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

Check out reviews of Winsted hotels guests love

Frequently asked questions

How much does a hotel room cost in Winsted?
You can choose a great hotel in Winsted from ฿2,954 with properties to suit all budgets and needs. To find an affordable hotel in Winsted that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How much does a hotel room cost in Winsted?
You can discover great hotels in Winsted from ฿2,954 with properties to suit all budgets and needs. You can choose a great hotel in Winsted from ฿2,954 with properties to suit all budgets and needs. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Winsted hotels?
Discover great deals on Winsted hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Winsted hotels.
How can I find deals and earn rewards at Winsted hotels?
Members can save up to 20% on select hotels in Winsted. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Winsted hotels with free cancellation?
It's easy to book a refundable Winsted hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top-rated luxury hotels in Winsted?
One of the most popular luxury hotels in Winsted is Rock Hall Luxe Lodging. Rock Hall Luxe Lodging is a luxury bed & breakfast with a high guest rating amongst our travellers, and it offers an outdoor pool, a hot tub and an outdoor tennis court.
What are the top Winsted hotels with a pool?
For a little extra luxury, discover some of the best Winsted hotels with a pool. Rock Hall Luxe Lodging is a great bed & breakfast with an outdoor pool and a guest rating of 10 out of 10. To find more stays in Winsted with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Winsted hotels with free parking?
If you're exploring by car, finding a great Winsted hotel with free parking is a win. Our travellers' favourites include:
What are some popular hotels in central Winsted?
If you're looking for hotels in central Winsted, check out Rock Hall Luxe Lodging. Travellers love Rock Hall Luxe Lodging for its location, as well as the outdoor pool, hot tub and outdoor tennis court this bed & breakfast offers.
What hotels do travellers recommend in Winsted?
Can I book a refundable accommodation option in Winsted?
If you want the flexibility to change your plans to Winsted, most hotels offer refundable* rates that you can book. You can find this accommodation 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 holiday rental instead of a hotel?
You'll find 7 holiday homes on our site. In addition, you can choose from 5 apartments.

Find out more about Winsted

Whispers of Winsted: Where Lakes Embrace Mountains and Urban Parks Flourish

Nestled in the heart of the Litchfield Hills, Winsted, Connecticut, is a charming off-the-beaten-path destination that enchants visitors with its stunning natural landscapes and rich cultural heritage. Surrounded by majestic mountains and serene lakes, Winsted offers a plethora of outdoor adventures, from hiking in the nearby state parks to kayaking on the tranquil waters of Highland Lake. Stroll through the town’s historic district, featuring inviting shops and local eateries, or immerse yourself in the vibrant arts scene at the Winsted Arts and Culture Centre. Winsted is a perfect blend of nature and community, inviting exploration and relaxation.

Things to do in Winsted

Winsted enchants visitors with its stunning natural landscapes, featuring serene lakes, majestic mountains, and lush forests. Enjoy thrilling skiing on powdery slopes, relax by the water with boating or fishing, and explore scenic hiking trails. With its vibrant recreational areas and charming urban parks, there's something for everyone to enjoy!

  • Mohawk Mountain State ForestOpens in a new window – Experience the beauty of nature at this stunning state park, where you can hike through lush trails and discover breathtaking views from the mountain. Climb to the summit for panoramic vistas, perfect for photography or simply soaking in the serenity of the forest. The diverse landscape offers opportunities for picnicking, birdwatching, and even winter sports during the snowy months.
  • Lake Waramaug State ParkOpens in a new window – Spend a delightful day at this picturesque park, where you can relax by the shimmering lake or take a leisurely stroll along the shoreline. Enjoy swimming, fishing, or kayaking in the tranquil waters. The surrounding greenery provides ample space for outdoor activities and family gatherings, making it an ideal spot for a picnic under the sun or shade. Don’t forget to take in the stunning sunset views that paint the sky in vibrant colours.

4 tips for savvy savings when booking a hotel in Winsted

  1. Book for the cheapest times: The most affordable time to visit Winsted is during March, November, and December, when hotel prices tend to be lower. For those looking to explore the town's key landmarks, cultural sites, and historical attractions, a stay of at least 2 to 3 days is highly recommended. During your visit, you can enjoy various attractions such as the local museum, historic sites, and the town’s urban parks. This timeframe offers great value for money, making it an ideal choice for budget-conscious travellers eager to immerse themselves in Winsted's rich history and culture.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Winsted, begin by exploring the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, helping you save on your stay. Additionally, Smart Shopping is a useful comparison tool available through the app, allowing you to compare hotel prices and amenities. With these features, you’re more likely to be the first to know about any price drops or room availability, making it easier to secure a last-minute getaway.
  3. Be flexible with dates: Prices may fluctuate depending on factors such as the hotel's location, star rating, and the time of year, so being flexible with your dates could help you save on your stay in a Winsted hotel. If you're seeking a distinctive experience, boutique hotels often provide a more personalised touch and can sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that may be more affordable to enhance your chances of securing a great deal.
  4. Consider your location: Choosing accommodation closer to key attractions or city centres may provide greater convenience, but it often comes with higher expenses. For more affordable options, you might consider hotels located in less central areas or neighbourhoods, striking a balance between cost and accessibility to the sights you intend to visit. Additionally, exploring independent hotels a bit further out can offer a more authentic and budget-friendly experience, as they usually tend to be cheaper.

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, accompanied by 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.

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