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Our top choices for Middlebury hotels

A modern lobby with a stone wall, seating area, and a bar with bottles.
A conference room with round tables, chairs, and a buffet area.
A spacious room with a wooden floor, large windows, and a chandelier.
A hotel room with a bed, bedside lamps, a TV, and a desk with drawers.

1. Wyndham Southbury

Wyndham Southbury
Southbury
Guest highlights
  • Delicious breakfast to start the day
  • Ample parking available on-site
  • On-site restaurant with great food
$87 nightly
$100 total
Oct 25 - Oct 26
Total with taxes and fees
Wyndham Southbury
A spacious hotel lobby with wooden beams, a central seating area, and large windows offering a view.
A courtyard with stone pathways, various shrubs, and a small tree.
A courtyard with outdoor seating, stone walls, and a variety of plants.
A spacious hall with round tables and chairs, wooden beams on the ceiling, and large windows allowing natural light.

2. Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
Southbury
Guest highlights
  • Great, clean pool and hot tub
  • Modern gym for a quick workout
  • Friendly and responsive hotel staff
$130 nightly
$149 total
Oct 4 - Oct 5
Total with taxes and fees
Heritage Hotel, Golf & Conference Center
A hotel lobby with a modern design, featuring a seating area with sofas, a fireplace, and a television mounted on the wall.
A hotel room with a large bed, a desk with a computer, a chair, and a small table.
A bar area with stools, shelves of beverages, and a coffee machine.
A hotel lobby with a seating area featuring sofas, armchairs, and ottomans.

3. Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
Waterbury
Guest highlights
  • Easy and secure on-site parking garage
  • Very good food at the bistro
$89 nightly
$102 total
Sep 27 - Sep 28
Total with taxes and fees
Courtyard by Marriott Waterbury Downtown
A bar entrance with a sign reading "21 Lake The Bar".
A hotel room with a sofa, armchair, desk, and a large mirror.
A gazebo with a tiled roof and white columns, surrounded by well-maintained lawns and various shrubs.
A wedding ceremony setup with white chairs, a central aisle, and a chandelier.

4. Ethan Allen Hotel

Ethan Allen Hotel
Danbury
Guest highlights
  • Lovely pet-friendly pool area
  • Tasty food options in restaurant
  • Convenient on-site parking available
$110 nightly
$127 total
Oct 25 - Oct 26
Total with taxes and fees
Ethan Allen Hotel
A spacious lobby with a sofa, armchairs, and a coffee table. There is a fireplace and a wall-mounted artwork.
A kitchen with wine bottles, glasses, and a chalkboard menu.
A modern kitchen with stainless steel appliances, wooden cabinets, and a wine display.
A modern living room with a blue sofa, white ottoman, and a grey armchair. There are two lamps on side tables, and a framed artwork on the wall.

5. New Haven Hotel

New Haven Hotel
Downtown New Haven
Guest highlights
  • Well-maintained rooms throughout the property
  • Convenient access to parking garage
  • Excellent staff on hand each day
$135 nightly
$155 total
Sep 27 - Sep 28
Total with taxes and fees
New Haven Hotel
A hotel room with a bed, a sofa, a desk, a television, and a microwave.
A hotel entrance with a blue and white facade, a sign reading "BW Best Western," and two large planters with red flowers.
A modern lobby with a reception desk, a seating area, and a glass door entrance.
An indoor swimming pool with tiled walls and a ceiling with skylights.

6. Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
West Haven
Guest highlights
  • Swimming pool available on site
  • Continental breakfast with great choices
  • Easy parking in spacious lot
$110 nightly
$126 total
Oct 7 - Oct 8
Total with taxes and fees
Best Western Executive Hotel Of New Haven - West Haven
A spacious lobby with a central seating area, a chandelier, and wooden paneling.
A modern dining area with round tables and chairs, a leather sofa, and framed Yale logos on the wall.
A hotel with a classic architectural design, featuring a prominent clock tower and a dome.
A hotel room with a large bed, a television, a desk, and a view of the city.

7. Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale
Downtown New Haven
Guest highlights
  • Well-presented and delicious food options
  • Excellent valet parking available
  • Beautiful view from the property
$159 nightly
$183 total
Oct 25 - Oct 26
Total with taxes and fees
Omni New Haven Hotel at Yale
A Hampton Inn hotel with a modern design, featuring a well-lit entrance and multiple floors.
A hotel room with a large bed, a desk with a television, a chair, and a desk lamp.
A gym with treadmills, dumbbells, and exercise balls.
A hotel lobby with a dining area, a kitchen, and a seating area with a TV and artwork.

8. Hampton Inn Waterbury

Hampton Inn Waterbury
Waterbury
Guest highlights
  • Good breakfast in a clean area
  • Fresh, spotless rooms daily
  • Friendly and helpful staff
$118 nightly
$136 total
Oct 4 - Oct 5
Total with taxes and fees
Hampton Inn Waterbury
A white building with a covered porch, large windows, and hanging flower baskets.
A covered walkway leading to a building with a white brick facade and a blue door.
A hotel room with a bed, a red sofa, a lamp, and a window with a view of the outside.

9. The Circle Hotel Fairfield

The Circle Hotel Fairfield
Grasmere
Guest highlights
  • Pool area with seating
  • Continental breakfast off the lobby
  • Spotless rooms with space to unwind
$159 nightly
$183 total
Oct 12 - Oct 13
Total with taxes and fees
The Circle Hotel Fairfield
A wooden interior with a reception desk, framed botanical prints, and a sign reading "The Water."
An outdoor pool area with lounge chairs, a bar, and string lights.
A modern living room with a stone fireplace, large windows, and a cozy seating area.

10. The Watershed

The Watershed
Cranbury
Guest highlights
  • Beautiful location near the beach
  • Exceptional onsite Italian restaurant
  • Free complimentary parking available
$205 nightly
$236 total
Oct 11 - Oct 12
Total with taxes and fees
The Watershed
A hotel room with a large bed, two bedside lamps, a desk with a chair, a large window with curtains, and an air conditioning unit.
A bathroom with a pedestal sink, a bathtub, a shower curtain, and a mirror with a towel rack.
A beverage cooler with various drinks and a snack wall with assorted snacks and beverages.
A hotel room with two beds, a desk, and a view of a cityscape.

11. The Capitol Hotel

The Capitol Hotel
Downtown Hartford
Guest highlights
  • Complimentary buffet breakfast available
  • Secure parking garage available
  • Lovely views from the property
$101 nightly
$116 total
Sep 27 - Sep 28
Total with taxes and fees
The Capitol Hotel
A hotel room with a large bed, a wooden nightstand, a TV, and a bathroom visible through an open door.
A modern building with a large digital welcome sign and a clear sky.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.
A conference room with multiple tables and chairs, a whiteboard, and a projector screen.

12. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
Southington
Guest highlights
  • Free breakfast with delicious options
  • Relaxing pool area on a warm day
  • Safe parking on the property
$92 nightly
$106 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express Southington by IHG
A modern kitchen with a central island, bar seating, and pendant lighting.
A modern lounge area with a fireplace, seating arrangements, and a large window providing natural light.
A modern dining area with wooden tables and grey upholstered chairs, a decorative wall with horizontal slats, and large windows offering a view of trees.
A modern living room with a large flat-screen TV, comfortable seating, and a bookshelf filled with books and decorative items.

13. Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
West River
Guest highlights
  • Delicious food at the on-site restaurant
  • Excellent morning breakfast selection
  • Easy parking available on-site
$127 nightly
$146 total
Oct 25 - Oct 26
Total with taxes and fees
Cambria Hotel New Haven University Area
An outdoor seating area with wicker furniture, a stone fireplace, and lanterns.
A cozy lounge area with a stone fireplace, leather seating, and decorative lanterns.
A spacious room with a large wooden dining table, comfortable seating, and a bookshelf filled with books.
A bar area with red chairs, a television mounted on the wall, and shelves with bottles.

