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Our top choices for Middlebury hotels

Trumbull Marriott Shelton

Trumbull Marriott Shelton
3.5 star property
Trumbull
8.0 out of 10, Very good, (1,000 reviews)
"Nice hotel with very accommodating staff. "
United States
Heather
The price is £109
includes taxes & fees
29 Mar - 30 Mar
Trumbull Marriott Shelton

Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
7.8 out of 10, Good, (771 reviews)
"Room was very clean Staff was courteous and check in was quick and easy"
United States
Amy
The price is £84
includes taxes & fees
29 Mar - 30 Mar
Comfort Inn Naugatuck-Shelton, CT

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,004 reviews)
"Staff was very attentive to my needs. I required support on two occasions during the length of my stay and they took care of the problem immediately. "
United States
Michele
The price is £80
includes taxes & fees
7 Apr - 8 Apr
Days Inn by Wyndham Torrington

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
The price is £112
includes taxes & fees
19 Apr - 20 Apr
Homewood Suites by Hilton Stratford

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (794 reviews)
"Rego was great, room was spacious and clean"
United States
Kyrie
The price is £88
includes taxes & fees
25 Mar - 26 Mar
Rocky River Inn

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
New Milford
5.6 out of 10, (340 reviews)
"Great place to stay"
United States
Allan
Maple Leaf Motel

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,001 reviews)
"Lovely stay!"
United States
Ilana
The price is £122
includes taxes & fees
22 Mar - 23 Mar
The Farmington Inn & Suites

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (946 reviews)
"Average clean rooms, pool small, pizza Resterant good. Staff great at hotel and Resterant. "
United States
Kellie
The price is £84
includes taxes & fees
29 Mar - 30 Mar
Fairfield Inn & Suites by Marriott Plainville

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (795 reviews)
"Clean room, friendly staff!"
United States
Julie
The price is £106
includes taxes & fees
26 Mar - 27 Mar
Courtyard New Haven Wallingford

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very good, (1,143 reviews)
"Nice place to stay!!!"
United States
Carlos
The price is £80
includes taxes & fees
31 Mar - 1 Apr
Wyndham Southbury

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,000 reviews)
"Clean , quiet and friendly staff !! Excellent stay "
United States
Theresa
The price is £106
includes taxes & fees
11 Apr - 12 Apr
Hampton Inn & Suites Hartford/Farmington

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (999 reviews)
"Close to restaurants and shopping mall!"
United States
Donald
The price is £99
includes taxes & fees
29 Mar - 30 Mar
Hilton Garden Inn Wallingford/Meriden

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (975 reviews)
"Our stay was increidble!"
United States
Deborah
The price is £211
includes taxes & fees
24 Mar - 25 Mar
The Litchfield Inn

Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (198 reviews)
"The Inn was very nice. I had stayed there about 13 years ago and was happy to see that the original warm feel had not changed with their expansion. The ammendities were great with free coffee and water. Great location with the ability to walk to restaurants and shopping. "
United States
Jennette
The price is £177
includes taxes & fees
22 Mar - 23 Mar
Homestead Inn

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (934 reviews)
"Very clean, had all we needed. The front desk staff was great."
United States
Scott
The price is £96
includes taxes & fees
5 Apr - 6 Apr
Homewood Suites by Hilton Wallingford-Meriden

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (183 reviews)
"Nice amount of space"
United States
Amanda
The price is £62
includes taxes & fees
27 Mar - 28 Mar
PLYMOUTH MOTOR LODGE

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, (499 reviews)
" Everything we needed for a comfortable stay."
United States
Jennifer
The price is £112
includes taxes & fees
5 Apr - 6 Apr
Home2 Suites by Hilton East Haven New Haven

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1,000 reviews)
"Feels like home ! Great experience! "
United States
Yong
The price is £88
includes taxes & fees
1 Apr - 2 Apr
Extended Stay America Suites Hartford Farmington

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, (1,001 reviews)
"Breakfast could be better they used to have a waffle maker and the coffee wasn't good but the rest was ok sheets didn't fit the bed but room was clean staff were nice and helpful "
United States
Darlene
The price is £79
includes taxes & fees
22 Mar - 23 Mar
Microtel Inn & Suites by Wyndham Bethel/Danbury

Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.8 out of 10, Excellent, (1,000 reviews)
"Always stay here when visting family in CT."
United States
David
The price is £91
includes taxes & fees
26 Mar - 27 Mar
Fairfield by Marriott Inn & Suites Wallingford 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 for the activities you enjoy most.

Middlebury Center Historic District

Visitors to Middlebury Center Historic District enjoy its historical 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

Find out more about Middlebury

Top reasons to visit Middlebury

  • Outdoor Adventures: Middlebury offers thrilling outdoor activities, including hiking, picnicking, and exploring scenic parks and lakes.
  • Family-Friendly Attractions: Enjoy exciting rides at local amusement parks and splashes at water parks, perfect for family outings.
  • Charming New England Atmosphere: Stroll through quaint streets, experiencing the warm hospitality and historical treasures of this picturesque town.
  • Diverse Accommodation Options: Choose from a variety of hotels, including pet-friendly and business-themed properties for a comfortable stay.
  • Cultural Experiences: Engage with local culture and enjoy the friendly atmosphere, making every visit memorable.

