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.
New Haven Hotel
229 George Street New Haven CT
$132 nightly
The price is $152 total per night from Jun 29 to Jun 30
$152 total
Jun 29 - Jun 30
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! (2,199 reviews)
"Nice hotel, clean"
Reviewed on Jun 24, 2026
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
$103 nightly
The price is $119 total per night from Jun 28 to Jun 29
$119 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,665 reviews)
"Good hotel. Convenient off I 95"
Reviewed on Jun 24, 2026
Hilton Garden Inn Milford
291 Old Gate Lane Milford CT
$115 nightly
The price is $132 total per night from Jun 28 to Jun 29
$132 total
Jun 28 - Jun 29
Total with taxes and fees
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,003 reviews)
"We enjoyed our stay. The young lady at the front desk was extremely friendly and helpful. Would’ve been nice if the pool was warm."
Reviewed on Jun 24, 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 Knights of Columbus Museum ...
9.6/10 Exceptional! (84 reviews)
"Amazing rental. It was perfect!"
Reviewed on Jun 20, 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 ...
9.2/10 Wonderful! (31 reviews)
"Great stay with many amenities to enjoy within the building!"
Reviewed on Apr 3, 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! (50 reviews)
"Overall a fantastic experience."
Reviewed on Jun 22, 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
- Toyota Oakdale Theatre
- Choate Rosemary Hall
- New Haven Green
- University of New Haven
- Shubert Theater
- Wooster Square
- Sandy Point Beach
- Palace Theatre
- Squantz Pond State Park
- Steep Rock Preserve
- Lake Waramaug State Park
- Southern Connecticut State University
- Elephant's Trunk Flea Market
- Powder Ridge Mountain Park and Resort
- Westfield Connecticut Post Mall
- Yale Bowl
- Seabluff Beach
- Mount Carmel
- New Haven City Hall
- Milford Plaza Shopping Center
- Western Connecticut State University
- Danbury Ice Arena
- New Britain Stadium
- Warner Theater
- Sleeping Giant State Park