Photo by Brandon Miller

Find hotels in Middlebury, CT from $86

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Our top choices for Middlebury hotels

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1196)
"Hotel for Pleasant Stay"
United States
Rajesh
$88 nightly
The price is $101
Dec 28 - Dec 29
Total with taxes and fees
Hyatt Place Milford / New Haven

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, (1494)
"Staff was courteous and helpful. The whole hotel was clean. A little snow in the parking lot, but certainly safe."
United States
Rick
$92 nightly
The price is $105
Dec 28 - Dec 29
Total with taxes and fees
Best Western Executive Hotel Of New Haven - West Haven

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (1952)
"Great value and close to everything!"
United States
kevin
$105 nightly
The price is $121
Jan 25 - Jan 26, 2026
Total with taxes and fees
New Haven Hotel

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1002)
"great stay."
United States
John
$87 nightly
The price is $100
Jan 2 - Jan 3, 2026
Total with taxes and fees
Best Western Plus New England Inn & Suites

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1179)
"Great breakfast, very clean, comfortable bed, very friendly staff."
United States
Megan
$82 nightly
The price is $94
Jan 2 - Jan 3, 2026
Total with taxes and fees
Holiday Inn Express Southington by IHG

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1000)
"I would stay there again."
United States
George
$89 nightly
The price is $102
Dec 26 - Dec 27
Total with taxes and fees
Clarion Inn North Haven - New Haven North

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1000)
"Beautiful hotel in great location "
United States
Tara
$106 nightly
The price is $122
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hampton Inn by Hilton Shelton

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very Good, (1001)
"Very nice hotel clean friendly convenient location "
United States
Karen
$98 nightly
The price is $112
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hilton Garden Inn Milford

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1001)
"Very lovely hotel "
United States
Nancy M
$121 nightly
The price is $139
Dec 28 - Dec 29
Total with taxes and fees
Heritage Hotel, Golf, Spa & Conference Center

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (770)
" The room was spotless and the staff was great"
United States
Glenn
$102 nightly
The price is $118
Dec 31 - Jan 1, 2026
Total with taxes and fees
Rocky River Inn

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, (1000)
"Clean room, close to mamy amenities restaurants, bars, etc "
United States
Kerry- Ann
$97 nightly
The price is $111
Jan 25 - Jan 26, 2026
Total with taxes and fees
Homewood Suites by Hilton Orange New Haven

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1075)
"The room vas spacious and clean. Staff were very helpful and cordial."
United States
Ivan
$89 nightly
The price is $102
Dec 28 - Dec 29
Total with taxes and fees
Courtyard by Marriott Waterbury Downtown

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
West River
8.8 out of 10, Excellent, (1000)
"Great nice neat, great customer service i enjoyed my say"
United States
Frinwie Fanie
$103 nightly
The price is $119
Jan 25 - Jan 26, 2026
Total with taxes and fees
Cambria Hotel New Haven University Area

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1001)
"Place was great quiet and relaxing I enjoyed my time there thank you. "
United States
Jeanette
$116 nightly
The price is $134
Dec 26 - Dec 27
Total with taxes and fees
Hyatt House Shelton

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (913)
"Great place stayed several times."
United States
Marlene D
$96 nightly
The price is $110
Jan 2 - Jan 3, 2026
Total with taxes and fees
Fairfield Inn & Suites by Marriott Plainville

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1005)
"Clean comfortable room,great parking and local shopping "
United States
Julie
$94 nightly
The price is $109
Dec 28 - Dec 29
Total with taxes and fees
Days Inn by Wyndham Torrington

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven
2.5 star property
West Haven
8.4 out of 10, Very Good, (1003)
"Overall great stay!"
United States
Michael
$97 nightly
The price is $111
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Inn & Suites New Haven - South - West Haven

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very Good, (1001)
"Pool was nice, breakfast was very good. "
United States
Matthew
$101 nightly
The price is $116
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Cheshire - Southington by IHG

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1001)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
$107 nightly
The price is $124
Jan 3 - Jan 4, 2026
Total with taxes and fees
Homewood Suites by Hilton Stratford

Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
2.5 star property
Meriden
8.2 out of 10, Very Good, (1000)
"Recently renovated, in good condition, pleasent staff"
United States
Donald
$99 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Holiday Inn Express & Suites Meriden by IHG
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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.

