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.

Trumbull Marriott Shelton
180 Hawley Ln, Trumbull, CT
The price is CA $209 per night from Sep 7 to Sep 8
CA $209
CA $241 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,009 reviews)
"The best"
Reviewed on Aug. 27, 2025

Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd, West Haven, CT
The price is CA $144 per night from Sep 7 to Sep 8
CA $144
CA $166 total
Sep 7 - Sep 8
includes taxes & 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 ...

Omni New Haven Hotel at Yale
155 Temple St, New Haven, CT
The price is CA $197 per night from Sep 21 to Sep 22
CA $197
CA $226 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,013 reviews)
"Walkable to Yell. Good service. But no free internet"
Reviewed on Aug. 27, 2025
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.

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
New Fairfield
Book a stay at this family-friendly vacation home in New Fairfield. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Squantz Pond State ...

Luxury Furnished Apartments by Hyatus Downtown at Yale
240 Congress Avenue, New Haven, CT
Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and White Space Gallery are located nearby.

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Brookfield
Book a stay at this family-friendly vacation home in Brookfield. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Lions Park and DiGrazia ...
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.