Middlebury, CT
Travel Guide
Visit Middlebury
Where to stay in Middlebury
Find the best Middlebury areas and neighborhoods for the activities you enjoy most. Learn more about Middlebury
Learn more about Middlebury
Middlebury Center Historic District
Visitors to Middlebury Center Historic District enjoy its historic sites, and if you want to do some exploring, Lake Quassapaug is worth a stop.
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
$152 nightly
The price is $175 total per night from Aug 16 to Aug 17
$175 total
Aug 16 - Aug 17
Total with taxes and fees
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (1,000 reviews)
"The rooms were incredibly clean and very large. The staff (all the staff) were amazing. Will be staying there again."
Reviewed on Aug 4, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
$92 nightly
The price is $106 total per night from Aug 16 to Aug 17
$106 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
New Haven Hotel
229 George Street New Haven CT
$119 nightly
The price is $137 total per night from Aug 9 to Aug 10
$137 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
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.
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
New Haven CT
Stay at this vacation home in New Haven. Enjoy air conditioning. Popular attractions Wooster Square and New Haven Museum are located nearby.
6.8/10 (3 reviews)
"N/A"
Reviewed on Jul 27, 2026
Hyatus Luxury Residences City Crossing
9 Tower Ln New Haven CT
Book a stay at this business-friendly aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum ...
9.4/10 Exceptional! (33 reviews)
"Everything about the property & staff was AMAZING! Zero complaints, would 100% stay there again if in the area. Thank you!"
Reviewed on Jul 24, 2026
Cozy cottage with AC and lake access in charming Connecticut suburb.
Watertown CT
Stay at this cottage in Watertown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Lake Winnemaug and Lake Quassapaug are located ...
9.6/10 Exceptional! (12 reviews)
"Cottage was impeccably, clean and perfect for our weekend stay in Watertown. Close to all the amenities. The neighbors were friendly and inviting. Highly recommend."
Reviewed on Jul 26, 2026
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.
Stay near popular Middlebury attractions
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