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
$149 nightly
The price is $171 total per night from Aug 31 to Sep 1
$171 total
Aug 31 - Sep 1
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 ...
New Haven Hotel
229 George Street New Haven CT
$125 nightly
The price is $144 total per night from Sep 7 to Sep 8
$144 total
Sep 7 - Sep 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! (2,290 reviews)
"Very spacious room. Tired and a bit musty but clean and well-maintained. Lots of room to spread out; bathroom more than adequate. I really appreciated the enclosed, secure garage so close with the use of the footbridge. I do wish I'd been told I needed my room key to get out of the garage - I'd already ..."
Reviewed on Aug 30, 2026
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
$114 nightly
The price is $131 total per night from Sep 16 to Sep 17
$131 total
Sep 16 - Sep 17
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 ...
8.2/10 Very Good! (1,823 reviews)
"Breakfast was great the front desk was so helpful and everything was clean"
Reviewed on Aug 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.
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! (34 reviews)
"The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again."
Reviewed on Aug 10, 2026
Well laid out 2-bedroom private home in Washington-close to the green and depot
Washington CT
Stay at this vacation home in Washington. Enjoy a garden, laundry facilities, and patios. Popular attractions Hollister House Garden and Institute for American ...
10/10 Exceptional! (6 reviews)
"This house was perfect! We had the best weekend there. The owner communicated everything to us and instructions were great. Clean and beautiful. The area was perfect for our weekend adventures. Hiking nearby too! And we loved interacting with their chickens on the property. Would recommend to anyone ..."
Reviewed on Aug 17, 2026
Bright Downtown Studio near Yale & East Rock!
New Haven CT
Stay at this condo in New Haven. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions New Haven Museum and Peabody Museum of ...
9.2/10 Wonderful! (16 reviews)
"Pretty close to Yale campus"
Reviewed on Aug 25, 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
Explore a world of travel with Expedia
- Cabin Rentals in Connecticut
- Casino Hotels in Connecticut
- Milford Hotels
- Hotels with an Indoor Pool in Connecticut
- Pet-Friendly Hotels in Connecticut
- Resorts & Hotels with Spas in Connecticut
- Danbury Hotels
- Bristol Hotels
- Hotels near Quassy Amusement Park
- Family Hotels in Connecticut
- Motels in Connecticut
- Southington Hotels
- Motels in Waterbury
- Cheap Hotels in Connecticut
- Luxury Hotels in Connecticut
- Hotels near Yale University
- Bridgeport Hotels
- Extended Stay Hotels in Connecticut
- Hamden Hotels
- Connecticut Hotels
- Norwalk Hotels
- Hotels near Mohegan Sun Casino
- New Haven Hotels
- Middlebury Hotels
- Oceanfront Hotels in Connecticut
- Watertown Hotels
- Southbury Hotels
- Waterbury Hotels
- Adults Only Resorts & in Connecticut
- Romantic Hotels in Connecticut
- Shelton Hotels
- Hotels with Hot Tubs in Connecticut
- Beach Hotels in Connecticut
- Naugatuck Hotels
- Stamford Hotels
- Hotels with Waterslides in Connecticut
- Wallingford Hotels
- All-Inclusive Resorts in Connecticut
- Hartford Hotels
- Flights from Chicago (ORD) to Hartford (BDL)
- Flights from Orlando (MCO) to Hartford (BDL)
- Flights from Los Angeles (LAX) to Hartford (BDL)
- Flights to New Haven
- Flights to Hartford
- Flights from Atlanta (ATL) to Hartford (BDL)
- Flights to Bradley Intl.
- Flights from Bradley Intl.
- Flights from Tampa (TPA) to Hartford (BDL)
- Flights from Dallas (DFW) to Hartford (BDL)
- Flights from Waterbury - Oxford
- Flights from Charlotte (CLT) to Hartford (BDL)
- Flights from Danbury Municipal
- Flights to Connecticut
- Flights from Connecticut
- Flights from Hartford
- Flights to Waterbury
- Flights from Tweed - New Haven Regional
- Visit Beacon Falls
- Visit Hamden
- Visit Terryville
- Visit Wolcott
- Visit Morris
- Visit Plantsville
- Visit Bethany
- Visit Hartford
- Visit Connecticut
- Visit Watertown
- Visit Oakville
- Visit Oxford
- Visit Bristol
- Visit Roxbury
- Visit Woodbury
- Visit Southbury
- Visit Newtown
- Visit Sandy Hook
- Visit Danbury
- Visit Waterbury
- Visit Bethlehem
- Visit Cheshire
- Visit Coastal Connecticut
- Visit Washington Depot
- Connecticut Vacations
- Visit Stamford
- Visit New Haven
- Visit Bridgeport
- Visit Naugatuck
- Visit Washington
- Visit Seymour
- Yale University
- Quassy Amusement Park
- Yale University
- Yale-New Haven Hospital
- Lake Compounce
- Quinnipiac University
- Candlewood Lake
- University of New Haven
- Toyota Oakdale Theatre
- New Haven Green
- Elephant's Trunk Flea Market
- Southern Connecticut State University
- Yale Bowl
- Wooster Square
- Lake Waramaug
- Powder Ridge Mountain Park and Resort
- Shubert Theater
- Choate Rosemary Hall
- Squantz Pond State Park
- Lake Waramaug State Park
- Sandy Point Beach
- Western Connecticut State University
- New Haven City Hall
- The Christmas Shop
- Palace Theatre
- Seabluff Beach
- Danbury Ice Arena
- Westfield Connecticut Post Mall
- Warner Theater
