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Our top choices for Middlebury hotels

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1,207 reviews)
"Very nice and convenient to get to. Had a very nice stay there. Helpful friendly staff "
United States
Patty
$89 nightly
The price is $102
May 26 - May 27
Total with taxes and fees
Courtyard by Marriott Waterbury Downtown

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very Good, (1,190 reviews)
"Really nice hôtel, and quick check in. "
United States
Gilles
$93 nightly
The price is $107
May 17 - May 18
Total with taxes and fees
Wyndham Southbury

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.2 out of 10, Wonderful, (2,138 reviews)
"Clean room, friendly staff, and convenient location."
Australia
Bridget
$117 nightly
The price is $135
May 24 - May 25
Total with taxes and fees
New Haven Hotel

The Capitol Hotel

The Capitol Hotel
3.0 star property
Downtown Hartford
7.4 out of 10, Good, (1,290 reviews)
"Friendly staff, full breakfast. "
United States
Virgen
$101 nightly
The price is $116
May 27 - May 28
Total with taxes and fees
The Capitol Hotel

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1,012 reviews)
"Breakfast was great, we had a wonderful time "
United States
Delories
$131 nightly
The price is $151
May 25 - May 26
Total with taxes and fees
Heritage Hotel, Golf & Conference Center

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very Good, (1,012 reviews)
"Clean place and staff great"
United States
JOSE
$114 nightly
The price is $131
May 17 - May 18
Total with taxes and fees
Hampton Inn Waterbury

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
West River
8.8 out of 10, Excellent, (1,057 reviews)
"Great weekend stay"
United States
Laila
$131 nightly
The price is $151
May 24 - May 25
Total with taxes and fees
Cambria Hotel New Haven University Area

Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1,005 reviews)
"Clean and fairly quiet room. Nothing fancy. All the expected in-room amenities. No complaints."
United States
David
$93 nightly
The price is $107
May 17 - May 18
Total with taxes and fees
Quality Inn Waterbury East

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale
4.0 star property
Downtown New Haven
8.6 out of 10, Excellent, (1,014 reviews)
"The whole experience was nice"
United States
Monica
$142 nightly
The price is $163
Jun 7 - Jun 8
Total with taxes and fees
Omni New Haven Hotel at Yale

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, (528 reviews)
"Very nice and clean hotel. Room was very spacious for our family of four and the kids loved the pool! Breakfast was solid as well. "
United States
Nicholas
$139 nightly
The price is $159
May 25 - May 26
Total with taxes and fees
Home2 Suites by Hilton East Haven New Haven

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1,313 reviews)
"Nice place to stay"
United States
Imelda
$127 nightly
The price is $146
May 25 - May 26
Total with taxes and fees
Hyatt Place Milford / New Haven

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.6 out of 10, Excellent, (1,004 reviews)
"Great stay! Loved our staycation!!"
United States
Darileen
$127 nightly
The price is $146
May 24 - May 25
Total with taxes and fees
Hyatt House Shelton

Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
7.8 out of 10, Good, (787 reviews)
"Breakfast was very nice, freshly made and well stocked, properly was well located, a very nice overnight stay."
Canada
kenneth
$91 nightly
The price is $105
May 31 - Jun 1
Total with taxes and fees
Comfort Inn Naugatuck-Shelton, CT

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.8 out of 10, Excellent, (1,292 reviews)
"Had a lovely stay, staff was friendly the breakfast was delicious. "
United States
Grace
$104 nightly
The price is $119
May 25 - May 26
Total with taxes and fees
Holiday Inn Express Southington by IHG

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (59 reviews)
"Clean room "
United States
Casey
$789 nightly
The price is $907
May 12 - May 13
Total with taxes and fees
Mayflower Inn & Spa, Auberge Collection

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
West Haven
8.0 out of 10, Very Good, (1,609 reviews)
"Rooms and property were clean… the breakfast bread set up was good… just was cold"
United States
Curtis
$110 nightly
The price is $126
May 25 - May 26
Total with taxes and fees
Best Western Executive Hotel Of New Haven - West Haven

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,006 reviews)
"Very nice hotel!!!!"
United States
Dwayne
$179 nightly
The price is $206
May 26 - May 27
Total with taxes and fees
Hotel Zero Degrees Danbury

The Watershed

The Watershed
3.5 star property
Cranbury
9.0 out of 10, Wonderful, (1,023 reviews)
"The hotel was amazing , clean and up to date rooms were amazing had a king studio overlooking the river amazing! Highly recommend and will definitely will stay again."
United States
michael
$159 nightly
The price is $183
May 17 - May 18
Total with taxes and fees
The Watershed

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,211 reviews)
"Very nice place to stay. "
United States
Resson
$107 nightly
The price is $123
May 25 - May 26
Total with taxes and fees
Ethan Allen Hotel

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, (1,007 reviews)
"The breakfast menu is very good and plentiful. Handicapped parking was good for us. The location was easy access to our final destination Bridgewater, CT. We will use Quinta on our next trip wherever we are headed."
United States
Joyce E.
$115 nightly
The price is $132
May 25 - May 26
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Danbury
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Where to stay in Middlebury

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

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.

