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Our top choices for Middlebury hotels

Trumbull Marriott Shelton

Trumbull Marriott Shelton
3.5 star property
Trumbull
8.0 out of 10, Very Good, (1,001 reviews)
"Staff was very friendly and it was a great place to pull off during a storm. "
United States
Mikayla
The price is SAR 475
SAR 547 total
includes taxes & fees
22 Mar - 23 Mar
Trumbull Marriott Shelton

Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
7.8 out of 10, Good, (770 reviews)
"Room was very clean Staff was courteous and check in was quick and easy"
United States
Amy
The price is SAR 344
SAR 396 total
includes taxes & fees
29 Mar - 30 Mar
Comfort Inn Naugatuck-Shelton, CT

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,003 reviews)
"Staff was very friendly, room was clean. Overall great stay, thanks!"
United States
Nathaniel
The price is SAR 341
SAR 393 total
includes taxes & fees
15 Mar - 16 Mar
Days Inn by Wyndham Torrington

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1,004 reviews)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
The price is SAR 489
SAR 563 total
includes taxes & fees
6 Apr - 7 Apr
Homewood Suites by Hilton Stratford

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (792 reviews)
"Rego was great, room was spacious and clean"
United States
Kyrie
The price is SAR 384
SAR 442 total
includes taxes & fees
27 Mar - 28 Mar
Rocky River Inn

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
New Milford
5.6 out of 10, (340 reviews)
"Great place to stay"
United States
Allan
Maple Leaf Motel

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,001 reviews)
"Love the inn"
United States
Donna
The price is SAR 467
SAR 602 total
includes taxes & fees
16 Mar - 17 Mar
The Farmington Inn & Suites

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (942 reviews)
"Rooms were clean and staff was courteous. "
United States
Keith
The price is SAR 368
SAR 423 total
includes taxes & fees
29 Mar - 30 Mar
Fairfield Inn & Suites by Marriott Plainville

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (795 reviews)
"Clean room, friendly staff!"
United States
Julie
The price is SAR 462
SAR 531 total
includes taxes & fees
22 Mar - 23 Mar
Courtyard New Haven Wallingford

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very Good, (1,139 reviews)
"Quiet, polite staff"
United States
Nichole
The price is SAR 348
SAR 400 total
includes taxes & fees
31 Mar - 1 Apr
Wyndham Southbury

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,000 reviews)
"Very comfortable room, very nice staff. Breakfast was great. "
United States
Michael
The price is SAR 459
SAR 527 total
includes taxes & fees
21 Mar - 22 Mar
Hampton Inn & Suites Hartford/Farmington

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (999 reviews)
"Clean rooms, staff was great"
United States
Jackie
The price is SAR 431
SAR 495 total
includes taxes & fees
29 Mar - 30 Mar
Hilton Garden Inn Wallingford/Meriden

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (974 reviews)
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
The price is SAR 1,212
SAR 1,394 total
includes taxes & fees
13 Mar - 14 Mar
The Litchfield Inn

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
The Centre
9.6 out of 10, Exceptional, (495 reviews)
"Good breakfast, great service. "
United States
Adrien
The price is SAR 479
SAR 551 total
includes taxes & fees
31 Mar - 1 Apr
Home2 Suites by Hilton East Haven New Haven

Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (197 reviews)
"Everything was as noted with a friendly staff"
United States
Colby
The price is SAR 772
SAR 888 total
includes taxes & fees
17 Mar - 18 Mar
Homestead Inn

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (183 reviews)
"Nice amount of space"
United States
Amanda
The price is SAR 270
SAR 311 total
includes taxes & fees
22 Mar - 23 Mar
PLYMOUTH MOTOR LODGE

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (931 reviews)
"Very clean, had all we needed. The front desk staff was great."
United States
Scott
The price is SAR 417
SAR 480 total
includes taxes & fees
9 Apr - 10 Apr
Homewood Suites by Hilton Wallingford-Meriden

