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Find hotels in Middlebury, CT from NT$2,422

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Our top choices for Middlebury hotels

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
3.0 star property
Danbury
8.4 out of 10, Very Good, (1000)
Escape to a peaceful haven with easy train access and thoughtful extras like free breakfast, WiFi, and parking. The fitness center and on-site restaurant provide comfort, while helpful staff ensure a pleasant stay near The Cave and AMC Danbury 16.

"Friendly staff and clean rooms always makes for a great stay!!!"
United States
sam
The price is NT$3,344
NT$3,846 total
includes taxes & fees
Dec 22 - Dec 23
La Quinta Inn & Suites by Wyndham Danbury

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1164)
"Clean rooms, Good breakfast, Solid Coffee"
United States
Anthony
The price is NT$2,433
NT$2,798 total
includes taxes & fees
Jan 3 - 2026/1/4
Holiday Inn Express Southington by IHG

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1005)
This entertainment district hotel offers an indoor pool and H Bar for dinner. Enjoy free breakfast praised by guests and a 24-hour fitness center. Close to Roosevelt Forest and SportsCenter of Connecticut with helpful staff to enhance your stay.

"Always a pleasure to stay here 1s a year keep coming back!!"
United States
Mark
The price is NT$3,421
NT$3,934 total
includes taxes & fees
Dec 20 - Dec 21
Hyatt House Shelton

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1003)
"Nice , comfortable stay :)"
United States
Laura
The price is NT$3,219
NT$3,702 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn by Hilton Shelton

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven
2.5 star property
Hamden
6.6 out of 10, (1002)
A peaceful haven just minutes from Yale University, this hotel offers on-site dining at Hamden Town House restaurant and a welcoming bar. Rooms include refrigerators and microwaves, while free breakfast, WiFi, and parking enhance your Connecticut stay.

"Great stay!"
United States
Mark
The price is NT$2,501
NT$2,876 total
includes taxes & fees
Dec 30 - Dec 31
Hamden Hotel and Suites – Hamden New Haven

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel
2.5 star property
Danbury
8.6 out of 10, Excellent, (559)
Set near a train station, this Danbury hotel offers a seasonal outdoor pool and fitness center. Clean rooms provide comfort while the helpful staff ensures a pleasant stay. Find restaurants like Black Angus steakhouse across the street and explore Still River Greenway nearby.

"Clean room,staff we great"
United States
Sammie
The price is NT$3,348
NT$3,851 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Inn & Suites Danbury-Bethel

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1001)
Near both Hotchkiss-Fyler House Museum and Warner Theater, this motel provides free breakfast, WiFi, and parking. Guests appreciate the clean rooms and attentive staff. Enjoy the fitness center or venture out for nearby downhill skiing adventures.

"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is NT$2,631
NT$3,025 total
includes taxes & fees
Dec 15 - Dec 16
Days Inn by Wyndham Torrington

Mayflower Motel Milford

Mayflower Motel Milford
2.0 star property
Milford
6.0 out of 10, (558)
Located in Milford, this motel offers quick access to Yale University and Yale-New Haven Hospital. Guests appreciate the helpful staff and complimentary amenities like WiFi and self parking. Westfield Connecticut Post Mall and Robert Treat Farm are just minutes away.

"It’s great staying here really friendly "
United States
Ivelisse
The price is NT$2,237
NT$2,573 total
includes taxes & fees
Jan 12 - 2026/1/13
Mayflower Motel Milford

Courtyard By Marriott Shelton

Courtyard By Marriott Shelton
3.0 star property
Shelton
8.6 out of 10, Excellent, (1000)
"Enjoyed our stay"
United States
Mibsam
The price is NT$3,421
NT$3,934 total
includes taxes & fees
Dec 20 - Dec 21
Courtyard By Marriott Shelton

Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1003)
Escape to this serene Waterbury retreat with free breakfast, WiFi, and parking. Hiking trails beckon nearby, while Seven Angels Theater and Brass Mill Center are just a short drive away. Guests consistently praise the clean rooms and friendly staff.

"People are so very nice we enjoy every time we come will always stay at quality inn "
United States
Cynthia
The price is NT$2,466
NT$2,836 total
includes taxes & fees
Jan 5 - 2026/1/6
Quality Inn Waterbury East

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (959)
Pamper yourself at this spa retreat with complimentary breakfast and free parking. Enjoy deep-tissue massages or visit the 24-hour fitness center after exploring White Memorial Conservation Center. Helpful staff ensure a comfortable stay near Mount Tom State Park.