Find great hotels near Middlebury

Discover a variety of accommodation options in Middlebury, Connecticut, catering to every traveller's needs. Whether you're seeking a pet-friendly hotel for a family getaway or a business-themed property for your work trip, Middlebury has something for everyone. Explore the charming Middlebury Inn and its inviting rooms, or uncover other delightful hotels in the area that promise a comfortable and memorable stay.

  • Courtyard by Marriott Waterbury Downtown: Nestled a mere 3.1km from Middlebury, Courtyard by Marriott Waterbury Downtown is a vibrant 3-star hotel that warmly welcomes LGBTQIA travellers. This contemporary establishment features a modern lobby, inviting communal spaces, and spacious rooms designed for relaxation. Guests can unwind in the indoor pool or stay active in the fitness centre. The hotel’s bistro offers a delightful range of meals and beverages, making it a perfect spot for casual dining. With a commitment to inclusivity and comfort, this hotel is an ideal choice for those seeking a friendly and welcoming atmosphere.
  • Wyndham Southbury: Located just 1.9km from Middlebury, Wyndham Southbury is a 3-star hotel that caters to both business and leisure travellers. This pet-friendly property provides essential amenities for business guests, including a fully equipped Business Centre and multiple meeting rooms. After a day of meetings or exploring the surrounding area, guests can relax in comfortable accommodations, and for those travelling with pets, the hotel offers specific amenities to ensure a pleasant stay. Its convenient location and comprehensive services make it an excellent choice for professionals and families alike.
  • Microtel Inn & Suites by Wyndham Bethel/Danbury: Situated 9.9km from Middlebury, Microtel Inn & Suites by Wyndham Bethel/Danbury combines comfort with a business-friendly environment and LGBTQIA inclusivity. This hotel features a 24-hour Business Centre, conference space, and multiple meeting rooms, catering to the needs of professionals. The pet-friendly policy allows for a hassle-free stay for guests with furry companions, while amenities like complimentary breakfast ensure a pleasant start to your day. With its welcoming atmosphere and versatile facilities, this hotel is perfect for both work and leisure.

Where to stay near Middlebury

Middlebury, Connecticut, is a charming destination perfect for families and adventure seekers alike. Stroll through the quaint streets of this New England gem, where you’ll experience the warm embrace of local hospitality. Explore the picturesque town on foot, uncovering its historical treasures and enjoying the friendly atmosphere. Whether you seek outdoor activities or a relaxing escape, Middlebury offers a delightful blend of experiences for every traveller.

  • Waterbury: Located a mere 3.1km from Middlebury, Waterbury is a vibrant city known for its family-friendly atmosphere and outdoor adventures. The travel experience here is enriched by a variety of attractions, including educational venues, resorts, and amusement parks. Visitors often flock to the local theme park and waterpark, making it a lively hub of fun, especially during peak months from April to July. With its blend of urban and natural experiences, Waterbury is perfect for families seeking memorable excursions.
  • Southbury: Just 3.7km away from Middlebury, Southbury is an inviting city that promises outdoor activities and romantic getaways. The travel experience is characterised by its charming resorts and enjoyable amusement parks, complemented by beautiful lakeside views. Peak visitor numbers occur from April to May and in July, making it an ideal time for families and couples alike to explore the local theme park and event venues. Southbury’s laid-back vibe and scenic landscapes create an enchanting atmosphere for all who visit.
  • Woodbury: Situated 2.5km from Middlebury, Woodbury offers a picturesque escape that is perfect for those who appreciate outdoor activities and romantic scenery. The city is known for its ski fields and shopping centres, making it a versatile destination. With visitor peaks in April to May and July, Woodbury attracts those looking to enjoy its beautiful lakes and the nearby national state park. This charming city provides a delightful mix of adventure and tranquillity, ideal for a refreshing getaway.

Things to do near Middlebury

Middlebury is perfect for outdoor family adventures, offering a variety of activities to delight visitors. Enjoy thrilling rides at the amusement park, splash around at the water park, or explore the scenic recreational areas. Whether you're seeking excitement or relaxation, Middlebury has something for everyone to enjoy during your holiday.

Shopping

The nearest shopping destination is Brass Mill Center, only 3.7km away, offering a variety of shops and family entertainment. If you're up for a drive, check out Maplecroft Plaza Shopping Center, located 7.5km from Middlebury, for more city and family vibes. Lastly, the Elephant's Trunk Flea Market is 9.3km away, perfect for unique finds.

Recreation

Yale Golf Course, located 9.9km from Middlebury, offers a picturesque setting for golf enthusiasts, surrounded by lush greenery. For a tranquil experience, Kettletown State Park, 5.0km away, invites relaxation amidst nature. The Cullman-Heyman Tennis Center, 10.6km distant, provides a vibrant atmosphere for tennis lovers.

