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Top Middlebury hotels

New Haven Hotel
"Stephanie at the front desk is amazing!! She really cares about guest feeling at home and feeling welcome in a new city! Thank you!"
Reviewed on Aug 25, 2026

Holiday Inn Express Southington by IHG
"The stay was great. Only here for one night but had everything we needed. Also this had to have been one of the cleanest hotels I've ever stayed in."
Reviewed on Aug 25, 2026

Best Western Executive Hotel Of New Haven - West Haven
"The check in and check out were quick. Coffee maker was missing from the room. The breakfast was very poor qualify and selection. Business office and computers ware not available to use. That was essentail service not provived. This propery was no were close the same name property at the grand canyan. ..."
Reviewed on Aug 25, 2026

La Quinta Inn & Suites by Wyndham New Haven
"Staff is not very nice, when I checked in and out, nobody ever said thank you, or enjoy your stay. When I checked out, the guy didn’t even look up at all. No refrigerator or microwave in the room. The breakfast is not good."
Reviewed on Aug 25, 2026

Trumbull Marriott Shelton

Omni New Haven Hotel at Yale

Cambria Hotel New Haven University Area

Hyatt Place Milford / New Haven

Hilton Garden Inn Milford
Hotels in Middlebury with star-rating
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Middlebury Hotel & Travel Guide
If you find yourself journeying around New Haven and feel like spending some time in Middlebury, there are a few lodgings. 7 accommodation options are within 6-mile (10-kilometer) of the city center.
The Crowne Plaza Southbury is the closest accommodation to the city center of Middlebury and the sole Travelocity-listed place to stay just a short drive away.
18 miles (30 kilometers) from the town center of Middlebury, you will come across the Omni New Haven Hotel at Yale. The Courtyard New Haven at Yale is located 18 miles (29 kilometers) away. Another possibility is to check out the amenities and rates at the Residence Inn by Marriott Southington or the New Haven Hotel.
After you have got to know Middlebury, why not tour a bit further afield? The Coastal Connecticut district is home to myriad places to see. Admire Coastal Connecticut's beaches and coastal plains. In addition you could wind your way through many of its lighthouses. Popular activities in this area of United States of America include hiking.
Want more to do? You could spend some time enjoying Beardsley Zoo and The Barnum Museum, which you'll find in Bridgeport, 25 miles (38 kilometers) south of Middlebury. Some Bridgeport hotels and accommodations include the Best Western Plus Fairfield Hotel and Holiday Inn Bridgeport-Trumbull-Fairfield. Or, you could consider staying in Wallingford, 17 miles (28 kilometers) east of Middlebury, where you can choose from the Homewood Suites by Hilton Wallingford-Meriden and Courtyard New Haven Wallingford. The Toyota Presents Oakdale Theatre and Tradition Golf Club at Wallingford are a couple of the most frequented points of interest to experience in Wallingford.
If you are really into sports and enjoy the thrill of local clashes visit Nassau Veterans Memorial Coliseum, found 60 miles (98 kilometers) to the southwest of Middlebury. Book Travelocity-listed accommodation close to the sporting action at the Long Island Marriott or the Homewood Suites By Hilton Carle Place/Westbury.
Middlebury is blessed with some fantastic scenic attractions; find more via our complete Middlebury city page.
Top reasons for your vacation to Middlebury
- Quassy Amusement Park: Enjoy thrilling rides and water attractions at this popular amusement park.
- Black Rock State Park: Explore hiking trails and take in scenic views in this beautiful state park.
- Mattatuck Museum: Dive into history and art at this museum, showcasing a diverse collection.
- Charming Churches: Visit the architectural beauties of Middlebury's churches, known for their serene atmosphere.
- Downtown Shelton: Take a short drive to experience the vibrant atmosphere and discover local delights in this neighboring town.
Find your favorite hotels in Middlebury
If you're planning a vacation to Middlebury, Connecticut, there are several hotel accommodations available to suit your needs. Whether you're looking for a budget-friendly option or a luxurious stay, you'll find a range of hotels in and around Middlebury. From affordable lodging to top-rated hotels, there are plenty of choices for you and your family to enjoy a comfortable and enjoyable stay during your outdoor vacation. Middlebury offers a variety of options to cater to every traveler's preferences and budget.
| Hotel name | Type | Stars | Description |
| Hilton Garden Inn Shelton | Hotel | 3.0 | This 3.0-star rated hotel is located just 17.4 miles away from Middlebury. It offers close proximity to kayaking, indoor pool, hot tub, golf, hiking, friendly people, connecting rooms, fitness center, concierge, and spa. With its convenient location and various outdoor activities, this hotel is a great option for your outdoor vacation. |
| New Haven Hotel | Hotel | 3.5 | With a 3.5-star rating, this hotel is situated 18.5 miles away from Middlebury. It is close to the university, entertainment venues, theaters, weddings, museums, friendly people, connecting rooms, smoking rooms, cheese, and fitness center. Its central location and proximity to cultural attractions make it a good choice for your outdoor vacation. |
| Hyatt Place Milford / New Haven | Hotel | 3.0 | This 3.0-star rated hotel is located 21.1 miles away from Middlebury. It offers close proximity to friendly people, sofa bed, hot tub, coffee, cafes, fitness center, breakfast, spa, relaxing amenities, and sports facilities. With its range of facilities and nearby leisure options, this hotel is a suitable option for your outdoor vacation. |
