Photo by Kim Knox Beckius

Hotels in Winsted

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Where to stay in Winsted?

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 landmarks in Winsted

Learn more about Winsted

Winsted is well-known for its attractions such as Highland Lake and Burr Pond State Park.

A tractor up a tree! And, there's a picnic table underneath.
Photo by Kim Knox Beckius
Open Photo by Kim Knox Beckius

Frequently asked questions

What accommodations do travelers like in Winsted?
Guests like Americas Best Value Inn Torrington CT and Days Inn by Wyndham Torrington.
Where can I get free parking with my stay in Winsted?
Rock Hall Luxe Lodging offers the perk of free parking.
Can I book a refundable hotel in Winsted?
If you’re looking for the flexibility to change your travel plans to Winsted, most properties offer refundable* bookable rates. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay in Winsted if I want a vacation home instead of a traditional hotel?
You’ll find 7 vacation homes on our site. In addition, you can choose from 5 apartments.
Where can I stay if I'm visiting Winsted for a family-friendly vacation?
Your kids are welcome at Rock Hall Luxe Lodging and Farm Historic House 1789.
Where should I stay in Winsted if I'm looking for a luxury hotel?
An option for a luxury stay is Rock Hall Luxe Lodging.
What will the weather in Winsted be like during my vacation?
The warmest months in Winsted are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are July and October.
Why should I book my Winsted hotel with Hotels.com?
There are plenty of reasons to book your Winsted travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Winsted

Find out more about Winsted

Winsted: Where Majestic Lakes Embrace Mountain Adventures

Nestled in the picturesque Litchfield Hills, Winsted, Connecticut, offers a charming blend of natural beauty and small-town allure. Surrounded by the stunning landscapes of the nearby Barkhamsted Reservoir and the rugged peaks of the Appalachian Trail, this hidden gem is perfect for outdoor enthusiasts seeking hiking, fishing, and serene lakeside picnics. Explore the enchanting Winsted Town Park, where vibrant gardens and walking paths invite relaxation. With its historic downtown brimming with quaint shops and local eateries, Winsted promises a delightful escape into nature and culture, making it an ideal off-the-beaten-path destination for travelers. For the best hotel rates in Winsted, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Winsted

Some of the best places to stay in Winsted are Downtown Hartford, Barry Square and Milldale. Downtown Hartford is vibrant and ideal for first-time visitors, offering attractions, dining, and cultural experiences. Barry Square provides a diverse community feel with local eateries and parks, while Milldale is charming and peaceful, perfect for a relaxed getaway. Hotel accommodations in these areas range from budget-friendly motels to mid-range options, often featuring pet-friendly policies. Memorial Park nearby adds to the appeal, and you can find a variety of Winsted hotels and motels for comfortable stays. Here are some of our travelers' favorite hotels in Winsted:

  1. Downtown HartfordOpens in a new window: Downtown Hartford is an excellent choice for travelers interested in sports, culture, and business. With attractions like the XL Center, Connecticut Convention Center, and Xfinity Theatre, this area is vibrant and full of activities. For accommodations, consider Marriott Hartford DowntownOpens in a new window, a 4.0-star hotel that caters to business travelers with amenities like a full spa and pool services. Another option is Simsbury 1820 HouseOpens in a new window, also 4.0-star, which is pet-friendly and offers business amenities along with a cozy atmosphere. Lastly, DoubleTree by Hilton Hartford - Bradley AirportOpens in a new window provides a comfortable stay with essential business facilities, making it a great spot for work and relaxation.
  2. Barry SquareOpens in a new window: Barry Square is a culturally rich area perfect for those seeking entertainment and business opportunities. Key attractions include the XL Center and Xfinity Theatre. For a luxurious experience, Rock Hall Luxe LodgingOpens in a new window is a 4.5-star bed and breakfast that offers a refined atmosphere and meeting facilities. Copper Beech InnOpens in a new window is a good 4.0-star option, featuring various dining amenities and recreation activities for families. Lastly, Delamar West HartfordOpens in a new window, a 3.5-star hotel, allows pets and offers spa services, making it a relaxing retreat for all.
  3. MilldaleOpens in a new window: Milldale is a fantastic destination for outdoor enthusiasts and families, with attractions like Lake Compounce and nearby Yale University. Graduate by Hilton New HavenOpens in a new window is a 4.0-star hotel that welcomes pets, making it ideal for travelers with furry companions. Omni New Haven Hotel at YaleOpens in a new window is another 4.0-star option, perfect for business and family stays, with extensive facilities for both. Lastly, DoubleTree by Hilton Hotel Bristol, ConnecticutOpens in a new window offers a range of amenities, including dining options and recreational activities, ensuring a comfortable and enjoyable stay for all guests.

