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Our top choices for Middlebury hotels

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.2 out of 10, Wonderful, (55)
"Incredible place - will definitely return. "
United States
Andrew
$868 nightly
The price is $992
Jan 6 - Jan 7, 2026
Total with taxes and fees
Mayflower Inn & Spa, Auberge Collection

2 Mi to Beach, Shared Yard Space: West Haven Apt!

2 Mi to Beach, Shared Yard Space: West Haven Apt!
3.0 star property
West Haven
$311 nightly
The price is $358
Dec 29 - Dec 30
Total with taxes and fees
2 Mi to Beach, Shared Yard Space: West Haven Apt!

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
8.8 out of 10, Excellent, (1002)
"The staff and the hotel were amazing."
United States
Jerry
$115 nightly
The price is $132
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hilton Garden Inn Wallingford/Meriden

Graduate by Hilton New Haven

Graduate by Hilton New Haven
4.0 star property
Downtown New Haven
9.2 out of 10, Wonderful, (929)
"Nice stay "
United States
Hans
$161 nightly
The price is $185
Jan 8 - Jan 9, 2026
Total with taxes and fees
Graduate by Hilton New Haven

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, (1002)
"Spacious, clean, a couch, and a microwave? What more can I ask for?! Great overnight stay."
United States
Tashiyra
$99 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Holiday Inn Express & Suites Meriden by IHG

The Study at Yale

The Study at Yale
3.5 star property
Downtown New Haven
9.4 out of 10, Exceptional, (612)
"Lovely hotel with great service."
United States
Elizabeth
$219 nightly
The price is $252
Dec 28 - Dec 29
Total with taxes and fees
The Study at Yale

Trumbull Marriott Shelton

Trumbull Marriott Shelton
3.5 star property
Trumbull
8.0 out of 10, Very Good, (1008)
"Friendly staff and The atmosphere of the whole place. Christmas decorations were beautiful. "
United States
Jeannine
$122 nightly
The price is $140
Jan 4 - Jan 5, 2026
Total with taxes and fees
Trumbull Marriott Shelton

Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
3.0 star property
Southington
9.2 out of 10, Wonderful, (1003)
"Staff was Amazing 👏 👏 My family had a great time and we have all intentions of returning very soon 😀 "
United States
Liza Marie
$130 nightly
The price is $150
Jan 4 - Jan 5, 2026
Total with taxes and fees
Homewood Suites by Hilton Southington, CT

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (963)
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
$274 nightly
The price is $315
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Litchfield Inn

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1002)
"Amazing stay"
United States
Marquise
$139 nightly
The price is $159
Jan 3 - Jan 4, 2026
Total with taxes and fees
DoubleTree by Hilton Hotel Bristol, Connecticut

Courtyard New Haven at Yale

Courtyard New Haven at Yale
3.0 star property
Dixwell
8.6 out of 10, Excellent, (1004)
"Clean room, great location and friendly staff! "
United States
Gina
$95 nightly
The price is $109
Jan 11 - Jan 12, 2026
Total with taxes and fees
Courtyard New Haven at Yale

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.2 out of 10, Wonderful, (47)
"Spacious room and friendly staff "
United States
Frank
$217 nightly
The price is $250
Jan 19 - Jan 20, 2026
Total with taxes and fees
The Abner Hotel

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, (451)
"Loved this hotel ! Clean , spacious and comfortable! Will definitely stay here next time I travel back home "
United States
Luz
$114 nightly
The price is $131
Jan 11 - Jan 12, 2026
Total with taxes and fees
Home2 Suites by Hilton East Haven New Haven

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, (1001)
"Great traditional New Haven Hotel. From check in to check out staff was very professional and welcoming. Great job for all of your staff."
United States
Christopher
$161 nightly
The price is $185
Dec 28 - Dec 29
Total with taxes and fees
Omni New Haven Hotel at Yale

Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG
2.5 star property
Milford
8.0 out of 10, Very Good, (1001)
"Breakfast was fresh and good options."
United States
paulo
$87 nightly
The price is $100
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Milford by IHG

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1002)
"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

Carriage House

Carriage House
2.5 star property
Hamden
9.6 out of 10, Exceptional, (572)
"Room was spotless, contactless check it made it super easy, Polite staff....."
United States
Michelle
$119 nightly
The price is $137
Dec 29 - Dec 30
Total with taxes and fees
Carriage House

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, (872)
"Clean rooms & courteous staff."
United States
Permaul
$114 nightly
The price is $131
Jan 11 - Jan 12, 2026
Total with taxes and fees
Hotel Marcel New Haven, Tapestry Collection By Hilton

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, (1005)
"Overall great stay!"
United States
Michael
$97 nightly
The price is $111
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hampton Inn & Suites New Haven - South - West Haven

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (784)
"Clean room, friendly staff!"
United States
Julie
$127 nightly
The price is $146
Jan 4 - Jan 5, 2026
Total with taxes and fees
Courtyard New Haven Wallingford
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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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