14. Trumbull Marriott Shelton

Trumbull Marriott Shelton
Trumbull
Guest highlights
  • Delicious morning breakfast selection
  • Good food and drinks options
  • Accommodating and helpful staff on hand
$144 nightly
$165 total
Oct 4 - Oct 5
Total with taxes and fees
Trumbull Marriott Shelton
A modern building entrance with a covered walkway, a white car parked in front, and two people near the entrance.
A hotel room with a bed, a sofa, two armchairs, a small table, and a view of the water and city skyline.
A modern bar area with a curved counter, bar stools, and a variety of bottles and glasses.
A modern lounge area with seating, tables, and plants.

15. Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton
Long Wharf
Guest highlights
  • Wonderful food and dining on offer
  • Ample on-site parking space
  • Beautiful water view in the morning
$144 nightly
$165 total
Oct 11 - Oct 12
Total with taxes and fees
Hotel Marcel New Haven, Tapestry Collection By Hilton
A hotel entrance with a covered patio, a glass door entrance, and a landscaped area with shrubs.
A modern meeting room with a large table, chairs, a fireplace, and a television.
An indoor swimming pool with a clear view of exercise equipment and seating areas.
A modern kitchen with a bar area, bar stools, and a cabinet with bottles.

16. Hilton Garden Inn Milford

Hilton Garden Inn Milford
Milford
Guest highlights
  • Sizeable warm pool always clean
  • Ample and safe parking available
  • Excellent quiet location near nature
$127 nightly
$146 total
Oct 25 - Oct 26
Total with taxes and fees
Hilton Garden Inn Milford
A modern hotel room with a red sofa, a small table, a TV, a dresser, and a window with a city view.
A hotel room with a large bed, two bedside tables with lamps, a window with a view of the outside, and a framed picture on the wall.
A hotel corridor with a tiled floor, a central door, and a seating area with chairs and a table.
A buffet setup with a geometric patterned wall, a fruit display, and various food items.

17. La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven
Long Wharf
Guest highlights
  • Minutes from New Haven Green
  • Breakfast with good options
  • Pool filled in for the kiddos
$124 nightly
$143 total
Sep 27 - Sep 28
Total with taxes and fees
La Quinta Inn & Suites by Wyndham New Haven
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and landscaped gardens.
A self-service food area with refrigerated drink dispensers, snack shelves, and a coffee machine.
A hotel room with two beds, a nightstand with lamps, a chair, and artwork on the walls.
A modern reception area with two wooden reception desks, a large abstract wall art piece, and a seating area with a sofa and ottoman.

18. Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford
Orange
Guest highlights
  • Reliable housekeeping each day
  • Very clean rooms with daily housekeeping
$118 nightly
$136 total
Oct 12 - Oct 13
Total with taxes and fees
Courtyard by Marriott New Haven Orange-Milford
An outdoor patio area with wicker furniture and potted plants.
A hotel with a modern design, featuring a central entrance with a covered area and a green roof.
A modern hotel lobby with a reception desk, seating area, and a kitchen in the background.
A spacious lobby with a patterned carpet, a staircase with wooden railings, and a seating area with a lamp.

19. Hilton Garden Inn Shelton

Hilton Garden Inn Shelton
Shelton
Guest highlights
  • Excellent cooked-to-order breakfast
  • Ample parking garage on-site
  • Excellent meals at the restaurant
$149 nightly
$171 total
Oct 1 - Oct 2
Total with taxes and fees
Hilton Garden Inn Shelton
A hotel reception area with a stone wall backdrop, a reception desk, a blue armchair, and a patterned armchair.
A modern bar area with a long counter, multiple stools, and a television screen displaying a show.
A hotel room with a large bed, two bedside lamps, a nightstand, and a window with curtains.
A hotel room with a patterned sofa, a small table, two lamps, a chair, and a framed picture on the wall.

20. Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven
Hamden
Guest highlights
  • Great breakfast with attentive service
  • Clean rooms throughout the property
  • Free and easy parking on-site
$110 nightly
$127 total
Sep 27 - Sep 28
Total with taxes and fees
Hamden Hotel and Suites – Hamden New Haven
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Where to stay in and around Middlebury

Middlebury offers a delightful blend of outdoor adventures and family-friendly activities. Explore the scenic Heritage Road and Heritage Trail, or take in the stunning views near Mount Hood. Don't miss the vibrant acres of wildflowers that make this area a picturesque getaway for relaxation and romance.
A cross and the words "Holy Land" on a hill.
Photo by Brandon Miller
A multi-tiered waterfall surrounded by autumn foliage.
A steel bridge over a calm river with autumn foliage.
A calm lake with a large rock in the center, surrounded by autumn-colored trees reflecting on the water's surface.
A park with a pond reflecting trees and a tall building.