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1,000 reviews)
"Great deal in the Hartford area. Large room, comfy bed and super nice people. Very convenient to I 95"
United States
Patricia
The price is SAR 328
SAR 377 total
includes taxes & fees
26 Mar - 27 Mar
Extended Stay America Suites Hartford Farmington

Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury
2.0 star property
Bethel
8.2 out of 10, Very Good, (1,005 reviews)
"Nice lit parking and easy check in clean and comfortable "
United States
Michael
The price is SAR 345
SAR 397 total
includes taxes & fees
15 Mar - 16 Mar
Microtel Inn & Suites by Wyndham Bethel/Danbury

Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.8 out of 10, Excellent, (1,000 reviews)
"Always stay here when visting family in CT."
United States
David
The price is SAR 432
SAR 497 total
includes taxes & fees
1 Apr - 2 Apr
Fairfield by Marriott Inn & Suites Wallingford New Haven
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.

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Where to stay in Middlebury

Find the best Middlebury areas and neighborhoods for the activities you enjoy most.

Middlebury Center Historic District

Visitors to Middlebury Center Historic District enjoy its historic sites, and if you want to do some exploring, Lake Quassapaug is worth a stop.

Stay near popular Middlebury attractions

Learn more about Middlebury

Quassy Amusement Park offers thrilling rides and a refreshing lakeside beach where families cool off during summer months. History buffs can explore the 1800s buildings at Middlebury Historical Society Museum, while hikers enjoy scenic trails through Hop Brook Lake Park.

Either off access road at the end of Old Waterbury Rd, or Umberfield Rd. Abandoned in the woods near I 84 and power lines overhead.
Photo by Brandon Miller
Open Photo by Brandon Miller

Top Middlebury Hotel Reviews

More cheap stays in Middlebury

Find out more about Middlebury

Top reasons to visit Middlebury

  • Family-Friendly Outdoor Adventures: Middlebury offers numerous attractions like amusement parks and beautiful lakes, perfect for family outings.
  • Charming Neighborhoods: Stroll through picturesque areas filled with friendly faces and rich New England history.
  • Diverse Shopping Options: Explore a variety of local shops and boutiques for unique finds and souvenirs.
  • Educational Experiences: Engage in activities that provide insight into the local culture and history.
  • Relaxed Evening Spots: Enjoy a laid-back nightlife with local venues ideal for unwinding after a day of exploration.

Find great hotels near Middlebury

Explore a variety of hotel accommodations in Middlebury, Connecticut, perfect for every traveler. Whether you're looking for pet-friendly options, family-friendly experiences, or amenities tailored for business travel, Middlebury has something to suit your needs. Discover the best hotels in the area, complete with reviews and insights to help you choose the ideal place for your stay.

  • Wyndham Southbury: Wyndham Southbury is a welcoming 3-star hotel located just 4.8km from Middlebury, making it a perfect choice for travelers seeking a comfortable stay. This property is particularly suited for business travelers and pet owners, as it offers a pet-friendly atmosphere with amenities that cater to both. Guests appreciate the relaxing environment, complete with modern accommodations and convenient features. The hotel's pet policy allows for certain pets onsite, ensuring that your furry companions can join in on the vacation fun.
  • Courtyard by Marriott Waterbury Downtown: Located 8.0km from Middlebury, the Courtyard by Marriott Waterbury Downtown is a stylish 3-star hotel that prides itself on being LGBTQIA welcoming. This property is perfect for those looking for an inclusive atmosphere during their stay. Guests enjoy the modern decor, comfortable accommodations, and a variety of amenities that cater to both leisure and business travelers. The hotel's affiliation with LGBTQI travel guides highlights its commitment to creating a safe and welcoming environment for all visitors.
  • Microtel Inn & Suites by Wyndham Bethel/Danbury: Situated 25.7km from Middlebury, Microtel Inn & Suites by Wyndham Bethel/Danbury stands out for its combination of affordability and amenities. This hotel is a great option for both business and leisure travelers, providing a pet-friendly experience along with LGBTQIA welcoming features. With a comprehensive pet policy that allows certain pets and includes various fees, this property ensures a comfortable stay for everyone. Guests appreciate the quality service, cleanliness, and the inclusive environment that makes it a favorite choice.