Adventure

Experience thrilling skiing at Woodbury Ski Area, located 5.0km from Middlebury, where the slopes cater to all skill levels. For water sports enthusiasts, Waterski Connecticut, 8.1km away, offers exhilarating water skiing adventures. Enjoy a scenic hike along the Big Cathedral Trail, situated 9.3km from Middlebury, immersing yourself in nature.

Nightlife

For a delightful evening in Middlebury, catch a show at the Palace Theatre, only 3.1km away, offering a charming mix of entertainment and culture. Alternatively, venture to Crystal Bees, 13.1km away, for family fun and adventure, or enjoy a romantic film at Cinemark North Haven, 11.2km away.

Booking tips and Expedia advantages for Middlebury

For a budget-friendly visit to Middlebury, consider travelling between January and March when accommodation prices are lower. Mondays are the cheapest days to stay, while Saturdays are the priciest. Use Expedia to compare hotel options and filter by price to find the best deals. Look into package deals that combine flights, hotels, and activities to save even more. Additionally, explore free local attractions and utilise public transport to keep costs down during your stay.

  • 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 Monday. The most expensive day to stay in Middlebury is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your preferences, such as your budget, preferred location, and the type of hotel that suits you best. To uncover the most affordable prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy savings by combining your Middlebury hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Middlebury

Middlebury, Connecticut, offers a delightful mix of outdoor and family-friendly activities, making it an ideal spot for adventure vacations. Visitors can explore national and urban parks, as well as picturesque lakes. Key attractions include Middlebury Park and other popular local sites, catering to those seeking a blend of outdoor fun and cultural experiences. Whether you’re hiking, picnicking, or enjoying the scenic beauty, there's plenty to discover in and around Middlebury.

  • Lake Compounce: Experience the thrill of Lake Compounce, an amusement park that offers a variety of rides and family-friendly attractions. Nestled in a scenic setting, it promises outdoor adventures and fun for all ages, making it a perfect day out for families.
  • Indian Well State Park: Discover the natural beauty of Indian Well State Park, where you can enjoy picturesque scenery and exhilarating outdoor activities. With its stunning views and hiking trails, it's a fantastic spot for adventure lovers and nature enthusiasts alike.
  • Lake Quassapaug: Relax at Lake Quassapaug, a tranquil lake ideal for a romantic getaway or a family picnic. With its beautiful beach and serene surroundings, it offers the perfect setting for outdoor activities and leisurely days by the water.

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 CloudyAverageAverage
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 HighAverage
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July73.2°F (22.9°C)Light RainMostly SunnyModerately HighSlightly High
August71.6°F (22.0°C)Light RainMostly SunnyAverageSlightly High
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 LowSlightly Low
December34.3°F (1.3°C)Light RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Middlebury

When visiting Middlebury, Connecticut, you can fly into several major airports. Bradley International Airport (BDL) in Hartford, situated 22.4km away, offers convenient access. Recommended hotels nearby include the DoubleTree by Hilton Hartford - Bradley Airport, just 621m from BDL, and the Marriott Hartford Downtown, located 7.5km away. Additionally, Westchester County Airport (HPN) in White Plains, 27.3km from Middlebury, has excellent hotel options like The Opus Westchester and Sonesta White Plains Downtown, both 2.5km from HPN. Islip MacArthur Airport (ISP), 5621ms away, features the Hyatt Regency Long Island, situated 2.5km from ISP. All these hotels provide accessible transportation to their respective airports.

Frequently asked questions

What is the best area to stay in Middlebury?
The best area to stay in Middlebury, Connecticut, is near the historic Middlebury Green, which offers the most convenient and well-appointed options.

This central area is the heart of the town, featuring the iconic Middlebury Green itself, surrounded by historic buildings and local businesses. It's a pleasant, walkable part of town, providing easy access to local amenities and a sense of community. The main thoroughfare, Route 64 (Middlebury Road), runs nearby, connecting you to other local attractions.

Couples looking for a relaxing getaway will appreciate staying near the Green. The area provides a quiet setting with opportunities for gentle strolls, and some accommodations offer amenities like spa services or fine dining on-site, superb for a peaceful escape.

For those travelling for business or looking for a convenient base to explore the wider region, staying near the Green also offers practical advantages.
When is the best time to go to Middlebury?
The best time to visit Middlebury, Connecticut, is during the autumn months, particularly from late September to late October.

This period offers pleasant weather with comfortable temperatures, great for exploring the outdoors. The main draw is the spectacular fall foliage, as the surrounding hillsides transform into a canvas of red, orange, and gold. It's a wonderful time for scenic drives and enjoying the natural beauty of the region.

Couples often find this time ideal for a romantic getaway, perhaps enjoying strolls through local orchards or visiting vineyards. The crisp air and stunning scenery create a memorable backdrop for exploring the quieter side of Connecticut.

For families, the autumn also brings opportunities for seasonal activities like pumpkin picking and corn mazes at local farms, adding a fun, festive element to their trip.
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?
Members always get our best prices. Find our best Middlebury hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 £72 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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