Waterbury

Discover Waterbury, a vibrant city perfect for family travelers seeking a blend of outdoor adventures and urban experiences. With attractions like the thrilling Lake Compounce amusement park and the historic Quinnipiac University, there's plenty to explore. Waterbury is also home to the impressive City Hall and various educational venues, making it an engaging destination year-round. Located about 5 miles by car from Middlebury, Waterbury is an excellent choice for your stay, offering a unique mix of activities for everyone.

A town with a prominent church steeple, a main street, and surrounding greenery.
A mountainous landscape with dense forests, a small town, and a lake in the distance.
A snowy ski slope with skiers and snowboarders, ski lifts, and a forested area in the background.
A child sitting on a wooden bench with pumpkins and autumn leaves around.
A dense forest with tall, leafless trees and a clear sky.
Photo by Marissa Mancini

Southington

Experience the charm of Southington, an excellent hub for families and adventure-seekers who want a mix of excitement and relaxation. This vibrant city features attractions like Lake Compounce amusement park and Quinnipiac University, perfect for creating lasting memories. With a variety of outdoor activities and educational venues, Southington offers something for everyone. Located about 15 miles by car from Middlebury, it's a smart choice for your stay, balancing convenience with delightful experiences.

A stone bridge over a calm river, surrounded by autumn foliage.
A lush green valley with a small stream, surrounded by dense forest and hills.
A stream flowing over rocks in a forested area with autumn leaves.

Naugatuck

If you are a traveler seeking a blend of outdoor adventure and family-friendly activities, look no further than Naugatuck, Connecticut. This vibrant city offers easy access to attractions like Yale University, where you can immerse yourself in history, and the scenic Beacon Falls Town Recreation Field, perfect for a day outdoors. With Naugatuck located about 5 miles from Middlebury, it serves as an ideal base for exploring the area. Choosing Naugatuck for your stay ensures a memorable and diverse experience.

A multi-tiered waterfall with cascading water over rocks, surrounded by bare trees and a cloudy sky.
A waterfall in a forested area with autumn foliage.
A waterfall cascading over rocks in a forested area with autumn leaves.
A wooden bridge in a forest with dense trees and a stream.
A forested area with a wooden bridge and a wooden fence.

Southbury

Southbury stands out as a prime spot for travelers interested in outdoor adventures and family fun. This charming city offers easy access to attractions like Quassy Amusement Park, Southford Falls State Park, and the scenic Candlewood Lake, making it a delightful destination for both couples and families. With its proximity at about 6 miles from Middlebury, Southbury is a smart choice for your stay, providing a perfect blend of recreation and relaxation.

A park with a paved walkway, trees, and historic buildings in the background.
A snow-covered residential area with large white houses and a tall evergreen tree.
A street lined with historic yellow houses and a clear blue sky.

Woodbury

Travelers visiting the area often choose Woodbury, especially families and those seeking a weekend getaway, drawn by its charming blend of outdoor activities and local attractions. With access to Quassy Amusement Park for fun-filled days, the scenic Hollow Park for relaxation, and the serene Abbey of Regina Laudis for a touch of tranquility, Woodbury provides a delightful escape. Located about 4 miles from Middlebury, it offers a smart choice for accommodations, ensuring a memorable stay in Connecticut.

Stay near popular attractions in and around Middlebury

Discover the charm of Middlebury, where family-friendly adventures await amidst stunning parks and historic sites. Enjoy outdoor activities and cultural experiences that create lasting memories for everyone. Explore the beauty of nature and the richness of history, making your stay truly unforgettable.
A grassy hill with a stone wall and multiple tall metal structures.

Quinnipiac University

8.8/10 (244 reviews)
Considered a premier spot for students and culture seekers, Quinnipiac University boasts a vibrant atmosphere and rich history. Located about 14 miles from Middlebury, this university is a hub for cultural events and activities, making it an ideal destination for visitors looking to explore local education and community spirit. Staying nearby offers easy access to its engaging campus life.
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A concrete bridge over a river with a forested hillside in the background.