"The hotel is so big and spacious and the free breakfast and snacks are a nice touch."
United States
Shyna
The price is NT$7,630
NT$8,774 total
includes taxes & fees
Dec 18 - Dec 19
The Litchfield Inn

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton
4.0 star property
Long Wharf
9.4 out of 10, Exceptional, (863)
Stylish accommodations near Yale University feature a restaurant and free WiFi. This hotel provides free parking and comfortable rooms just minutes from Long Wharf Theatre and Wooster Square. The helpful staff ensures a pleasant stay while you explore New Haven.

"Great stay! Clean room, staff were friendly, and I loved the amenities."
United States
Clark
The price is NT$3,402
NT$3,913 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel Marcel New Haven, Tapestry Collection By Hilton

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, (443)
Escape to this relaxing East Haven retreat, just 10 minutes from Yale University and Yale-New Haven Hospital. Enjoy the indoor pool, fitness center, and free breakfast before exploring nearby attractions. Free parking and WiFi add value.

"Clean, spacious and the staff is great! Second time there in the last 6 months and will continue to stay there every time I go to CT. "
United States
Frances
The price is NT$3,476
NT$3,998 total
includes taxes & fees
Dec 23 - Dec 24
Home2 Suites by Hilton East Haven New Haven

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (1921)
Discover New Haven's culture at this conveniently located hotel near Yale University and Yale-New Haven Hospital. With comfortable beds, fitness center, and breakfast available, guests appreciate the quiet rooms and helpful staff. Shubert Theater awaits nearby.

"Very nice hotel. "
United States
REINA
The price is NT$3,561
NT$4,095 total
includes taxes & fees
Dec 25 - Dec 26
New Haven Hotel

Extended Stay America Suites Shelton Fairfield County

Extended Stay America Suites Shelton Fairfield County
2.5 star property
Shelton
7.2 out of 10, Good, (1006)
"Room was nice"
United States
farah
The price is NT$3,095
NT$3,559 total
includes taxes & fees
Dec 28 - Dec 29
Extended Stay America Suites Shelton Fairfield County

Hilton Garden Inn Shelton

Hilton Garden Inn Shelton
3.0 star property
Shelton
7.8 out of 10, Good, (1041)
Escape to a peaceful haven near SportsCenter of Connecticut. This hotel offers a 24-hour fitness center, bar, and comfortable rooms with microwaves and refrigerators. Guests love the helpful staff and clean, relaxing atmosphere.

"The hotel was clean and staff were very professional. "
United States
Brian
The price is NT$2,985
NT$3,433 total
includes taxes & fees
Jan 4 - 2026/1/5
Hilton Garden Inn Shelton

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1183)
Just 15 minutes from Yale University, this Milford hotel offers free breakfast, parking, and WiFi. Guests praise the helpful staff and morning meal. A 24-hour fitness center and bar/lounge complement the coffee shop/cafe.

"Hotel for Pleasant Stay"
United States
Rajesh
The price is NT$3,421
NT$3,934 total
includes taxes & fees
Dec 16 - Dec 17
Hyatt Place Milford / New Haven

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very Good, (1065)
"Nice room, friendly staff!"
United States
Scott
The price is NT$2,890
NT$3,324 total
includes taxes & fees
Jan 12 - 2026/1/13
Wyndham Southbury

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
Orange
9.2 out of 10, Wonderful, (1001)
Immerse yourself in comfort at this Orange hotel, just a short drive from Yale University and Yale-New Haven Hospital. Enjoy the indoor pool and fuel up with free breakfast. Free WiFi and parking enhance your stay while helpful staff ensure a pleasant experience.

"The room was clean the staff was great "
United States
Nicholas
The price is NT$3,469
NT$3,989 total
includes taxes & fees
Dec 21 - Dec 22
Homewood Suites by Hilton Orange New Haven

Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford
3.0 star property
Orange
8.4 out of 10, Very Good, (999)
Stay near Yale with easy highway access at this comfortable hotel featuring an outdoor pool and on-site Bistro restaurant. Spacious rooms include refrigerators and microwaves, while free parking and WiFi add convenience for exploring nearby attractions.

