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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, (1,209 reviews)
"Clean comfortable room, friendly staff, great breakfast"
United States
Megan
The price is AED 301
AED 346 total
includes taxes & fees
13 Feb - 14 Feb
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, (1,003 reviews)
"Very nice, staff were excellent."
United States
Philip
The price is AED 404
AED 527 total
includes taxes & fees
15 Feb - 16 Feb
Heritage Hotel, Golf, Spa & Conference Center

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1,116 reviews)
"A wonderful staff and clean rooms"
United States
Julce
The price is AED 327
AED 376 total
includes taxes & fees
25 Jan - 26 Jan
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, (1,000 reviews)
"Wonderful staff, clean"
United States
Allison
The price is AED 323
AED 372 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Cheshire - Southington by IHG

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (2,007 reviews)
"Great place, location and staff! "
United States
Larissa
The price is AED 395
AED 455 total
includes taxes & fees
8 Feb - 9 Feb
New Haven Hotel

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1,232 reviews)
"The rooms are big clean breakfast was great and the staff was great "
United States
Chris
The price is AED 335
AED 385 total
includes taxes & fees
28 Jan - 29 Jan
Hyatt Place Milford / New Haven

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)
"Excellent Very warm staff Beds are very comfortable Coffee machine is such a great idea Breakfast was great "
United States
Mark
The price is AED 304
AED 349 total
includes taxes & fees
28 Jan - 29 Jan
Best Western Plus New England Inn & Suites

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (782 reviews)
" The room was spotless and the staff was great"
United States
Glenn
The price is AED 389
AED 447 total
includes taxes & fees
1 Feb - 2 Feb
Rocky River Inn

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,001 reviews)
"Staff was very friendly, room was clean. Overall great stay, thanks!"
United States
Nathaniel
The price is AED 309
AED 355 total
includes taxes & fees
1 Feb - 2 Feb
Days Inn by Wyndham Torrington

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (182 reviews)
"Clean room, great staff"
United States
Tamiya
The price is AED 477
AED 549 total
includes taxes & fees
1 Feb - 2 Feb
Home2 Suites by Hilton Bristol

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, (1,540 reviews)
"Decent hotel for the price "
United States
Alexa
The price is AED 352
AED 405 total
includes taxes & fees
27 Jan - 28 Jan
Best Western Executive Hotel Of New Haven - West 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, (1,005 reviews)
"The room was nice and the staff seemed friendly. "
United States
Stacy
The price is AED 379
AED 436 total
includes taxes & fees
15 Feb - 16 Feb
Cambria Hotel New Haven University Area

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very Good, (1,006 reviews)
"I enjoy my stay and the hospitality. "
United States
Chanele
The price is AED 274
AED 315 total
includes taxes & fees
1 Feb - 2 Feb
Hampton Inn Waterbury

Courtyard New Haven at Yale

Courtyard New Haven at Yale
3.0 star property
Dwight
8.6 out of 10, Excellent, (1,001 reviews)
"The hotel is so nice and it's in a wonderful location! I would definitely book again"
United States
Justin
The price is AED 379
AED 436 total
includes taxes & fees
8 Feb - 9 Feb
Courtyard New Haven at Yale

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very Good, (1,108 reviews)
"Clean room, staff was pleasant and welcoming. Restaurant was great! "
United States
Kenneth
The price is AED 340
AED 391 total
includes taxes & fees
1 Feb - 2 Feb
Wyndham Southbury

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very Good, (1,001 reviews)
"Very nice hotel clean friendly convenient location "
United States
Karen
The price is AED 356
AED 409 total
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Milford

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1,006 reviews)
"cleanliness and the people were pleasant at the desk as well as in the café area."
United States
hartley
The price is AED 393
AED 452 total
includes taxes & fees
16 Feb - 17 Feb
Hyatt House Shelton

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,000 reviews)
"Love the inn"
United States
Donna
The price is AED 437
AED 566 total
includes taxes & fees
25 Jan - 26 Jan
The Farmington Inn & Suites

Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1,010 reviews)
"Clean room, very nice staff, great breakfast! "
United States
Barbara
The price is AED 294
AED 338 total
includes taxes & fees
25 Jan - 26 Jan
Days Inn by Wyndham Southington

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, (472 reviews)
"Good breakfast, great service. "
United States
Adrien
The price is AED 419
AED 481 total
includes taxes & fees
1 Feb - 2 Feb
Home2 Suites by Hilton East Haven New Haven
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: Enjoy a variety of amusement and water parks perfect for family fun.
  • Outdoor Adventures: Explore beautiful lakes and parks for hiking, fishing, and other activities.
  • Vibrant Nightlife: Experience Middlebury's lively nightlife with diverse dining and entertainment options.
  • Quaint Neighborhoods: Stroll through charming neighborhoods filled with friendly locals and rich history.
  • Diverse Accommodations: Choose from a range of lodging options, including pet-friendly and family-oriented hotels.