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

  • Outdoor Adventures: Middlebury boasts beautiful state parks, urban parks, and scenic lakes, perfect for hiking, picnicking, and outdoor fun.
  • Family-Friendly Attractions: Enjoy amusement parks and water parks, ensuring excitement for visitors of all ages.
  • Charming Neighborhoods: Explore friendly local communities with quaint shops and a relaxing atmosphere within walking distance of Central Middlebury.
  • Rich History: Experience New England's heritage through various moderately low-key attractions throughout the town.
  • Diverse Accommodations: Choose from pet-friendly, family-friendly, and business-themed hotels for a comfortable stay.

Find great hotels near Middlebury

Discover ideal hotel accommodations in Middlebury, Connecticut, perfect for your getaway. Whether you're looking for pet-friendly options, family-friendly experiences, or business-themed amenities, Middlebury offers a variety of lodging types, including hotels and agritourism properties. Explore the best hotels in the area and read reviews to ensure a memorable stay in this charming New England town.

  • Wyndham Southbury: Experience a perfect blend of comfort and convenience at Wyndham Southbury, a 3-star hotel located just 3 miles from Middlebury. Ideal for business travelers and pet owners, this property features ample business amenities including multiple meeting rooms and a fully-equipped business center. With a pet-friendly policy that welcomes furry companions, guests can enjoy a stress-free stay. Whether you’re conducting business or exploring the beautiful surroundings, Wyndham Southbury provides the ideal atmosphere for both productivity and relaxation.
  • Courtyard by Marriott Waterbury Downtown: Situated 5 miles away from Middlebury, Courtyard by Marriott Waterbury Downtown offers a welcoming environment for all, with a focus on inclusivity and LGBTQIA-friendly practices. This contemporary 3-star hotel emphasizes comfort and style, featuring well-appointed rooms and modern amenities. Guests appreciate the hotel's convenient location and access to local attractions, ensuring an enjoyable stay for both leisure and business travelers. With its commitment to creating a welcoming space, this hotel stands out as a top choice for diverse travelers.
  • Microtel Inn & Suites by Wyndham Bethel/Danbury: Located 16 miles from Middlebury, Microtel Inn & Suites by Wyndham Bethel/Danbury is a versatile option for travelers seeking a pet-friendly, business-oriented, and LGBTQIA-friendly accommodation. This hotel provides essential business amenities such as a conference space, 24-hour business center, and meeting rooms. The property embraces inclusivity and welcomes pets, offering a range of policies to ensure a comfortable stay for all guests. With its focus on providing quality service and a friendly atmosphere, Microtel Inn & Suites is an excellent choice for any visitor.

Where to stay near Middlebury

Middlebury, Connecticut, offers a delightful mix of outdoor adventures and family-friendly activities. Explore the charming neighborhoods within walking distance of Central Middlebury, where you'll find friendly locals and a relaxing atmosphere. Discover the rich history of New England while enjoying moderately low-key attractions. Whether you're seeking scenic parks or quaint shops, this area is perfect for creating memorable vacation experiences.

  • Waterbury: Situated 5 miles from Middlebury, Waterbury is a vibrant city known for its family-friendly attractions and outdoor adventures. Visitors enjoy a diverse range of activities, from educational experiences to thrilling moments at the local amusement park. The city sees peak travel during April and the summer months, making it a great destination for family outings. Notable landmarks include an event conference venue and a waterpark, providing entertainment for all ages. Whether you're looking for a day filled with fun or a relaxing evening, Waterbury offers a unique blend of experiences to delight every traveler.
  • Southbury: Located 6 miles away from Middlebury, Southbury is another charming city that promises a memorable getaway. Known for its outdoor activities and romantic settings, it attracts visitors year-round, with peak times in spring and summer. The city boasts an amusement park and a resort, making it perfect for family adventures or a romantic escape. Nearby, you can explore beautiful lakes and attend events at conference venues. Southbury’s welcoming atmosphere and scenic views make it an ideal spot for those seeking both excitement and relaxation.
  • Woodbury: Just 4 miles from Middlebury, Woodbury is a picturesque city that captivates visitors with its stunning scenery and outdoor activities. With a moderate seasonal influx, the city sees the most visitors during spring and summer. Outdoor enthusiasts can enjoy skiing at local fields or explore the nearby national state park. Woodbury also features a variety of shopping options, enhancing the charm of your visit. Whether you're looking for a romantic getaway or a scenic day out, Woodbury promises a delightful experience surrounded by nature.