Where to stay near Middlebury

Middlebury, Connecticut, offers a charming blend of family-friendly activities and outdoor adventures. Explore the picturesque central area, where you can stroll through lovely neighborhoods filled with friendly faces and rich history. Within walking distance, discover top spots that showcase the essence of New England, from serene parks to quaint shops. Whether you're seeking relaxation or excitement, Middlebury and its surrounding regions promise an unforgettable vacation experience.

  • Waterbury: Located 8.0km from Middlebury, Waterbury is a vibrant city offering a mix of family-oriented attractions and outdoor experiences. With a steady flow of visitors year-round, it peaks in April and during the summer months. The city's highlights include an amusement park, a waterpark, and an education center, making it a fantastic destination for families. Local landmarks such as event conference venues add to its appeal for various gatherings and entertainment.
  • Southbury: Just 9.7km away from Middlebury, Southbury is a charming city known for its outdoor beauty and family-friendly activities. Visitors flock here mainly in the spring and summer months, seeking romantic getaways or fun-filled family excursions. The area boasts an amusement park, scenic lakes, and golf courses, perfect for relaxation and recreation. Southbury's local attractions include a theme park and event spaces that cater to both leisure and business travelers.
  • Woodbury: Situated 6.4km from Middlebury, Woodbury is a picturesque city that captures the essence of New England charm. With moderate seasonal visitor traffic, peak seasons occur in spring and summer. Known for its outdoor adventures, including skiing and scenic landscapes, Woodbury is ideal for couples and nature enthusiasts. Local highlights feature beautiful lakes, a marina, and a maritime museum, showcasing the area's rich history and outdoor activities.

Things to do near Middlebury

Middlebury, Connecticut, is perfect for family-friendly outdoor adventures, featuring attractions like amusement parks, water parks, and recreational areas. Visitors will find diverse shopping options, along with opportunities for educational experiences. While the nightlife may be more subdued compared to larger cities, there are still local spots to enjoy a relaxed evening out. Overall, Middlebury offers a charming blend of activities for a memorable vacation.

Shopping

For a delightful shopping experience in Middlebury, visit the Brass Mill Center, just 9.7km away, offering a vibrant mix of entertainment and family-friendly options. If you're up for a drive, check out the Maplecroft Plaza Shopping Center, 19.3km away, or the Elephant's Trunk Flea Market, 24.1km away, for unique finds.

Recreation

Kettletown State Park offers a peaceful retreat with scenic trails and serene waters, perfect for relaxation and nature walks. For sports enthusiasts, Laurel View Country Club provides an exciting golfing experience amidst beautiful landscapes, while The Cave mini-golf promises family fun and adventure in a vibrant setting.

Adventure

Experience thrilling winter sports at Mount Southington Ski Area, located 17.7km from Middlebury, offering excellent skiing and snowboarding opportunities. For summer fun, visit Waterski Connecticut, 20.9km away, where you can enjoy exhilarating water sports. Don’t miss the scenic Big Cathedral Trail, 24.1km from Middlebury, perfect for hiking adventures.

Nightlife

In Middlebury, the nearby Palace Theatre offers a romantic and cultural atmosphere just 8.0km away, while Crystal Bees, located 18.0km from town, provides an adventurous arcade experience. For more entertainment, the Toyota Oakdale Theatre, 25.7km away, combines romance with vibrant performances.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Middlebury

To save money on your trip to Middlebury, consider visiting from January to March when accommodation prices are lower. Tuesdays offer the best rates, while Saturdays tend to be the priciest. Use Expedia to find budget-friendly options by sorting prices from low to high and utilizing filters for Eco-certified hotels. Look for package deals that combine flights, hotels, and activities for additional savings. Explore free local attractions, and don't forget to compare room rates and flexible booking options for the best deals.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Middlebury are January to March, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Middlebury is Tuesday. The most expensive day to stay in Middlebury is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Middlebury with your flights and activities by booking an Expedia package.

