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Our top choices for Middlebury hotels

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1,213 reviews)
"Clean comfortable room, friendly staff, great breakfast"
United States
Megan
$82 nightly
The price is $94
Feb 20 - Feb 21
Total with taxes and fees
Holiday Inn Express Southington 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, (1,004 reviews)
"Very nice, staff were excellent."
United States
Philip
$133 nightly
The price is $153
Feb 9 - Feb 10
Total with taxes and fees
Heritage Hotel, Golf, Spa & Conference Center

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,005 reviews)
"Very respectable staff and clean environment "
United States
Hannah
$84 nightly
The price is $97
Feb 10 - Feb 11
Total with taxes and fees
Days Inn by Wyndham Torrington

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1,124 reviews)
"Very clean and it’s my favorite place "
United States
John
$89 nightly
The price is $102
Feb 19 - Feb 20
Total with taxes and fees
Courtyard by Marriott Waterbury Downtown

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.4 out of 10, Very Good, (1,002 reviews)
"Wonderful staff, clean"
United States
Allison
$88 nightly
The price is $101
Feb 22 - Feb 23
Total with taxes and fees
Holiday Inn Cheshire - Southington by IHG

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (785 reviews)
"Rego was great, room was spacious and clean"
United States
Kyrie
$109 nightly
The price is $126
Feb 14 - Feb 15
Total with taxes and fees
Rocky River Inn

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (185 reviews)
"Clean room, great staff"
United States
Tamiya
$130 nightly
The price is $150
Feb 15 - Feb 16
Total with taxes and fees
Home2 Suites by Hilton Bristol

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1,241 reviews)
"The staff was great, the room was very clean and the breakfast was very good. "
United States
Greg
$93 nightly
The price is $107
Feb 16 - Feb 17
Total with taxes and fees
Hyatt Place Milford / New Haven

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
West River
8.8 out of 10, Excellent, (1,010 reviews)
"The room was nice and the staff seemed friendly. "
United States
Stacy
$103 nightly
The price is $119
Mar 8 - Mar 9
Total with taxes and fees
Cambria Hotel New Haven University Area

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (2,018 reviews)
"Great place, location and staff! "
United States
Larissa
$120 nightly
The price is $139
Feb 22 - Feb 23
Total with taxes and fees
New Haven Hotel

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,001 reviews)
"This place is like a warm hug from your favorite auntie. "
United States
kieran
$121 nightly
The price is $139
Feb 13 - Feb 14
Total with taxes and fees
The Farmington Inn & Suites

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1,008 reviews)
"Rooms are clean n bed is comfortable. Great location."
United States
Cynthia
$104 nightly
The price is $120
Feb 16 - Feb 17
Total with taxes and fees
Hyatt House Shelton

Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1,004 reviews)
"Clean room, very nice staff, great breakfast! "
United States
Barbara
$80 nightly
The price is $92
Feb 9 - Feb 10
Total with taxes and fees
Days Inn by Wyndham Southington

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very Good, (780 reviews)
"Great location, comfortable and clean"
United States
MARK
$89 nightly
The price is $102
Feb 9 - Feb 10
Total with taxes and fees
Cheshire Welcome Inn

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1,001 reviews)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
$120 nightly
The price is $138
Mar 6 - Mar 7
Total with taxes and fees
Homewood Suites by Hilton Stratford

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean rooms, staff was great"
United States
Jackie
$115 nightly
The price is $132
Feb 15 - Feb 16
Total with taxes and fees
Hilton Garden Inn Wallingford/Meriden

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very Good, (1,009 reviews)
"I enjoy my stay and the hospitality. "
United States
Chanele
$89 nightly
The price is $103
Feb 19 - Feb 20
Total with taxes and fees
Hampton Inn Waterbury

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, (1,004 reviews)
"The room was extremely clean and staff was very welcoming and courteous "
United States
Liza Marie
$87 nightly
The price is $100
Feb 15 - Feb 16
Total with taxes and fees
Best Western Plus New England Inn & Suites

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, (1,002 reviews)
"Recently renovated, in good condition, pleasent staff"
United States
Donald
$101 nightly
The price is $116
Feb 18 - Feb 19
Total with taxes and fees
Holiday Inn Express & Suites Meriden by IHG

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, (912 reviews)
"Room was nice and hotel was a nice stay. Really enjoyed my stay there. "
United States
Raymond
$120 nightly
The price is $138
Mar 8 - Mar 9
Total with taxes and fees
Hotel Marcel New Haven, Tapestry Collection By Hilton
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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 $92 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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