Hop Brook Lake

6.6/10 (7 reviews)
For nature lovers and outdoor enthusiasts, Hop Brook Lake offers a romantic escape with stunning scenery and beach vibes. Located about 3 miles from Middlebury, this picturesque lake is perfect for a day of relaxation and enjoying the great outdoors, making it a convenient spot for a peaceful getaway.
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Quassy Amusement Park

8.2/10 (21 reviews)
Set the stage for your family adventure at Quassy Amusement Park, located in Middlebury, Connecticut. This amusement park offers thrilling rides, outdoor fun, and a vibrant atmosphere perfect for creating lasting memories. Staying nearby ensures easy access to all the excitement Quassy has to offer.
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Lake Quassapaug

Often cited as a favorite for outdoor enthusiasts, Lake Quassapaug offers beautiful scenery and a romantic atmosphere perfect for a day of relaxation. Located about 1 mile from Middlebury, this serene lake provides a delightful escape with beach vibes, making it an ideal spot to unwind and enjoy nature.
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Waterbury City Hall

6.2/10 (33 reviews)
Ideal for travelers interested in local governance and architecture, Waterbury City Hall showcases beautiful civic design and vibrant community life. Located about 5 miles by car from Middlebury, it's easily accessible and offers a glimpse into the heart of Waterbury's rich history, making it a convenient stop during your visit.
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Hollow Park

10.0/10 (2 reviews)
An essential stop for families seeking outdoor fun, Hollow Park in Woodbury offers eco-friendly vibes and ample green space for activities. Located about 4 miles from Middlebury, this park is perfect for enjoying nature and spending quality time together, making it a convenient retreat during your visit.
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Soldiers' Monument

An iconic landmark that appeals to history buffs, Soldiers' Monument in Waterbury honors the sacrifices of veterans. With its rich cultural vibes, it's a perfect spot to reflect and appreciate history, located about 5 miles by car from Middlebury. Staying nearby makes visiting this tribute easy and rewarding.
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Mattatuck Museum Arts and History Center

8.0/10 (15 reviews)
A must-see for cultural explorers, the Mattatuck Museum Arts and History Center offers a rich tapestry of art and history that reflects the local heritage. Located about 5 miles by car from Middlebury, this inviting spot enhances your visit to the area with its engaging exhibits and vibrant atmosphere.
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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.

See all hotels in Middlebury
A weathered stone structure with steps and a small opening, surrounded by fallen leaves and moss.
Photo by Brandon Miller

Top Middlebury Hotel Reviews

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Great location, staff were so helpful and accommodating! Got free water and coffee! Parking was very accessible! Great room!"
Hayley 1-night trip
Posted 2 hours ago
New Haven Hotel
Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

10/10 Excellent
"Greta place"
Gabriel 2-night trip
Posted 10 hours ago
Hampton Inn & Suites New Haven - South - West Haven
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"I love the fresh cut up fruits for breakfast. Microwave is not available in our room. The electrical socket near the tv was not working. Construction noises woke me up. Other than those small little things everything was perfect."
Rosella 1-night trip
Posted 1 day ago
Hyatt Place Milford / New Haven
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

10/10 Excellent
"Nice room darkening blinds. Great hot breakfast. Comfy, motion-separation mattress!"
nancy 2-night trip
Posted 1 day ago
Comfort Inn & Suites Danbury-Bethel
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

10/10 Excellent
"Smelled clean, clean rooms and property, nice staff."
Chris 3-night trip
Posted 2 days ago
Hilton Garden Inn Shelton

More cheap stays in Middlebury

Red Roof Inn Meriden

Red Roof Inn Meriden

10 Bee St Meriden CT
$83 nightly
$96 total
Sep 29 - Sep 30
Total with taxes and fees
7.4/10 Good! (1,002 reviews)
Red Roof Inn Meriden
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