Things to do near Middlebury

Middlebury, Connecticut, is perfect for outdoor family adventures, offering attractions like amusement parks, water parks, and recreational areas. Visitors can enjoy shopping at local boutiques, experience a lively nightlife scene, and explore educational opportunities in the community. With its blend of fun and learning, Middlebury promises an exciting vacation for everyone.

Shopping

In Middlebury, visit Brass Mill Center, only 6 miles away, for a vibrant shopping experience with entertainment and family-friendly vibes. If you're up for a drive, check out Maplecroft Plaza Shopping Center, 12 miles away, or Elephant's Trunk Flea Market, 15 miles away, both offering unique finds.

Recreation

Explore Kettletown State Park for serene hiking trails and peaceful lakeside relaxation, perfect for unwinding in nature. At Laurel View Country Club, enjoy a round of golf amidst beautiful landscapes, while the Cullman-Heyman Tennis Center offers dynamic tennis matches for both fun and fitness.

Adventure

Hit the slopes at Mount Southington Ski Area, located 11 miles from Middlebury, for thrilling skiing experiences. For a splash of excitement, try Waterski Connecticut, 13 miles away, where you can enjoy exhilarating water sports. Don't miss the Big Cathedral Trail, 15 miles away, for scenic hiking adventures.

Nightlife

Experience the charm of Middlebury's nightlife at the Palace Theatre, just 5 miles away, showcasing cultural performances. For some fun, visit Crystal Bees, 15 miles away, packed with arcade adventures. Don't miss the Toyota Oakdale Theatre, 16 miles away, offering captivating shows and family-friendly entertainment.

*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 during your visit to Middlebury, consider traveling between January and March when hotel prices are lowest, especially on Tuesdays. Utilize Expedia's search tool to find budget-friendly accommodations by sorting options from lowest to highest prices and filtering for eco-friendly hotels. Look for package deals that combine flights and hotels for additional savings. Joining Expedia's One Key membership can provide exclusive discounts and earn you OneKeyCash for future bookings. Lastly, explore free local activities to enhance your experience without breaking the bank.

  • 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 specify your budget, desired location, and additional preferences. You can easily arrange your search results from the lowest to the highest prices, ensuring you see the most affordable hotels first. Additionally, you have the option to refine your choices by hotel type—selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Middlebury hotel reservation with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Middlebury

Middlebury, Connecticut, is perfect for outdoor and family adventures, offering attractions like state parks, urban parks, and scenic lakes. Visitors can enjoy a variety of experiences that blend outdoor fun, cultural exploration, and family-friendly activities. Whether you’re hiking, picnicking, or taking in the local scenery, there’s something for everyone. Be sure to check out the best attractions in Middlebury for an unforgettable vacation.

  • Quassy Amusement Park: Enjoy a day filled with fun and excitement at Quassy Amusement Park, which offers a variety of rides and attractions perfect for families. The park's outdoor setting provides an adventurous vibe, making it ideal for creating lasting memories with loved ones.
  • Quinnipiac University: Immerse yourself in the rich culture at Quinnipiac University, located 14 miles from Middlebury. This historic institution boasts beautiful architecture and a vibrant campus life, making it a great spot for a leisurely stroll or exploring its art galleries.
  • Lake Quassapaug: Just 1 mile away, Lake Quassapaug is a picturesque destination perfect for relaxation. Enjoy a romantic day by the beach, take in stunning scenery, or partake in outdoor activities like kayaking and picnicking.

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

Traveling to Middlebury, Connecticut, can be convenient with several major airports nearby. Bradley International Airport (BDL) in Hartford, located 36 miles away, offers good hotel options such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport, and the Marriott Hartford Downtown, 12 miles away. Westchester County Airport (HPN) in White Plains is 44 miles from Middlebury, with hotels like The Opus Westchester, 4 miles away, providing shuttle services. Islip MacArthur Airport (ISP) is 51 miles away, featuring hotels such as the Hyatt Regency Long Island, 4 miles from the airport. All these hotels offer easy access to their respective airports for a smooth travel experience.

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 $86 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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