Explore the best activities and sights in Middlebury
For an outdoor vacation in Middlebury, Connecticut, there are plenty of activities and attractions to keep the whole family engaged. One must-visit is Quassy Amusement Park, which offers thrilling rides and water attractions. Nature lovers will enjoy exploring local parks, such as Black Rock State Park and Southford Falls State Park, which offer hiking trails and scenic views. History enthusiasts can visit the Mattatuck Museum or explore the historical sites in the area. For art lovers, the Shelburne Museum showcases a diverse collection of American folk art. And don't forget to visit the interesting churches in Middlebury, known for their architectural beauty and serene atmosphere.
- Quassy Amusement Park: Quassy Amusement Park is a thrilling destination that offers a multitude of attractions and activities for the whole family. From the moment you enter, you'll be captivated by the mesmerizing waterfalls, adding a touch of natural beauty to the park. The park is filled with lively entertainment options, including theater performances that will leave you in awe. If you're into fishing, you can enjoy a peaceful day by the lake, casting your line and reveling in the tranquility. The park also houses fascinating museums that showcase the rich history of the area. Quassy Amusement Park is known for its family-friendly environment, where you can create lasting memories while engaging in various sports and recreational activities. The park's scenic hiking trails offer breathtaking views and the chance to connect with nature. Don't be surprised if you find yourself dancing to the lively tunes played throughout the park, accompanied by friendly people who are always ready to make your experience unforgettable.
Where to stay in Middlebury
Experience the natural beauty of Middlebury, Connecticut, on your outdoor vacation. The town is surrounded by ancient oak trees, providing a serene and peaceful setting for your adventures. Middlebury itself is a picturesque town, with charming streets and historic buildings to explore. And if you're looking for more outdoor activities, a short drive will take you to popular destinations like the stunning natural parks nearby. Additionally, don't miss the opportunity to visit downtown Shelton, just a stone's throw away, where you can immerse yourself in the vibrant atmosphere and discover even more local delights.
- Middlebury Center Historic District: Middlebury Center Historic District is a charming neighborhood that offers a unique experience for outdoor enthusiasts. With its picturesque waterfalls and scenic trails, it is perfect for hiking and exploring nature with your family. The district also boasts a vibrant entertainment scene, with theaters and museums that showcase the area's rich history and culture. Fishing enthusiasts can enjoy casting a line in the nearby rivers, while sports lovers can participate in various outdoor activities. The family-friendly atmosphere of Middlebury Center Historic District, combined with its historical charm and opportunities for dancing, make it a must-visit destination for an outdoor vacation with your family.
The travel seasons of Middlebury
Trips to Middlebury show a small change in popularity throughout the year. The peak season to visit is from May to July, with July being the highest month. Off-peak season starts from October to December, and December sees the least travelers.
Food and dining in Middlebury
When visiting Middlebury, Connecticut, you will find a variety of local cuisines to satisfy your food cravings. One popular choice is Maggie Mc Fly's Restaurant, known for its North American and New American dishes. For a taste of Mediterranean Italian cuisine, head to Maples Restaurant & Pizza. If you're in the mood for pizza, Domenic's & Vinnie's Pizza is highly rated and popular. Looking for lunch options? Check out Cava Restaurant or the Tea House. And if you're a fan of craft beer, don't miss Switchback Brewery. For a relaxed atmosphere, the Bar in East Middlebury is a great spot to unwind.
How do I find a great hotel with Travelocity?
Ensure your entire crew enjoys a memorable vacation with our reliable and comprehensive online travel platform. Find the perfect accommodations for your family by using our family-friendly badge, which highlights hotels with extra amenities for kids. Our custom filters allow you to narrow down options based on proximity to top attractions, enhanced cleaning measures, and affordability.
Why should I book with Travelocity?
Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time fretting and more time creating memories. With that in mind, we will assist you in finding and creating your ideal trip, while also offering transparent pricing and trustworthy reviews, along with 24/7 guaranteed customer support before, during, and after your vacation.
How can I save money on my trip to Middlebury?
For travel savings in Middlebury, Connecticut, consider visiting during the off-peak season from October to December. Bundle your flights, hotel, and car bookings to get a discounted price. As for inexpensive local attractions, you can visit the Quassy Amusement Park, which offers affordable family fun. Explore the Middlebury Greenway Trail, a scenic walking and biking trail that won't cost you a dime. Lastly, enjoy a day at Lake Quassapaug, a beautiful lake where you can swim, picnic, and relax without breaking the bank.
Frequently asked questions
Recent Middlebury hotel reviews by fellow wanderers

Wyndham Southbury
"A good value hotel right off the highway. Friendly staff, clean rooms, onsite bar. Rooms are a bit dated, but overall a nice place to stay to break up a long drive."
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