Things to do in Winsted for first time

Winsted offers a perfect three-day getaway for nature lovers, boasting stunning lakes, rolling mountains, and lush forests. Visitors can enjoy a range of outdoor activities, from skiing in winter to hiking, boating, and relaxing on serene beaches in warmer months, making it an ideal destination for adventure and relaxation. Here's a quick itinerary to make the most of your trip to Winsted:

  • Day 1: Start your adventure in Winsted at the picturesque Burr Pond State Park, where you can enjoy a serene morning hike or a leisurely walk around the pond. Next, head to the Hotchkiss-Fyler House Museum, a beautifully preserved historic home that offers insights into the local history and culture of the region. After immersing yourself in the past, make your way to the Litchfield First Congregational Church, known for its stunning architecture and welcoming atmosphere, perfect for a peaceful afternoon reflection.
  • Day 2: Begin your day at Sunnybrook State Park, where you can explore the vast trails and enjoy the vibrant natural surroundings. Afterward, visit Stillwater Pond State Park, an ideal spot for picnicking and birdwatching, allowing you to connect with nature. Conclude your day by exploring the Goshen Historic District, where you can stroll through charming streets lined with beautifully maintained historic buildings, offering a glimpse into the area's rich heritage.
  • Day 3: Kick off your day at Dennis Hill State Park, where you can hike to the summit for breathtaking views of the surrounding landscape. Afterward, take a scenic drive to the West Cornwall Covered Bridge, an iconic structure that embodies New England charm and is perfect for photos. Finish your itinerary at the Norfolk Historical Museum, where you can delve deeper into the local history and learn about the fascinating stories that shaped this beautiful region.

5 tips to find a great Winsted hotel deal

  1. Book for the cheapest times: Winsted is a great destination for budget-conscious travelers, especially during January, November, and December when hotel rates are at their lowest. To fully appreciate the area's highlights, it's recommended to stay for at least 2-3 days. Visitors can enjoy various attractions such as the picturesque lake, beautiful parks, and a stunning national state park, all offering great value for money in terms of natural beauty and outdoor activities.
  2. Look for last-minute deals on Hotels.com: If you're looking for last-minute hotel deals in Winsted, you're in luck! Check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com to uncover potential savings on accommodations close to your travel dates. You might find great availability and competitive prices that fit your budget. For even more opportunities, consider enabling email alerts or push notifications from Hotels.com to keep you informed about flash sales and exclusive promotions, helping you save on your Winsted getaway.
  3. Be flexible with dates: Hotel prices can fluctuate depending on various factors, including the location, star rating, and season. As a result, if you’re flexible with your travel dates, you may save on hotel expenses in Winsted.
  4. Consider your location: When booking on Hotels.com for your holiday, keep your location in mind. Staying closer to major attractions or city centers usually tends to be more convenient, but it often comes with a higher price tag. For more affordable options, consider looking for hotels in less central areas or neighborhoods, striking a balance between cost and accessibility to the places you want to visit.
  5. Upgrade with One Key: Become a member of Hotels.com's free One Key rewards program when booking your stay in Winsted. Earn points for your hotel bookings and progress through Blue, Silver, Gold and Platinum tiers. Unlock a range of exclusive rewards, including room upgrades when available, discounted rates, and member-only offers. Join today.

Best time to go to Winsted

Winsted experiences its lowest average temperature in January, at 25.2°F (-3.8°C), while July is the hottest month, with an average temperature of 71.6°F (22.0°C). July is usually the wettest month. April, June, and July are the peak travel months in Winsted, attracting a higher number of tourists. During this peak period, the weather is mostly sunny to mostly cloudy, with light rainfall. On the other hand, January, November, and December tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.

If you're looking to discover somewhere new, look no further than Winsted. Whether you're planning to stay for a night or for the week, the area around Winsted has accommodations to fit every need. Search for hotels in Winsted with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Winsted hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Winsted hotel deals are here with our lowest price guarantee.