Find the best attractions in and around Middlebury

Middlebury, Connecticut, is perfect for family and adventure vacations, featuring attractions like national and urban parks and beautiful lakes. Visitors can enjoy a variety of outdoor activities while immersing themselves in the local culture. For the best experiences, explore the top attractions in and around Middlebury that cater to family-friendly adventures and outdoor enthusiasts.

  • Quassy Amusement Park: Experience thrills and family fun at this charming amusement park located in Middlebury. With exciting rides, games, and beautiful outdoor spaces, it’s perfect for creating lasting memories with loved ones.
  • Quinnipiac University: Explore the historic charm of Quinnipiac University, situated 22.5km away. This prestigious institution boasts beautiful architecture and vibrant cultural events, offering a glimpse into American higher education.
  • Hop Brook Lake: Enjoy a romantic escape at Hop Brook Lake, just 4.8km away. With scenic views and serene beaches, it’s ideal for picnics, relaxation, and outdoor activities amidst nature's beauty.

Best time to go to Middlebury

The best time to visit Middlebury can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Middlebury falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Middlebury falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.0°F (-2.2°C)Light RainMostly SunnyAverageSlightly Low
February29.7°F (-1.3°C)Light RainMostly CloudyAverageSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnyAverageSlightly Low
April47.8°F (8.8°C)Light RainMostly SunnyModerately HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyModerately HighSlightly High
June66.6°F (19.2°C)Light RainMostly SunnyAverageSlightly High
July73.2°F (22.9°C)Light RainMostly SunnyModerately HighAverage
August71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
September64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
October54.0°F (12.2°C)Light RainMostly SunnyModerately LowSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyModerately LowAverage
December34.3°F (1.3°C)Light RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Middlebury

To reach Middlebury, Connecticut, you have a few airport options. Hartford, CT (BDL-Bradley Intl.) is located 57.9km away, with nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and the Simsbury 1820 House, 11.3km away. White Plains, NY (HPN-Westchester County) is 70.8km away, offering luxury at The Opus Westchester, 6.4km from the airport, and the Sonesta White Plains Downtown, also 6.4km away. Islip, NY (ISP-MacArthur) sits 51.6kms from Middlebury, featuring the Hyatt Regency Long Island, just 6.4km away. Each hotel provides convenient access to their respective airports.

Frequently asked questions

What's the best place for a stay in Middlebury?
Located 18.5 mi (29.8 km) from the heart of Middlebury, New Haven Hotel is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Hyatt Place Milford / New Haven and Cambria Hotel New Haven University Area. See all available top hotels, or vacation rentals in Middlebury.
What are some of the best vacation home rentals in Middlebury?
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Middlebury vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Middlebury.
If I need to cancel my hotel reservation in Middlebury, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlebury.
Where can I learn more about changing or cancelling my trip to Middlebury?
For additional details about changing or cancelling your trip to Middlebury, click here.
Where is the best hotel to stay close to Quassy Amusement Park?
Wyndham Southbury is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. It's located 2.2 mi (3.5 km) from Quassy Amusement Park. Other good options within a few miles include Tucker Hill Inn and Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection.
What's the best place to stay near Tweed - New Haven Regional Airport (HVN)?
Quality Inn East Haven - New Haven is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.3 mi (2.1 km) from Tweed - New Haven Regional Airport. Other good options close to the airport include La Quinta Inn & Suites by Wyndham New Haven and Omni New Haven Hotel at Yale.
What's it like staying in Middlebury?
Visitors can enjoy all that Middlebury has to offer including its parks. There are 1058 hotels and other accommodations in the surrounding area. Find out more about Middlebury.
What should I see while I'm in Middlebury?
A couple of favorite places to visit are Quassy Amusement Park and Lake Quassapaug. You'll also find Mattatuck Museum Arts and History Center and Palace Theatre in the area. Check out what more to see and do in Expedia's Middlebury guide.
What's the seasonal weather like in Middlebury?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Middlebury is 56 inches.