes & fees
18 May - 19 May
Truman Gillet House Bed & Breakfast

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (222 reviews)
"Great place for a quick family getaway!!"
United States
Rosemary
The price is AU$238
includes taxes & fees
1 June - 2 June
Home2 Suites by Hilton Bristol

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (853 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is AU$105
includes taxes & fees
21 May - 22 May
Monument Mountain Motel

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (63 reviews)
"This is a gem of a place. I have stayed at the abner many times and am delighted to say it is always a treat. The hotel is warm charming sparkling clean and perfectly located with shopping and dining just outside your doors. The rooms are comfortably appointed with all the extras of a posh stay . The breakfast is a must and don’t skip the frittata. Dinner is a cozy culinary experience with an ample menu to cover many tastes but dine exquisitely. If open do not miss out on the rooftop lounge...
United States
laura
The price is AU$296
includes taxes & fees
3 June - 4 June
The Abner Hotel

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (855 reviews)
"very friendly, room was nice and breakfast was great"
United States
Lawrence
The price is AU$188
includes taxes & fees
25 May - 26 May
Hampton Inn Westfield

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (177 reviews)
"Great staff. "
United States
wesley
The price is AU$224
includes taxes & fees
20 May - 21 May
Blackberry River Inn

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is AU$146
includes taxes & fees
11 June - 12 June
The Little Lion

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,001 reviews)
"Good clean place to stay "
United States
keith
The price is AU$145
includes taxes & fees
25 May - 26 May
Days Inn by Wyndham Torrington

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, (1,149 reviews)
" Clean room, nice staff, good breakfast."
United States
Yvan
The price is AU$212
includes taxes & fees
17 May - 18 May
Holiday Inn Express & Suites Bradley Airport by IHG

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (927 reviews)
"Very clean& maintained. Most comfortable bed I've slept in"
United States
Keith
The price is AU$149
includes taxes & fees
7 June - 8 June
Quality Inn Westfield - Springfield

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (44 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is AU$211
includes taxes & fees
17 May - 18 May
East Rock Inn

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (578 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is AU$115
includes taxes & fees
17 May - 18 May
Travelodge by Wyndham Great Barrington Berkshires

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is AU$292
includes taxes & fees
18 May - 19 May
The Berkshire Mountain Inn

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (136 reviews)
"Beautiful property and rooms."
United States
Kara
The price is AU$224
includes taxes & fees
17 May - 18 May
Gedney Farm

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean room, friendly staff and quiet grounds."
United States
shaneice
The price is AU$194
includes taxes & fees
25 May - 26 May
Hampton Inn & Suites Hartford/Farmington

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (26 reviews)
"Nice staff, great restaurant at the inn. Very cute town. "
United States
Valerie
The price is AU$360
includes taxes & fees
1 June - 2 June
The Millerton Inn

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (780 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is AU$273
includes taxes & fees
20 May - 21 May
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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 accommodation in Winsted

Find out more about Winsted

Top reasons to visit Winsted

  • Outdoor Adventures: Winsted is a haven for outdoor enthusiasts, offering skiing, hiking, and stunning natural landscapes.
  • Scenic Lakes and Parks: Explore picturesque lakes and tranquil nature reserves that highlight the area's beauty.
  • Romantic Getaways: Ideal for couples, Winsted provides a charming backdrop for a romantic escape.
  • Charming Accommodations: A variety of lodging options cater to all travellers, from motels to comfortable hotels.
  • Proximity to Hartford: Just a short drive away, enjoy the vibrant downtown area and its attractions.

Find great hotels near Winsted

Discover a variety of lodging options in Winsted, Connecticut, perfect for every type of traveller. Whether you're seeking pet-friendly hotels, business accommodations, or a thrilling adventure experience, Winsted has it all. With options ranging from charming motels to comfortable hotels near Winchester, you’ll find the ideal base for your American getaway. Experience the warmth of this quaint town while enjoying the best hotels Winsted has to offer.

