Photo by Jennifer Brokaw

Hotels in Roxbury

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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.

Learn more about Roxbury

The region around Roxbury is home to attractions such as Lake Lillinonah and Steep Rock Preserve.

This was a really nice surprise-it's more then a hiking trail, it's a historical 19th century iron mine site.  Not far from the parking lot, is the location of where the mine used to be-pictured are the roasting ovens.  There is also a large furnace and several signs to learn about the mine and what the town used to look like in 1874.  The trail goes along the old Donkey Trail that was used to bring rock down from the quarry.  There are two main trails-about 6 miles total (3.5 miles for the Mine Hill Preserve and 2 mile loop for the Carter Preserve).  There are also several miles of tunnels that are no longer accessible and are gated off with Bat Cages to allow bats to get in and out of the caves.  Check out roxburylandtrust.org for historical information and trail maps.
Photo by Jennifer Brokaw
Open Photo by Jennifer Brokaw

Frequently asked questions

What accommodations do travelers recommend in Roxbury?
Can I book refundable accommodations in Roxbury?
If you need the flexibility to change your plans to Roxbury, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay in Roxbury if I want a vacation rental instead of a hotel?
If you want a good alternative to a hotel, look over our selection of 15 vacation homes.
Where can I stay if I'm traveling to Roxbury for a family-friendly trip?
Your kids are welcome at Twilight Dreams Farm and Roxbury Suites.
What will the weather in Roxbury be like during my visit?
July and August are typically the warmest months in Roxbury when the average temp is 70°F. January and February are the coldest months when the average temperature is 32°F. October and July are the months with the most rain.
Why should I book my Roxbury accommodation with Hotels.com?
There are lots of reasons to book your Roxbury trip with us: our free cancellations on selected hotels* gives you flexibility, 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 Roxbury

Find out more about Roxbury

Roxbury: Where Majestic Mountains Embrace Serenity by the Lake

Nestled in the picturesque Litchfield Hills, Roxbury, Connecticut, is a hidden gem perfect for nature lovers and those seeking tranquility. With its stunning lakes and access to the nearby state park, visitors can enjoy hiking, kayaking, and breathtaking mountain views. The charming town offers a unique blend of rustic beauty and cultural richness, highlighted by local art galleries and seasonal events. Whether you’re exploring serene landscapes or relaxing by the beach, Roxbury promises an unforgettable escape from the everyday hustle, making it an ideal off-the-beaten-path destination for romance and adventure alike. For great hotel rates in Roxbury, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Roxbury

Roxbury, Connecticut offers a cozy selection of accommodations, ranging from charming inns to comfortable hotels. Rates can vary widely depending on the season and type of lodging. Whether you seek a peaceful retreat or a convenient stay near local attractions, you'll find options that fit your travel style. These are some of the hotels preferred by our travelers in Roxbury:

  1. Homestead InnOpens in a new window: This charming 3.5-star bed and breakfast offers a delightful retreat for leisure travelers seeking comfort and a homey atmosphere. Guests can indulge in a variety of dining options, including delicious breakfast selections and local restaurants. The property features a nearby fitness facility, perfect for those who enjoy staying active. Positive sentiments highlight the friendly ambiance and pleasant accommodations, making it a lovely choice for those looking to relax and enjoy a quaint getaway.
  2. Mayflower Inn & SpaOpens in a new window: This upscale 4.0-star hotel caters to adventure seekers and luxury travelers looking for unique experiences. The property boasts a range of thrilling activities such as onsite mountain biking and archery, offering an exhilarating stay. Guests will appreciate the pet-friendly policy, allowing for a more inclusive vacation experience. The hotel’s luxurious amenities ensure a memorable visit, with a focus on crafting adventures that resonate with those who crave both relaxation and excitement in a beautiful setting.
  3. The Litchfield InnOpens in a new window: This elegant 4.0-star hotel is a perfect destination for travelers seeking a spa-focused retreat. With a full-service spa offering a variety of treatments, including deep tissue massages and manicures, guests can unwind in a serene environment. The beautifully designed interior and complimentary breakfast elevate the experience, making it an inviting choice for those who value relaxation and rejuvenation. Positive reviews emphasize the stunning decor and generous amenities, ensuring a delightful stay in a charming locale.

Top locations to stay in Roxbury

Some of the best areas to stay in when visiting Roxbury are New Milford, Southbury, and Middlebury Center Historic District. New Milford offers charming small-town vibes and scenic lakes, while Southbury features exciting amusement parks and outdoor adventures. Middlebury Center Historic District is perfect for museum lovers. For first-time visitors, Southbury stands out with its diverse attractions and activities.

