A multi-tiered waterfall cascading over dark rocks surrounded by lush greenery.

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Our top choices for Middlebury hotels

1. Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very good, (1,001 reviews)
"always stay here. great staff, breakfast and room."
United States
John
The price is AEDĀ 387
AEDĀ 445 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Waterbury

2. Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very good, (1,336 reviews)
"Very nice and comfortable stay, room is very clean, the hotel restaurant is awesome & convenient."
United States
Catherine
The price is AEDĀ 320
AEDĀ 368 total
includes taxes & fees
8 Dec - 9 Dec
Wyndham Southbury

3. Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1,004 reviews)
"A great place for a one-night stop."
United States
Louise
The price is AEDĀ 394
AEDĀ 517 total
includes taxes & fees
18 Nov - 19 Nov
Heritage Hotel, Golf & Conference Center

4. Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.6 out of 10, Excellent, (1,296 reviews)
"I would definitely stay there again"
United States
Ludim
The price is AEDĀ 327
AEDĀ 376 total
includes taxes & fees
10 Nov - 11 Nov
Courtyard by Marriott Waterbury Downtown

5. The Milestone Inn

The Milestone Inn
2.5 star property
Woodbury
8.8 out of 10, Excellent, (217 reviews)
"Great place!"
United States
Roxanna
The price is AEDĀ 393
AEDĀ 452 total
includes taxes & fees
10 Nov - 11 Nov
The Milestone Inn

6. Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
8.0 out of 10, Very good, (868 reviews)
"Overall this is a great place to stay and I would stay there again. I wish our room had a microwave and there was a bigger breakfast selection. But the beds were comfy and the room was clean."
United States
Kimberly
The price is AEDĀ 362
AEDĀ 416 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn Naugatuck-Shelton, CT

7. Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1,000 reviews)
"perfect place to stay all clean"
United States
Wilfred
The price is AEDĀ 309
AEDĀ 355 total
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Waterbury East

8. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very good, (1,003 reviews)
"Breakfast was delicious and breakfast staff was very nice and very friendly!"
United States
DAVID
The price is AEDĀ 364
AEDĀ 418 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Cheshire - Southington by IHG

9. 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, (842 reviews)
"We had a brief stay and staff was super friendly and the bed was comfortable."
United States
Jennifer
The price is AEDĀ 425
AEDĀ 488 total
includes taxes & fees
6 Dec - 7 Dec
La Quinta Inn & Suites by Wyndham Danbury

10. Residence Inn by Marriott New Haven Hamden

Residence Inn by Marriott New Haven Hamden
3.0 star property
Hamden
9.4 out of 10, Exceptional, (525 reviews)
"Great nice place with good amenities and breakfast - solid!"
United States
DANIEL
The price is AEDĀ 529
AEDĀ 608 total
includes taxes & fees
29 Nov - 30 Nov
Residence Inn by Marriott New Haven Hamden

11. Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
North Haven
9.4 out of 10, Exceptional, (139 reviews)
"The location is great. Next to plenty of stores and restaurants The breakfast was great and a variety."
United States
TRINA
The price is AEDĀ 443
AEDĀ 510 total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn & Suites By Hilton North Haven

12. Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
3.0 star property
Southington
9.2 out of 10, Wonderful, (1,000 reviews)
"Clean room and staff friendliness"
United States
Gopal
The price is AEDĀ 557
AEDĀ 641 total
includes taxes & fees
6 Dec - 7 Dec
Homewood Suites by Hilton Southington, CT

13. Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (285 reviews)
"Everything was wonderful , we enjoy a lot the hot tub and the go to pool that feels amazing"
United States
Gabriela
The price is AEDĀ 479
AEDĀ 551 total
includes taxes & fees
15 Nov - 16 Nov
Home2 Suites by Hilton Bristol

14. Courtyard by Marriott Southington

Courtyard by Marriott Southington
3.0 star property
Southington
8.8 out of 10, Excellent, (511 reviews)
"Front desk staff was very friendly and knowledgable about the events for the wedding that I was staying at the hotel for."
United States
Barbara
The price is AEDĀ 621
AEDĀ 714 total
includes taxes & fees
20 Nov - 21 Nov
Courtyard by Marriott Southington

15. Hampton Inn Danbury

Hampton Inn Danbury
2.5 star property
Danbury
9.0 out of 10, Wonderful, (1,003 reviews)
"The whole place was great and provided a a great location for us too operate out of while we were in town"
United States
Marcia
The price is AEDĀ 496
AEDĀ 571 total
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Danbury

16. Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury
2.0 star property
Bethel
8.2 out of 10, Very good, (1,009 reviews)
"Long time guest, never had any issues or complaints, quiet, good rates and convenient location."
United States
Adauto
The price is AEDĀ 397
AEDĀ 456 total
includes taxes & fees
15 Nov - 16 Nov
Microtel Inn & Suites by Wyndham Bethel/Danbury

17. Waterbury Motel

Waterbury Motel
2.0 star property
Waterbury
3.8 out of 10, (240 reviews)
"Filthy room, graffiti, paint peeling, strong smoke order, roaches running across the floor. Where do I begin"
United States
Rayquan
The price is AEDĀ 217
AEDĀ 249 total
includes taxes & fees
10 Nov - 11 Nov
Waterbury Motel

18. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1,469 reviews)
"Good breakfast Clean room Perfect for a stay"
Canada
Guillaume
The price is AEDĀ 337
AEDĀ 388 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Express Southington by IHG

19. Best Western Danbury/Bethel

Best Western Danbury/Bethel
2.5 star property
Bethel
7.8 out of 10, Good, (1,005 reviews)
"Excellent full breakfast"
United States
Debra
The price is AEDĀ 356
AEDĀ 409 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Danbury/Bethel

20. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,004 reviews)
"Clean room, very comfortable stay"
United States
Jason
The price is AEDĀ 521
AEDĀ 599 total
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Hotel Bristol, Connecticut
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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.

A multi-tiered waterfall cascading over dark rocks surrounded by lush greenery.

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 Holiday Inn Express Southington by IHG and Best Western Executive Hotel Of New Haven - West 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 1101 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 Palace Theatre and Beacon Falls Town Recreation Field 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.