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 Activities: Middlebury offers a range of attractions, including amusement parks and water parks, perfect for family fun.
  • Outdoor Adventures: Explore nearby national and urban parks, ideal for hiking and nature walks.
  • Charming City Center: Stroll through the picturesque Middlebury City Center, rich in history and local culture.
  • Diverse Accommodations: Choose from various hotels, including pet-friendly and agritourism options tailored for all travelers.
  • Relaxing Environment: Enjoy serene escapes at nearby campgrounds and peaceful spots like Middlebury Center Point.

Find great hotels near Middlebury

Explore a variety of hotel accommodations in Middlebury, Connecticut, perfect for your getaway. From pet-friendly options to welcoming spaces for LGBTQIA travelers, Middlebury offers diverse lodging choices. Whether you're visiting for business or leisure, you'll find hotels that cater to your needs, including agritourism properties that provide unique experiences. Discover the ideal Middlebury hotel for your stay and enjoy the charm of this quaint New England town.

  • Courtyard by Marriott Waterbury Downtown: Courtyard by Marriott Waterbury Downtown is a 3-star hotel with a guest rating of 8.4, offering a perfect blend of modern amenities and convenience just 5 miles from Middlebury. Ideal for both business and leisure travelers, this hotel features a variety of dining options, including a restaurant, coffee shop, and a snack bar. Active guests will appreciate the nearby mountain biking, hiking, and skiing facilities, while entertainment options like premium TV channels and flat-screen TVs ensure a comfortable stay. With easy access to a shopping district and local attractions, this hotel is an excellent choice for visitors looking to explore the area.
  • Wyndham Southbury: Wyndham Southbury is a 3-star hotel with a guest rating of 8.2, located 3 miles from Middlebury, making it an excellent option for business travelers and pet owners alike. This pet-friendly property allows pets on-site, making it a great choice for those traveling with furry companions. The hotel features practical amenities for business needs, ensuring a productive stay. With its welcoming atmosphere and convenient location, Wyndham Southbury offers a comfortable retreat for guests seeking both relaxation and connectivity.
  • La Quinta Inn & Suites by Wyndham Danbury: La Quinta Inn & Suites by Wyndham Danbury is a budget-friendly option with a guest rating of 8.4, situated 16 miles from Middlebury. Perfect for families and pet owners, this hotel provides child-friendly amenities like video game consoles and cribs at no extra charge. The property also welcomes pets, ensuring that no family member is left behind. Guests have praised the hotel's clean and comfortable environment, making it an ideal choice for those seeking value without sacrificing quality.

Where to stay near Middlebury

Experience the charm of Middlebury, Connecticut, where family-friendly adventures await. Explore the picturesque Middlebury City Center and the historic district, filled with friendly faces and rich history. For outdoor enthusiasts, nearby campgrounds in Southbury offer serene escapes. Discover the beauty of Middlebury Center Point, perfect for relaxing strolls and family gatherings. Whether you're seeking adventure or relaxation, Middlebury provides an ideal backdrop for unforgettable memories.

  • Waterbury: Located 5 miles from Middlebury, Waterbury is a vibrant city offering a mix of family-friendly activities and outdoor adventures. With visitor numbers peaking from April to June and July, it’s a great destination for those seeking a city-themed experience. Highlights include its educational venues, amusement parks, and resorts that cater to all ages. Don’t miss the local landmarks, such as the event conference venue, theme park, and waterpark, which provide endless entertainment options for both locals and tourists alike.
  • Southbury: Just 6 miles away from Middlebury, Southbury is a charming city known for its outdoor and romantic experiences. Visitors flock to this area primarily during the peak months of April to May and July. Southbury features a variety of attractions, including amusement parks and picturesque lakes that are perfect for family outings or a romantic getaway. Local landmarks like event conference venues and theme parks further enrich the travel experience, making Southbury an ideal spot for those looking to relax and enjoy nature.
  • Naugatuck: Situated 5 miles from Middlebury, Naugatuck offers a unique blend of outdoor adventure and family fun. With a steady flow of visitors throughout the year, the peak months are from April to May and July. This city is known for its educational venues, music concerts, and amusement parks that cater to thrill-seekers and families alike. Explore local landmarks such as the historic college university and national state park, which provide ample opportunities for exploration and adventure, ensuring a memorable visit.