  1. New MilfordOpens in a new window: New Milford is a charming small town perfect for those looking to soak in the scenic beauty of Connecticut. With access to stunning lakes like Candlewood Lake and Bantam Lake, outdoor enthusiasts will find plenty of opportunities for relaxation and exploration. The local shopping scene features unique finds at the Elephant's Trunk Flea Market, and cultural attractions like the Seven Angels Theater provide engaging performances throughout the year. Whether you're strolling through quaint streets or enjoying the lakeside views, New Milford offers a delightful mix of nature and community.
  2. SouthburyOpens in a new window: Southbury is an excellent choice for travelers eager to enjoy a blend of adventure and relaxation. Known for its picturesque waterfalls and beautiful Candlewood Lake, this area provides a perfect backdrop for outdoor activities. Families can have a blast at Quassy Amusement Park, while those seeking cultural experiences can catch a show at venues like the Palace Theatre. Plus, the shopping options at places like the Berkshire Shopping Center make it easy to find something special to take home.
  3. Middlebury Center Historic DistrictOpens in a new window: The Middlebury Center Historic District is a hidden gem for those who appreciate history and natural beauty. This area boasts lovely waterfalls and intriguing museums that tell the story of the region's past. Strolling through the historic district, visitors can connect with the local heritage while enjoying the serene environment. It’s a quieter spot ideal for travelers looking to unwind and appreciate the charm of Connecticut’s history amidst its scenic landscapes.

Things to do in Roxbury

Roxbury offers a delightful escape for nature enthusiasts and adventure seekers alike. Nestled among serene lakes, rolling mountains, and lush forests, visitors can enjoy activities like hiking, boating, and skiing. With its picturesque landscapes and recreational areas, it's a perfect spot for a refreshing getaway.

  • Steep Rock PreserveOpens in a new window – Explore the stunning landscapes of Steep Rock Preserve, where you can hike through picturesque trails that lead to breathtaking views. Whether you're looking to enjoy a peaceful walk or an invigorating hike, this reserve offers a perfect escape into nature, complete with scenic vistas and tranquil lakes.
  • Quassy Amusement ParkOpens in a new window – Get ready for a day filled with excitement at Quassy Amusement Park! From thrilling rides to family-friendly attractions, there’s something for everyone. Enjoy classic carnival games, splash around in the water park, or take a ride on the historic carousel. It’s a great spot for making lasting memories with family and friends.
  • Lake WaramaugOpens in a new window – Spend a relaxing day by the serene waters of Lake Waramaug. Whether you want to paddle a kayak, enjoy a picnic on the shore, or simply take in the beautiful surroundings, this lake is a delightful retreat. Birdwatchers will also appreciate the diverse wildlife that calls the area home.
  • Lovers Leap State ParkOpens in a new window – Take in sweeping views from the cliffs at Lovers Leap State Park. This national park offers fantastic hiking opportunities and scenic lookout points, perfect for snapping some memorable photos. Enjoy a picnic while basking in the natural beauty and tranquility of the area.
  • Abbey of Regina LaudisOpens in a new window – Visit the peaceful Abbey of Regina Laudis, where you can appreciate the stunning architecture and serene gardens. This tranquil spot invites reflection and offers a glimpse into the monastic life. Don't forget to check out the beautiful grounds and the unique crafts created by the community.

5 tips for savvy savings when booking a hotel in Roxbury

  1. Book for the cheapest times: The most affordable time to visit Roxbury is during January, February, and December, when hotel prices are lower. For those on a budget, a stay of at least 2 to 3 days is recommended to fully appreciate the area's key landmarks and cultural attractions. Visitors can explore the stunning lake, enjoy the natural beauty of the national state park, hike the nearby mountains, relax on the beach, and discover the local event conference venue. This timeframe offers great value for money for anyone looking to immerse themselves in Roxbury's rich history and culture.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Roxbury, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may find discounted hotel rates as your travel date approaches. By enabling email alerts or push notifications, you'll stay informed about flash sales and special promotions, increasing your chances of saving. Additionally, use the Smart ShoppingOpens in a new window tool available via the app to compare hotel prices and amenities, ensuring you find the best options for your stay. This way, if any rooms become available or prices drop, you could be among the first to know and seize the opportunity for a getaway.
  3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at a Roxbury hotel. If you’re in search of distinctive accommodations, boutique hotels often provide a more personalized experience and could offer better value. When you book with 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 might be more affordable, increasing the likelihood that you’ll find a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might want to look into hotels in less central areas or neighborhoods, striking a balance between cost and easy access to the sights you want to see. Additionally, independent hotels located a bit farther out are usually more likely to be affordable and can offer a more authentic experience.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Roxbury. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Roxbury

Roxbury experiences its lowest average temperature in January, at 28.2°F (-2.1°C), while July is the hottest month, with an average temperature of 73.9°F (23.3°C). October is usually the wettest month. May to July are the peak travel months in Roxbury, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, 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 conditions.

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