  • La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport: This welcoming hotel is ideal for families and pet lovers alike, offering a comfortable and inclusive environment. Located 32.2km from Winsted, La Quinta Inn & Suites prides itself on being LGBTQIA-friendly and provides a range of amenities tailored for children, including complimentary cribs and window guards for safety. The pet policy is accommodating, allowing dogs and cats in rooms, making it perfect for those travelling with furry companions. With its emphasis on family and pet-friendly services, this hotel ensures a pleasant stay for all guests.
  • The Farmington Inn & Suites: Positioned 29.0km away from Winsted, The Farmington Inn & Suites is a 3-star hotel that caters to business travellers while maintaining a welcoming atmosphere for pets. With multiple meeting rooms and a 24-hour business centre, it’s perfect for those needing to balance work and leisure. The hotel also permits dogs and cats, with a waived fee for service animals. Guests appreciate the professional yet warm service, making it an excellent choice for those seeking both productivity and comfort during their stay.
  • Hampton Inn & Suites Hartford/Farmington: Located 30.6km from Winsted, this hotel combines business facilities with adventure opportunities. Hampton Inn & Suites offers conference spaces and meeting rooms, appealing to corporate guests. For the adventurous, nearby activities like hiking and bike rentals are available, ensuring a well-rounded experience. Pets are also welcome, and the hotel’s policies are designed to accommodate them comfortably. With a focus on both business and leisure, this property is perfect for those looking to explore while staying productive.

Where to stay in and around Winsted

Winsted, Connecticut, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a romantic getaway or family-friendly vacation. Explore the charming streets of downtown Hartford, just a short drive away, or discover the tranquil landscapes of Litchfield County. With numerous resorts nearby, you can enjoy both relaxation and recreation, making Winsted an ideal base for your explorations in this picturesque region of the United States.

  • Winchester: Nestled within Winsted, Winchester is a charming village that attracts visitors with its stunning outdoor scenery and romantic atmosphere. The area experiences moderate seasonal travel, with peak visitation in April, July, and September. Adventurers can partake in skiing at nearby resorts, while the tranquil lakes and beaches provide a perfect backdrop for relaxation. Nature enthusiasts will appreciate its proximity to national and state parks, making Winchester an ideal base for exploring the great outdoors.
  • West Hill Lake: Located a mere 4.8km from Winsted, West Hill Lake is a picturesque village that offers an array of outdoor activities year-round. Although it sees a surge in tourists during the summer and autumn months, visitors are drawn here for its scenic beauty and romantic settings. The recreational areas and ski resorts offer exciting adventures, while the serene lake and nearby beaches invite leisurely strolls and picnics. West Hill Lake's close-knit community atmosphere adds to its appeal as a delightful retreat.
  • Riverton: Just 6.4km away from Winsted, Riverton is a vibrant city that boasts a rich tapestry of outdoor experiences and natural beauty. Similar to its neighbouring areas, Riverton enjoys peak travel during the summer and autumn seasons. Visitors can indulge in golfing at local courses or relax at private country clubs and resorts. The stunning river and lake landscapes, coupled with access to national parks, make Riverton a fantastic destination for those seeking adventure and tranquillity in one package.

Things to do in and around Winsted

Winsted, Connecticut, is a perfect getaway for outdoor enthusiasts and couples seeking a scenic escape. Enjoy skiing at local ski fields and explore recreational areas that offer stunning views and activities. Whether you're looking for a romantic weekend retreat or an adventurous holiday, Winsted provides a charming backdrop for relaxation and fun.

Shopping

The nearest shopping spot is Ames Plaza Shopping Center, only 1.6km away, offering a mix of business and family vibes. If you're up for a drive, head to Rosedale Farms & Vineyards, located 22.5km from Winsted, for a unique shopping experience with local produce.

Recreation

Explore Satan's Kingdom State Recreation Area, where you can unwind in nature with scenic trails and serene vibes. For a touch of culture, attend a concert at Music Mountain, offering a delightful musical experience. If you're after some sport, Wintonbury Hills Golf Course provides a fantastic outdoor golfing experience.

Adventure

Hit the slopes at Mohawk Mountain Ski Area, 22.5km from Winsted, where you can enjoy exhilarating skiing and snowboarding. For motorsport enthusiasts, Lime Rock Park, located 27.4km away, offers thrilling motor racing events. Explore the stunning scenery on Big Cathedral Trail, a 22.5km hike perfect for adventure seekers.

