Nestled in the scenic landscape of Connecticut, Middlebury offers a charming getaway experience. Just a short drive from major cities, this quaint town invites you with its natural beauty and peaceful surroundings. Whether you’re passing through or planning an extended stay, Middlebury has something for everyone.
Exploring the best accommodations is a key part of your visit to Middlebury. A variety of hotels cater to different tastes and budgets, ensuring a comfortable and memorable stay. Enjoy the hospitality and convenience that Middlebury’s hotels provide as you discover the charm of this lovely town.
Get a discount of 15% to 70% on accommodation in Middlebury! Look for deals here:
Middlebury Hotels, Apartments, B&Bs
Read our articles on the best things to do in Middlebury, Connecticut and best restaurants in Middlebury, Connecticut for even more ideas!
Heritage Hotel, Golf, Spa & Conf Ctr, BW Premier Collection
Heritage Hotel is a special place to stay when you’re in Middlebury, Connecticut. It’s not just a hotel; it feels like a getaway. You can enjoy golfing and a relaxing spa, which makes it perfect for both fun and relaxation. It’s a great choice if you’re looking for a mix of leisure and comfort.
The hotel is nestled in a beautiful setting that offers breathtaking views. Whether you’re planning a romantic escape or a family trip, there’s something here for you. The surrounding area is picturesque, so don’t forget your camera for some memorable snapshots.
Rooms are designed with comfort in mind. You can have a peaceful night’s rest and wake up ready to explore. Guests often praise the friendly staff, who go out of their way to make your stay pleasant. If you need anything, they are just a call away.
Rating: 4.2 (799 reviews)
Location: 522 Heritage Rd, Southbury, CT 06488
Contact: (203) 264-8200
Website: Visit Website
Wyndham Southbury
When you visit Wyndham Southbury, you’re stepping into a cozy retreat in Western Connecticut. The location is perfect for those who love the charm of rustic settings mixed with modern amenities. With many historic sites and lush landscapes nearby, it’s ideal for both relaxation and exploration.
Every guest room at Wyndham Southbury offers plush bedding, a flat-screen TV, and spa-style amenities. The free high-speed WiFi allows you to stay connected, while the ergonomic workspace is perfect for business travelers. It’s a combination of comfort and convenience.
Planning an event? With 14,000 square feet of event space, Wyndham Southbury is a top choice for weddings, meetings, and celebrations. The space is versatile, accommodating any special occasion you have in mind.
Rating: 3.9 (764 reviews)
Location: 1284 Strongtown Rd, Southbury, CT 06488
Contact: (203) 653-8179
Website: Visit Website
Hampton Inn Waterbury
When you find yourself in Waterbury, Connecticut, consider a stay at Hampton Inn. This hotel offers a welcoming environment perfect for travel comfort. With a range of amenities to keep you relaxed, it stands as an inviting option for travelers. The location is convenient, providing easy access to local attractions and dining options.
You will appreciate the clean and comfortable rooms at the Hampton Inn Waterbury. They are designed with your comfort in mind, offering cozy bedding and modern decor. Enjoy a restful night’s sleep, ready to explore the city or attend to business matters the next day.
Start your mornings with a complimentary breakfast, served with a smile. Whether you’re looking for a quick bite or a leisurely start to your day, the breakfast selection caters to your needs. Staff members are friendly and eager to help, ensuring a pleasant stay.
Rating: 3.8 (704 reviews)
Location: 777 Chase Pkwy, Waterbury, CT 06708
Contact: (203) 753-1777
Website: Visit Website
Courtyard Waterbury Downtown
If you’re looking for a comfortable stay that’s close to Middlebury, the Courtyard Waterbury Downtown is a great choice. This hotel is in a lively part of Waterbury, surrounded by the charm of Connecticut. It offers a cozy setting with modern amenities that make your stay relaxing and enjoyable.
The hotel is known for its welcoming atmosphere. Staff members are friendly and always ready to help. You’ll find plenty of amenities, including a fitness center and a restaurant. These features make it easy to unwind after exploring the nearby areas.