"The room and services were great "
United States
Nicole
The price is NT$3,432
NT$3,946 total
includes taxes & fees
Jan 11 - 2026/1/12
Courtyard by Marriott New Haven Orange-Milford
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

Hotels in Middlebury with star-rating

Find out more about Middlebury

Top reasons to visit Middlebury

  • Family-Friendly Attractions: Middlebury boasts amusement parks and water parks, making it a perfect destination for family fun.
  • Outdoor Adventures: Explore national and urban parks, nearby lakes, and enjoy a range of outdoor activities amidst New England's stunning landscapes.
  • Charming Neighborhoods: Stroll through picturesque neighborhoods that reflect the town's rich history and welcoming atmosphere.
  • Vibrant Nightlife: Experience Middlebury's lively nightlife with various entertainment options that cater to different tastes.
  • Diverse Accommodations: Choose from pet-friendly hotels, family-oriented stays, and unique agritourism options for a comfortable visit.

Find great hotels near Middlebury

Discover a variety of accommodation options in Middlebury, Connecticut, perfect for every type of traveler. Whether you're looking for pet-friendly hotels, family-friendly stays, or convenient business travel accommodations, Middlebury offers it all. With a mix of comfortable hotels and unique agritourism properties, you’ll find the perfect place to relax after exploring the charming local attractions. Don't forget to check out reviews to find the best hotels that suit your needs.

  • Wyndham Southbury: Nestled just 4.8km from Middlebury, Wyndham Southbury is a charming 3-star hotel perfect for both business travelers and pet owners. With a pet-friendly policy, this hotel welcomes your furry companions, ensuring they enjoy your vacation too. Guests appreciate the comfortable accommodations and essential business amenities, making it a great choice for corporate stays. The hotel also features a range of facilities designed for relaxation, including a fitness center and an indoor pool, creating a balanced environment for work and leisure.
  • Courtyard by Marriott Waterbury Downtown: Located 8.0km from Middlebury, the Courtyard by Marriott Waterbury Downtown is a welcoming 3-star hotel that embraces diversity with its LGBTQIA-friendly atmosphere. This hotel is known for its modern design and comfortable rooms, making it an ideal retreat for travelers seeking inclusivity and convenience. Guests can enjoy amenities such as a bistro serving fresh breakfast and dinner options, a well-equipped fitness center, and business facilities, ensuring a seamless stay whether for work or play.
  • Microtel Inn & Suites by Wyndham Bethel/Danbury: Situated 25.7km from Middlebury, Microtel Inn & Suites by Wyndham Bethel/Danbury offers a blend of comfort and affordability. This hotel welcomes both pets and LGBTQIA travelers, making it a versatile choice for various guests. With a focus on business travelers, it features convenient workspaces and complimentary Wi-Fi. Guests also appreciate the hotel’s thoughtful pet policies, including variable fees and cleaning services, ensuring a hassle-free stay for those traveling with pets. The friendly staff and cozy accommodations round off a pleasant experience.

Where to stay near Middlebury

Discover the charm of Middlebury, Connecticut, where family-friendly adventures await. Stroll through the picturesque neighborhoods, enjoying the welcoming atmosphere and rich history. Explore local parks for outdoor fun, and take in the serene beauty of New England's landscapes. With many attractions within walking distance, you'll find it easy to create memorable experiences in this delightful town. Venture nearby to uncover more hidden gems that make Middlebury a perfect vacation destination.

  • Waterbury: Located 8.0km from Middlebury, Waterbury is a vibrant city offering a blend of family-friendly activities and urban experiences. The city sees peak travel from April to June and July, making it a popular destination for outdoor adventures and amusement parks. Visitors can explore local landmarks such as event conference venues, theme parks, and waterparks, ensuring a fun-filled experience for all ages. Whether you're looking for educational outings or exciting leisure activities, Waterbury provides a delightful atmosphere for tourists.
  • Southbury: Just 9.7km from Middlebury, Southbury presents a charming escape with a focus on outdoor and romantic experiences. This city welcomes travelers year-round, with peak visits in April to May and July. Southbury boasts attractions like amusement parks, golf courses, and scenic lakes, perfect for those seeking adventure or a relaxing getaway. The quaint ambiance combined with activities like boating and picnicking makes Southbury an ideal spot for families and couples alike.
  • Woodbury: Situated 6.4km from Middlebury, Woodbury is known for its picturesque scenery and outdoor activities, particularly in the winter months. With visitor numbers peaking in April to May and July, this charming city is perfect for those looking to enjoy skiing and winter sports. Highlights include local lakes, marinas, and a maritime museum, ensuring a diverse range of experiences for all visitors. Woodbury's romantic setting and beautiful landscapes make it a must-visit destination for nature lovers.