Find great hotels near Middlebury

Discover a variety of accommodation options in Middlebury, Connecticut, perfect for every type of traveler. Whether you're seeking pet-friendly hotels, family-friendly stays, or a convenient base for business travel, Middlebury has something for you. With a range of lodging types, including hotels and agritourism properties, you can find the best hotels that suit your needs while enjoying glowing hotel reviews from previous guests.

  • Wyndham Southbury: Nestled just 4.8km from Middlebury, Wyndham Southbury offers a welcoming retreat for both leisure and business travelers alike. This 3-star hotel stands out with its pet-friendly policy, ensuring that your furry companions can join you on your journey. Guests appreciate the seamless blend of comfort and convenience, featuring well-appointed rooms and a variety of business amenities. The hotel's dedication to accommodating pets, including service animals, makes it a choice for those traveling with their four-legged friends. With its warm atmosphere and modern facilities, Wyndham Southbury is perfect for a relaxing getaway.
  • Courtyard by Marriott Waterbury Downtown: Located 8.0km from Middlebury, Courtyard by Marriott Waterbury Downtown is a vibrant choice for travelers seeking a supportive and inclusive environment. This 3-star hotel is known for its LGBTQIA-friendly atmosphere, making it a welcoming sanctuary for all guests. The property features contemporary rooms equipped with modern amenities, ensuring a comfortable stay. Guests can enjoy the convenience of on-site dining options and business facilities, making it ideal for both leisure and corporate visits. With its commitment to inclusivity and guest satisfaction, this hotel creates a memorable experience for all.
  • Microtel Inn & Suites by Wyndham Bethel/Danbury: Situated 25.7km from Middlebury, Microtel Inn & Suites by Wyndham Bethel/Danbury is an excellent option for travelers looking for a blend of comfort and convenience. This hotel is pet-friendly, with specific policies that allow dogs and service animals, making it a great choice for pet owners. With a focus on LGBTQIA inclusivity, this establishment is affiliated with LGBTQI travel guides, ensuring a welcoming atmosphere for all. The property features well-equipped rooms, business facilities, and an array of amenities designed for a pleasant stay. Experience the perfect mix of hospitality and functionality at Microtel Inn & Suites.

Where to stay near Middlebury

Middlebury, Connecticut, offers a delightful blend of family-friendly charm and outdoor adventure. Explore the quaint neighborhoods within walking distance, where friendly locals and rich history create a welcoming atmosphere. Venture into nearby New England towns for more scenic landscapes and relaxing experiences. Whether you’re seeking leisurely strolls or exciting excursions, Middlebury and its surroundings promise a memorable vacation filled with exploration and enjoyment.

  • Waterbury: Located 8.0km from Middlebury, Waterbury is a vibrant city that offers a delightful mix of family-friendly activities and outdoor adventures. Visitors can enjoy the local amusement parks and waterparks, perfect for a day of fun with loved ones. The city is known for its educational venues and event conference spaces, making it an ideal spot for both leisure and business travelers. With peak visitor numbers in April and the summer months, Waterbury's lively atmosphere is complemented by its array of attractions, including scenic parks and the famous theme park nearby.
  • Southbury: Just 9.7km from Middlebury, Southbury is a charming city that attracts tourists seeking outdoor experiences and romantic getaways. The area features beautiful lakes and golf courses, ideal for those looking to relax or engage in recreational activities. Southbury is particularly popular during April, May, and July, making it a great time to visit for those wanting to enjoy the local scenery. With attractions such as amusement parks and event venues, Southbury offers a well-rounded travel experience for families and couples alike.
  • Woodbury: Situated 6.4km from Middlebury, Woodbury is known for its stunning scenery and outdoor adventures. This city is a haven for ski enthusiasts, boasting ski fields and resorts that draw visitors year-round, particularly from late spring through summer and winter months. Travelers can explore picturesque lakes, marinas, and even a maritime museum, all contributing to the area's romantic charm. With its moderately seasonal visitor patterns, Woodbury offers a peaceful retreat for those looking to escape the hustle and bustle while enjoying the natural beauty of Connecticut.

