Middlebury, CT

Travel Guide

Photo by Brandon Miller
Photo by Brandon Miller

Where to stay in Middlebury

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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.

Middlebury Center Historic District
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is SAR 485 per night from Jun 30 to Jul 1
SAR 485
SAR 558 total
30 Jun - 1 Jul
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,605 reviews)
"The staff was incredible"

Reviewed on 20 June 2025

New Haven Hotel
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
The price is SAR 380 per night from Jul 20 to Jul 21
SAR 380
SAR 436 total
20 Jul - 21 Jul
includes taxes & fees
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,003 reviews)
"Elevator out of service closest to room. Not offered better directions to room felt like walked for miles. Halls do need upgrade but would return again"

Reviewed on 16 June 2025

Clarion Inn
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
The price is SAR 284 per night from Jul 6 to Jul 7
SAR 284
SAR 326 total
6 Jul - 7 Jul
includes taxes & fees
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,000 reviews)
"Nice place"

Reviewed on 18 June 2025

Courtyard by Marriott Waterbury Downtown
See all 957 properties in Middlebury
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
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 out of 5
240 Congress Avenue, New Haven, CT
Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and Art Plus Studio are located nearby.
9.6/10 Exceptional! (50 reviews)
"It was a great place. Highly recommend!"

Reviewed on 11 June 2025

Luxury Furnished Apartments by Hyatus Downtown at Yale
Luxury Apartments by Hyatus at Pierpont
Luxury Apartments by Hyatus at Pierpont
4 out of 5
9 Tower Ln, New Haven, CT
Stay at this 4-star aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater ...
9.6/10 Exceptional! (16 reviews)
"Phenomenal property. Beautiful room and great amenities. Great communication."

Reviewed on 18 June 2025

Luxury Apartments by Hyatus at Pierpont
Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!
Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!
New Haven
Stay at this apartment in New Haven. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Art Plus Studio and Cullman-Heyman Tennis ...
10/10 Exceptional! (5 reviews)
a great stay!
"Perfect place to stay for me and my friends for yale reunion weekend!"

Reviewed on 2 June 2025

Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!
See all properties in Middlebury
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

4.5/5(13 reviews)

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.

Quassy Amusement Park