120 Laning St Southington CT
$92 nightly
$106 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express Southington by IHG
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT
$110 nightly
$126 total
Oct 7 - Oct 8
Total with taxes and fees
Best Western Executive Hotel Of New Haven - West Haven
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT
$111 nightly
$128 total
Oct 25 - Oct 26
Total with taxes and fees
8.4/10 Very Good! (889 reviews)
Comfort Inn & Suites Danbury-Bethel
Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT
$115 nightly
$132 total
Sep 27 - Sep 28
Total with taxes and fees
Microtel Inn & Suites by Wyndham Bethel/Danbury
Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

510 Saw Mill Rd West Haven CT
$127 nightly
$146 total
Oct 18 - Oct 19
Total with taxes and fees
Hampton Inn & Suites New Haven - South - West Haven

Hotels in Middlebury with star-rating

Find out more about Middlebury

Top reasons to visit Middlebury

  • Family-Friendly Activities: Middlebury offers a range of attractions, including amusement parks and water parks, perfect for family fun.
  • Outdoor Adventures: Explore nearby national and urban parks, ideal for hiking and nature walks.
  • Charming City Center: Stroll through the picturesque Middlebury City Center, rich in history and local culture.
  • Diverse Accommodations: Choose from various hotels, including pet-friendly and agritourism options tailored for all travelers.
  • Relaxing Environment: Enjoy serene escapes at nearby campgrounds and peaceful spots like Middlebury Center Point.

Find great hotels near Middlebury

Explore a variety of hotel accommodations in Middlebury, Connecticut, perfect for your getaway. From pet-friendly options to welcoming spaces for LGBTQIA travelers, Middlebury offers diverse lodging choices. Whether you're visiting for business or leisure, you'll find hotels that cater to your needs, including agritourism properties that provide unique experiences. Discover the ideal Middlebury hotel for your stay and enjoy the charm of this quaint New England town.

  • Courtyard by Marriott Waterbury Downtown: Courtyard by Marriott Waterbury Downtown is a 3-star hotel with a guest rating of 8.4, offering a perfect blend of modern amenities and convenience just 5 miles from Middlebury. Ideal for both business and leisure travelers, this hotel features a variety of dining options, including a restaurant, coffee shop, and a snack bar. Active guests will appreciate the nearby mountain biking, hiking, and skiing facilities, while entertainment options like premium TV channels and flat-screen TVs ensure a comfortable stay. With easy access to a shopping district and local attractions, this hotel is an excellent choice for visitors looking to explore the area.
  • Wyndham Southbury: Wyndham Southbury is a 3-star hotel with a guest rating of 8.2, located 3 miles from Middlebury, making it an excellent option for business travelers and pet owners alike. This pet-friendly property allows pets on-site, making it a great choice for those traveling with furry companions. The hotel features practical amenities for business needs, ensuring a productive stay. With its welcoming atmosphere and convenient location, Wyndham Southbury offers a comfortable retreat for guests seeking both relaxation and connectivity.
  • La Quinta Inn & Suites by Wyndham Danbury: La Quinta Inn & Suites by Wyndham Danbury is a budget-friendly option with a guest rating of 8.4, situated 16 miles from Middlebury. Perfect for families and pet owners, this hotel provides child-friendly amenities like video game consoles and cribs at no extra charge. The property also welcomes pets, ensuring that no family member is left behind. Guests have praised the hotel's clean and comfortable environment, making it an ideal choice for those seeking value without sacrificing quality.

Where to stay near Middlebury

Experience the charm of Middlebury, Connecticut, where family-friendly adventures await. Explore the picturesque Middlebury City Center and the historic district, filled with friendly faces and rich history. For outdoor enthusiasts, nearby campgrounds in Southbury offer serene escapes. Discover the beauty of Middlebury Center Point, perfect for relaxing strolls and family gatherings. Whether you're seeking adventure or relaxation, Middlebury provides an ideal backdrop for unforgettable memories.