The location is convenient for exploring local attractions. It’s a short drive from Middlebury, so you can enjoy both the quiet of small-town life and the energy of a larger city. This blend of convenience and comfort makes the hotel an appealing choice for many travelers.
Rating: 4 (1300 reviews)
Location: 63 Grand St, Waterbury, CT 06702
Contact: (203) 596-1000
Website: Visit Website
Middlebury, Connecticut Vacation Homes and VRBOs
Explore vacation homes in Middlebury, Connecticut, where you can find cozy cabins and spacious houses. With over 121 properties available, there’s something for everyone. These rentals are great for families or groups looking for a quiet getaway.
Near Trout Lake, you can rent a house with stunning views and enjoy outdoor activities. Perfect for a weekend retreat, these homes offer you a chance to unwind in a beautiful setting.
Not only are there stylish homes to rent, but you can also find places like charming apartments with modern amenities. This gives you a comfortable place to stay whether you’re planning a short trip or a longer stay.
Prices for vacation homes in Middlebury start at around $175 per night. Most of these rentals also come with flexible booking options, meaning you can change plans if needed.
Middlebury vacation homes give you space and privacy that hotels might not. Enjoy well-equipped kitchens, private yards, and the feeling of being at home while traveling.
Booking through platforms like Vrbo gives you access to various rental choices, whether you are seeking luxury or a simple escape. Each rental listing includes detailed descriptions to help pick the perfect spot for your visit.
While exploring Middlebury and nearby attractions, these vacation homes set a welcoming base for your adventures. From solo travelers to large gathers, you’ll find the right home for an enjoyable stay.
If you’re looking to stay in a vacation home, apartment, BnB, or VRBO in Middlebury, Connecticut, we recommend you search on VRBO, Hotels.com, and Booking.com for up-to-date options.
Exploring Middlebury, Connecticut
Middlebury, Connecticut, offers charming sites to explore. Visitors can find historical districts and enjoy natural beauty. There’s plenty to discover just a short drive from your hotel.
Local Attractions Near Hotels
Middlebury is near delightful orchards like Drazen Orchards. Here, you can pick fruit and enjoy a day outdoors. It’s an ideal family activity and a tasty way to appreciate local flavors.
Parks such as Lake Quassapaug are perfect for those who love nature. The serene environment offers lovely walking trails and boating opportunities. You can enjoy picnics and relax in its beautiful settings.
Close by, Waterbury provides cultural spots like the Mattatuck Museum. If you’re interested in art and history, it’s a must-see. Furthermore, Southbury and Woodbury offer charming small-town vibes with local shops and eateries to explore.
Choosing the Right Hotel for Your Stay
Visiting Middlebury means finding a hotel that best suits your needs, whether you are on a family vacation or a business trip. Different factors such as amenities, location, and price can influence your decision.
Considerations for Families
When traveling with family, it’s essential to find a hotel that offers amenities to cater to everyone’s needs. Look for hotels in Middlebury that provide spacious rooms or family suites. This ensures everyone has enough space to relax.
Free breakfast is a huge plus, especially when you have kids who wake up hungry. It saves time and money.
Hotels with on-site pools or recreational activities can ensure entertainment without leaving the premises.
Make sure there’s plenty of parking if you’re exploring the area by car. Some hotels offer complimentary parking, which is convenient if you plan on taking day trips to nearby attractions.
Business Traveler Tips
For business travelers, staying connected is critical. Search for Middlebury hotels with strong free Wi-Fi. It can help ensure you’re ready for virtual meetings and catching up on emails.
Look for hotels with business centers or meeting rooms. These can offer a quiet space to work or conduct meetings.
Location is key for convenient access to local offices or business events. Choosing a hotel that includes breakfast can also streamline your morning routine, helping you start the day right.
Lastly, check for additional services like express check-out or a shuttle service, adding convenience to your visit.
Get a discount of 15% to 70% on accommodation in Middlebury! Look for deals here:
Middlebury Hotels, Apartments, B&Bs
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