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
$135 nightly
The price is $155 total per night from Sep 27 to Sep 28
$155 total
Sep 27 - Sep 28
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 ...
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
$92 nightly
The price is $106 total per night from Sep 27 to Sep 28
$106 total
Sep 27 - Sep 28
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 ...
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
$110 nightly
The price is $126 total per night from Oct 7 to Oct 8
$126 total
Oct 7 - Oct 8
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! (1,851 reviews)
"Nice clean room, good breakfast."
Reviewed on Sep 18, 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! (88 reviews)
"Excellent value — a very thoughtfully decorated and well-maintained apartment, effective air conditioning, blackout curtains in every room — really helped the vacation to feel like a “treat”! I did feel their app / web portal had “quite a lot” baked in it which could feel intimidating at first — ..."
Reviewed on Sep 18, 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! (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
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 Squantz Pond State Park and Candlewood Lake ...
9.2/10 Wonderful! (57 reviews)
"The place very nice and clean excellent location, Katherine and Eric very professional and friendly with had a great time.Cecilio"
Reviewed on Sep 5, 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
- Quinnipiac University
- Lake Compounce
- Candlewood Lake
- University of New Haven
- Toyota Oakdale Theatre
- Southern Connecticut State University
- Elephant's Trunk Flea Market
- Shubert Theater
- New Haven Green
- Yale Bowl
- Powder Ridge Mountain Park and Resort
- Choate Rosemary Hall
- Lake Waramaug State Park
- Wooster Square
- Lake Waramaug
- Western Connecticut State University
- Sandy Point Beach
- Danbury Ice Arena
- The Christmas Shop
- Sleeping Giant State Park
- Palace Theatre
- Squantz Pond State Park
- Seabluff Beach
- New Haven City Hall
- Warner Theater
- Waterbury Green