Things to do near Middlebury

Middlebury offers a fantastic mix of family-friendly adventures and outdoor activities, including an amusement park and water park. For a well-rounded experience, visitors can explore its vibrant nightlife, seek out educational opportunities, and enjoy diverse shopping options. Whether you're looking for fun in the sun or a relaxing evening, Middlebury has something for everyone.

Shopping

The nearest shopping destination is Brass Mill Center, located 9.7km away, offering a mix of entertainment and family-friendly vibes. If you're up for a drive, check out Maplecroft Plaza Shopping Center, 19.3km away, or the Elephant's Trunk Flea Market, 24.1km away, both providing unique shopping experiences.

Recreation

Kettletown State Park offers serene walking trails and tranquil views, perfect for relaxation. At Laurel View Country Club, enjoy a round of golf amidst lush landscapes, embracing the outdoor spirit. The Cave mini-golf presents a fun-filled adventure for families, blending sports and excitement in a vibrant setting.

Adventure

Experience thrilling winter sports at Mount Southington Ski Area, located 17.7km from Middlebury, where you can hit the slopes for skiing and snowboarding. For a splash of adventure, Waterski Connecticut offers exhilarating water sports, situated 20.9km away, perfect for outdoor enthusiasts. Hike the scenic Big Cathedral Trail, 24.1km from town, for breathtaking views.

Nightlife

Experience the vibrant nightlife in Middlebury by visiting the Palace Theatre for a romantic show, or challenge your friends at Crystal Bees for some family fun. Don't miss the Toyota Oakdale Theatre for more entertainment and cultural vibes, just a short drive away.

*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 on your trip to Middlebury, visit between January and March when accommodation prices are lower, especially on Tuesdays. Avoid Saturdays for better rates. Use Expedia to compare room rates, book packages for flights and activities, and filter your search for eco-friendly hotels. Plan free activities like exploring the local parks and trails to enjoy the area without additional costs. Always arrange your search results by price to find the best deals and consider flexible booking options for added savings.

  • 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 customize your options based on your budget, desired location, and preferred hotel style. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Middlebury with your flights and activities through an Expedia package.

Find the best attractions in and around Middlebury

Middlebury, Connecticut, is an ideal destination for families and adventure seekers alike, offering a blend of outdoor and cultural experiences. Visitors can explore attractions such as national and urban parks, as well as beautiful lakes, perfect for outdoor activities. Whether you're looking for family-friendly fun or a taste of local culture, Middlebury has something to offer everyone. Don't miss out on the best attractions while enjoying your vacation in this charming town.

  • Quassy Amusement Park: Experience family-friendly fun at Quassy Amusement Park, where thrilling rides and classic carnival games await. This outdoor adventure spot offers something for everyone, making it an ideal destination for families looking to create lasting memories.
  • Quinnipiac University: Located 22.5km from Middlebury, Quinnipiac University boasts stunning architecture and a vibrant campus culture. Explore its beautiful grounds, engage with local art, and soak in the rich educational atmosphere that this historic institution offers.
  • Hop Brook Lake: Just 4.8km from Middlebury, Hop Brook Lake is a serene escape perfect for a romantic day out. Enjoy scenic views, beach access, and outdoor activities like hiking and picnicking amidst nature's beauty.

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, can be easily arranged through several major airports. Hartford, CT (BDL-Bradley Intl.) is 57.9km away and offers hotel options like DoubleTree by Hilton Hartford - Bradley Airport, located 1.6km from the airport, and Marriott Hartford Downtown, situated 19.3km away. White Plains, NY (HPN-Westchester County) is 70.8km from Middlebury, with nearby hotels including The Opus Westchester, Autograph Collection, and Sonesta White Plains Downtown, both 6.4km away. Islip, NY (ISP-MacArthur) is 51.6kms from Middlebury, featuring accommodations like Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. Each hotel provides convenient 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 Hyatt Place Milford / New Haven. See all available top hotels, or vacation rentals in Middlebury.
What are some of the best vacation home rentals in Middlebury?
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Middlebury vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all 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 1015 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 Soldiers' Monument 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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