Things to do near Middlebury

Middlebury offers a perfect blend of family fun and adventure with attractions like amusement parks, water parks, and recreational areas. Visitors can enjoy vibrant nightlife experiences, explore educational opportunities, and indulge in shopping options that cater to various tastes. Whether you're seeking outdoor activities or relaxation, Middlebury has something for everyone to make your vacation memorable.

Shopping

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

Recreation

Kettletown State Park offers a peaceful retreat with scenic trails and tranquil lakes, perfect for relaxation and rejuvenation. For sports enthusiasts, Laurel View Country Club provides a beautiful golf course surrounded by nature. Meanwhile, The Cave mini-golf is ideal for family fun and friendly competition in a vibrant setting.

Adventure

Experience thrilling winter sports at Mount Southington Ski Area, located 17.7km from Middlebury, where you can ski or snowboard on well-groomed slopes. For summer fun, try Waterski Connecticut, 20.9km away, offering exciting water sports. Enjoy scenic hiking at Big Cathedral Trail, 24.1km from Middlebury, surrounded by nature.

Nightlife

In Middlebury, the Palace Theatre offers a charming blend of romance and culture, perfect for a night out. Nearby, Crystal Bees provides family-friendly arcade fun, while the Toyota Oakdale Theatre features captivating performances, making for an entertaining evening in the area.

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

Booking tips and Expedia advantages for Middlebury

For a budget-friendly trip to Middlebury, Connecticut, consider visiting during the off-peak months of January to March when hotel prices are lower. Tuesdays are the cheapest days to stay, while Saturdays are the priciest. Use Expedia to compare room rates and filter for eco-friendly hotels. Additionally, consider booking a package deal that combines flights, hotel stays, and activities for added savings. Explore free local attractions, and utilize public transport options where available to keep travel costs down.

  • 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: Expedia's search tool enables you to input your budget, preferred location, and other criteria. You can sort your search results from lowest to highest price, making it easy to find the most affordable hotels first. Additionally, you have the option to refine your choices by hotel type—if you select the Eco-certified filter, you'll discover a selection of sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Middlebury with your flights and activities through an Expedia package deal.

Find the best attractions in and around Middlebury

Middlebury, Connecticut, offers a delightful blend of family-friendly activities and outdoor adventures. Visitors can explore national and urban parks, as well as nearby lakes, making it perfect for those seeking cultural experiences. Whether you're looking for scenic spots or engaging activities, Middlebury has a variety of attractions to suit every traveler's interests.

  • Quassy Amusement Park: Experience thrills and fun at Quassy Amusement Park, where families can enjoy a variety of rides and attractions set in a beautiful outdoor environment. Perfect for adventure seekers and those looking to create lasting memories together.
  • Lake Quassapaug: just 1.6km from Middlebury, Lake Quassapaug offers a picturesque setting for relaxation and romance. Enjoy sandy beaches, scenic views, and opportunities for water activities, making it an ideal spot for a leisurely day outdoors.
  • Quinnipiac University: Located 22.5km away, Quinnipiac University boasts a rich cultural heritage and beautiful campus. Explore its historical architecture and vibrant student life, which enriches the local community with arts and events.

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

When visiting Middlebury, Connecticut, you have several airport options. Hartford's Bradley International Airport (BDL) is 57.9km away, with nearby hotels like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. White Plains, NY's Westchester County Airport (HPN) is 70.8km from Middlebury, featuring hotels such as the luxurious 5-star Opus Westchester, located 6.4km away. Finally, Stewart International Airport (SWF) in Newburgh, NY is 80.5km from Middlebury, offering accommodations like the 3.5-star Dutchess Inn and Spa at Beacon, only 9.7km from the airport. Each hotel provides various transportation services for easy 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 Cambria Hotel New Haven University Area and Holiday Inn Express Southington by IHG. See all available top hotels, or 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 991 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 Waterbury City Hall 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.

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