Nightlife

Experience the lively atmosphere at Laurel Lanes, where you can enjoy arcade games and family fun. For a touch of culture, visit the Warner Theater or Infinity Music Hall and Bistro, both offering captivating performances and a romantic vibe just a stone's throw from Winsted.

Booking tips and Expedia advantages for Winsted

For a budget-friendly trip to Winsted, consider visiting during March or November to December when accommodation prices drop. Mondays are the cheapest days to stay, while Saturdays are the priciest. Use Expedia’s search tool to compare hotels and find the best deals by sorting prices from lowest to highest. Additionally, save money by booking flight and hotel packages. Don’t forget to explore free activities and use public transport options to keep your expenses low while enjoying the scenic beauty of Winsted.

  • 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, such as your budget, preferred location, and desired type of accommodation. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Winsted hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in Winsted

Winsted, Connecticut, offers a charming escape for those seeking outdoor adventures and romantic getaways. With stunning national parks, serene nature reserves, and picturesque lakes, this area caters to eco-conscious travellers. Whether you’re hiking in the lush landscapes or enjoying the tranquil waters, Winsted is perfect for anyone looking to immerse themselves in nature's beauty and create lasting memories.

  • Highland Lake: Experience the serene beauty of Highland Lake, where you can relax on the sandy beach, enjoy picturesque scenery, and embrace the romantic outdoor vibes. A perfect spot for picnics or leisurely strolls along the water's edge.
  • Northwestern Connecticut Community College: Immerse yourself in the local culture at Northwestern Connecticut Community College. This institution not only provides education but also hosts various cultural events, making it a vibrant hub for community engagement.
  • Platt Hill State Park: For adventure seekers, Platt Hill State Park offers a thrilling escape into nature. Enjoy hiking and outdoor activities while soaking in breathtaking views and the diverse scenery that the park has to offer.

Best time to go to Winsted

The best time to visit Winsted is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

Winsted, Connecticut, is conveniently accessible via several major airports. Hartford's Bradley International Airport (BDL) is located 30.6km away, with nearby accommodation options like the 4-star Simsbury 1820 House, 11.3km from the airport, and the Sheraton Hartford Hotel, directly adjacent to the terminal. Newburgh's Stewart International Airport (SWF), positioned 96.6km from Winsted, offers hotels such as the 3.5-star Thayer Hotel, 17.7km away, and the 3-star Crossroads Hotel, 3.2km from the airport. Additionally, New Haven's Tweed New Haven Regional Airport (HVN) is 74.0km from Winsted, with excellent hotel choices like the Omni New Haven Hotel at Yale, only 4.8km away.

Frequently asked questions

Where is the best place to stay in Winsted?
Sheraton Hartford Hotel at Bradley Airport, located 19.3 mi (31 km) from the heart of Winsted, is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Hampton Inn & Suites Hartford/Farmington and Avon Old Farms Hotel. See all available top hotels, or vacation rentals in Winsted.
What are some of the best holiday rentals that Winsted has to offer?
Peace and quiet on the lake: This holiday home rental outside of Winsted is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in Winsted.
If I need to cancel my hotel reservation in Winsted, will I receive a refund?
Yes, you'll find most room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel 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 luxury 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 travellers looking for an elegant place to stay. Find more luxury hotels in Winsted.
What are some accommodation options with pools in Winsted?
Hampton Inn & Suites Hartford/Farmington: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Avon Old Farms Hotel and Holiday Inn Express & Suites Bradley Airport by IHG are two additional hotels with an on-site pool. View all hotels with pools in Winsted.
What's it like staying in Winsted?
Travellers to Winsted will find plenty to explore and enjoy. In Winsted, there are 20 hotels and other accommodation options to choose from. Find out more about Winsted.
What should I see while I'm in Winsted?
Favourite places to visit include Highland Lake, Burr Pond State Park and The Marina at Highland Lake. A couple of additional sights to add to your itinerary are Northwestern Connecticut Community College Library and American Mural Project. Take a look at what more there is to see and do in Expedia's Winsted guide.
What's the seasonal weather like in Winsted?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Winsted are January, February, March and April, with each month seeing an average of 15 cm of snowfall.

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