Things to do in Middlebury

Middlebury, Connecticut, offers a delightful blend of family-friendly activities and outdoor adventures. Visitors can enjoy amusement parks and water parks, while also exploring local flea markets and shopping experiences. For those looking to unwind, there are options for indoor breaks and tennis courts available. Whether you're seeking excitement or relaxation, Middlebury has something to cater to every interest.

Shopping

In Middlebury, you can explore local shops like the Middlebury Antique Shop for unique finds. If you're up for a drive, visit the nearby Waterbury's Brass Mill Center for a variety of retail options, or check out the Westfield Meriden for popular brands and dining choices.

Recreation

In Middlebury, the Lake Quassapaug Retreat offers serene lakeside yoga sessions and holistic wellness workshops. Nearby, the Middlebury Spa provides rejuvenating massages and skincare treatments, creating a peaceful escape for relaxation and self-care.

Adventure

Explore the scenic trails at Middlebury's Fenn Mountain Park for hiking and birdwatching. Enjoy kayaking at Lake Quassapaug, where you can paddle through serene waters. For a thrilling experience, try the zip-lining at the nearby Adventure Park for an adrenaline rush among the trees.

Nightlife

In Middlebury, The Library is a cozy spot featuring live music and craft cocktails. For a lively atmosphere, check out The Greenway, where you can enjoy local brews and pub fare. Don’t miss the local wine bars for a relaxed evening with friends.

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

Booking tips and Expedia advantages for Middlebury

  • 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 refine your preferences, such as budget, desired location, and preferred hotel type. For instance, checking the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save money by booking an Expedia package that combines your hotel stay in Middlebury with your flights and activities.

Find the best attractions near Middlebury

Middlebury, Connecticut, is perfect for families and outdoor enthusiasts seeking adventure. The area boasts a variety of attractions, including national and urban parks, as well as amusement parks. Visitors can enjoy a mix of outdoor activities and cultural experiences, making it an ideal destination for travelers looking to explore nature and create lasting memories with loved ones.

  • Lake Compounce: Experience the thrill of Lake Compounce, a premier amusement park located 13 miles from Middlebury. With a variety of rides and attractions, it offers fun for the entire family amidst beautiful outdoor settings.
  • Beacon Falls Town Recreation Field: Just 6 miles away from Middlebury, this eco-friendly park is perfect for family outings. Enjoy its spacious grounds for picnics, sports, and recreational activities surrounded by nature.
  • Mattatuck Museum Arts and History Center: Located 5 miles from Middlebury, this arts center immerses you in local culture through its engaging exhibits, showcasing the rich history and artistic heritage of the region.

Best time to go to Middlebury

The best time to visit Middlebury is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

Traveling to Middlebury, Connecticut, is convenient with several major airports nearby. New York's JFK Airport is 70 miles away, with nearby hotels like the 5-star Arlo Williamsburg and The William Vale, both only 11 miles from the airport. Newark Liberty International Airport (EWR) is 80 miles distant, featuring luxurious options such as The Dominick and Four Seasons Hotel, each located 9 miles from EWR. Lastly, LaGuardia Airport (LGA) is 65 miles away, with top-notch hotels like The Plaza and The Pierre, both 5 miles from the airport. These hotels offer various transportation services to ensure a smooth journey to your destination.

Frequently asked questions

What is the best area to stay in Middlebury?
The best area to stay in Middlebury, Connecticut is near the main commercial stretch of Route 64, specifically around the intersection with Route 63. This area offers convenient access to local amenities and the region's main thoroughfares.

Travelers looking for a comfortable and well-connected base will find this area ideal. It's home to several established hotels, providing reliable lodging options. From here, you're close to local dining establishments and shops, making it easy to grab a meal or any necessities.
When is the best time to go to Middlebury?
The best time to visit Middlebury is during the spring (late April to early June) and fall (September to October) when the weather is pleasant and the scenery is at its most appealing.

Springtime in Middlebury brings blooming flowers and lush greenery, making it an excellent time for outdoor activities like hiking and exploring nature reserves. The temperatures are mild, typically ranging from the mid-50s to mid-70s Fahrenheit, which is comfortable for walking around town or enjoying a round of golf.

Fall is particularly popular due to the stunning display of autumn foliage. The rolling hills surrounding Middlebury transform into a vibrant canvas of reds, oranges, and yellows. This season is ideal for scenic drives, visiting local farms, and enjoying apple picking.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middlebury.
How can I save on a Middlebury hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Middlebury hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Middlebury hotel?
Prices for hotels in Middlebury often vary, but you can find a great deal from $72 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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