  • Waterbury: Located 5 miles from Middlebury, Waterbury is a vibrant city offering a mix of family-friendly activities and outdoor adventures. With visitor numbers peaking from April to June and July, it’s a great destination for those seeking a city-themed experience. Highlights include its educational venues, amusement parks, and resorts that cater to all ages. Don’t miss the local landmarks, such as the event conference venue, theme park, and waterpark, which provide endless entertainment options for both locals and tourists alike.
  • Southbury: Just 6 miles away from Middlebury, Southbury is a charming city known for its outdoor and romantic experiences. Visitors flock to this area primarily during the peak months of April to May and July. Southbury features a variety of attractions, including amusement parks and picturesque lakes that are perfect for family outings or a romantic getaway. Local landmarks like event conference venues and theme parks further enrich the travel experience, making Southbury an ideal spot for those looking to relax and enjoy nature.
  • Naugatuck: Situated 5 miles from Middlebury, Naugatuck offers a unique blend of outdoor adventure and family fun. With a steady flow of visitors throughout the year, the peak months are from April to May and July. This city is known for its educational venues, music concerts, and amusement parks that cater to thrill-seekers and families alike. Explore local landmarks such as the historic college university and national state park, which provide ample opportunities for exploration and adventure, ensuring a memorable visit.

Things to do in Middlebury

Middlebury, Connecticut, offers a delightful blend of family-friendly activities and outdoor adventures. Visitors can enjoy amusement parks and water parks, while also exploring local flea markets and shopping experiences. For those looking to unwind, there are options for indoor breaks and tennis courts available. Whether you're seeking excitement or relaxation, Middlebury has something to cater to every interest.

Shopping

In Middlebury, you can explore local shops like the Middlebury Antique Shop for unique finds. If you're up for a drive, visit the nearby Waterbury's Brass Mill Center for a variety of retail options, or check out the Westfield Meriden for popular brands and dining choices.

Recreation

In Middlebury, the Lake Quassapaug Retreat offers serene lakeside yoga sessions and holistic wellness workshops. Nearby, the Middlebury Spa provides rejuvenating massages and skincare treatments, creating a peaceful escape for relaxation and self-care.

Adventure

Explore the scenic trails at Middlebury's Fenn Mountain Park for hiking and birdwatching. Enjoy kayaking at Lake Quassapaug, where you can paddle through serene waters. For a thrilling experience, try the zip-lining at the nearby Adventure Park for an adrenaline rush among the trees.

Nightlife

In Middlebury, The Library is a cozy spot featuring live music and craft cocktails. For a lively atmosphere, check out The Greenway, where you can enjoy local brews and pub fare. Don’t miss the local wine bars for a relaxed evening with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Middlebury

  • 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 refine your preferences, such as budget, desired location, and preferred hotel type. For instance, checking the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save money by booking an Expedia package that combines your hotel stay in Middlebury with your flights and activities.

Find the best attractions near Middlebury

Middlebury, Connecticut, is perfect for families and outdoor enthusiasts seeking adventure. The area boasts a variety of attractions, including national and urban parks, as well as amusement parks. Visitors can enjoy a mix of outdoor activities and cultural experiences, making it an ideal destination for travelers looking to explore nature and create lasting memories with loved ones.

  • Lake Compounce: Experience the thrill of Lake Compounce, a premier amusement park located 13 miles from Middlebury. With a variety of rides and attractions, it offers fun for the entire family amidst beautiful outdoor settings.
  • Beacon Falls Town Recreation Field: Just 6 miles away from Middlebury, this eco-friendly park is perfect for family outings. Enjoy its spacious grounds for picnics, sports, and recreational activities surrounded by nature.
  • Mattatuck Museum Arts and History Center: Located 5 miles from Middlebury, this arts center immerses you in local culture through its engaging exhibits, showcasing the rich history and artistic heritage of the region.

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, is convenient with several major airports nearby. New York's JFK Airport is 70 miles away, with nearby hotels like the 5-star Arlo Williamsburg and The William Vale, both only 11 miles from the airport. Newark Liberty International Airport (EWR) is 80 miles distant, featuring luxurious options such as The Dominick and Four Seasons Hotel, each located 9 miles from EWR. Lastly, LaGuardia Airport (LGA) is 65 miles away, with top-notch hotels like The Plaza and The Pierre, both 5 miles from the airport. These hotels offer various transportation services to ensure a smooth journey to your destination.

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 much is the nightly rate at a Middlebury hotel?
Prices for hotels in Middlebury often vary, but you can find a great deal from $68 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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