Middlebury, CT
Travel Guide
Visit Middlebury
Where to stay in 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.
New Haven Hotel
229 George Street New Haven CT
$132 nightly
The price is $152 total per night from Jun 7 to Jun 8
$152 total
Jun 7 - Jun 8
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 ...
9.2/10 Wonderful! (2,145 reviews)
"It has been awhile since we last stayed in New Haven Hotel. It exceeded our expectations in many aspects, and we would likely come back during our future visits."
Reviewed on May 30, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
$119 nightly
The price is $137 total per night from Jun 7 to Jun 8
$137 total
Jun 7 - Jun 8
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 ...
8.8/10 Excellent! (1,315 reviews)
"Very attentive and effective staff. Breakfast was super great quality."
Reviewed on May 31, 2026
Omni New Haven Hotel at Yale
155 Temple St New Haven CT
Fully refundable
$127 nightly
The price is $146 total per night from Jun 21 to Jun 22
$146 total
Jun 21 - Jun 22
Total with taxes and fees
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,015 reviews)
"Great hotel with the park nearby. The street corner itself is questionable in terms of surrounding but a great hotel worth it."
Reviewed on May 30, 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.
Luxury Furnished Apartments by Hyatus Downtown at Yale
240 Congress Avenue New Haven CT
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and Schubert Performing Arts ...
9.6/10 Exceptional! (74 reviews)
"Great place"
Reviewed on May 27, 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 Quassapaug and Flanders Nature Center are located ...
9.4/10 Exceptional! (10 reviews)
"We had a wonderful stay at this cozy 2-bedroom cottage! We booked it while in town for my graduation, and it was the perfect amount of space for my small family. The cottage was very clean and well-maintained, which made us feel comfortable right away.The location is absolutely beautiful—tucked away ..."
Reviewed on May 10, 2026
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
New Fairfield CT
Stay at this vacation home in New Fairfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Candlewood Lake and Squantz Pond State Park ...
9.4/10 Exceptional! (48 reviews)
"It's a cute little house with nice views of the lake. The downstairs beds were very comfortable. The kitchen was well equipped. I think it was probably just a one time thing but the dining room had a good bit of dead bugs and webs hanging from ceiling and upstairs beds had bugs on them where paper ..."
Reviewed on May 28, 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.
Popular places to visit
Quassy Amusement Park
Bring the kiddos to Quassy Amusement Park and have a fun-filled day at this theme park in Middlebury. Attend a sporting event in this family-friendly area.
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- Quassy Amusement Park
- Yale University
- Yale-New Haven Hospital
- Candlewood Lake
- Quinnipiac University
- Lake Compounce
- Choate Rosemary Hall
- New Haven Green
- Southern Connecticut State University
- Toyota Oakdale Theatre
- Wooster Square
- University of New Haven
- Sandy Point Beach
- Elephant's Trunk Flea Market
- Westfield Connecticut Post Mall
- Yale Bowl
- Lake Waramaug State Park
- Powder Ridge Mountain Park and Resort
- Palace Theatre
- Shubert Theater
- Danbury Ice Arena
- PEZ Visitor Center
- Steep Rock Preserve
- Lake Waramaug
- Milford Plaza Shopping Center
- Western Connecticut State University
- Mount Carmel
- Warner Theater
- West Rock Ridge State Park
