Middlebury, CT

Travel Guide

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
The price is ₩163,864 per night from Nov 23 to Nov 24
₩163,864
₩188,443 total
Nov 23 - Nov 24
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
9/10 Wonderful! (1,851 reviews)
Best hotel in New Haven
We had 2 different Stephanie’s and both of these ladies were amazing. Great staff vibes and so so helpful. This is my go to hotel in New Haven and I have been going there for around 10 years every time I travel to NH from Australia.

Reviewed on Oct 19, 2025

New Haven Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
The price is ₩129,383 per night from Nov 2 to Nov 3
₩129,383
₩148,790 total
Nov 2 - Nov 3
includes taxes & 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 ...
8.6/10 Excellent! (1,139 reviews)
The room was clean and staff was friendly. We enjoyed the queen beds.

Reviewed on Oct 19, 2025

Holiday Inn Express Southington by IHG
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
The price is ₩188,324 per night from Nov 23 to Nov 24
₩188,324
₩216,573 total
Nov 23 - Nov 24
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! (1,000 reviews)
Nice facility overall. A few minor issues in the room that were quickly corrected.

Reviewed on Oct 16, 2025

Trumbull Marriott Shelton
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 White Space Gallery are located nearby.
9.6/10 Exceptional! (59 reviews)
Wonderful property- brand new building, nice spacious rooms perfect for family. Instructors for check in and out and everything in between very clear and helpful.

Reviewed on Oct 15, 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 Shubert Theater and White Space Gallery ...
9.4/10 Exceptional! (21 reviews)
My accommodations were perfect. Minor house keeping observations. Just make sure you meet your Instacart/ DoorDash delivery person in the lobby. They wont be able to get into the property.

Reviewed on Oct 9, 2025

Luxury Apartments by Hyatus at Pierpont
Room-plaid Room 3min From Yale Univ

Room-plaid Room 3min From Yale Univ

3 out of 5
New Haven
Stay at this 3-star vacation home in New Haven. Enjoy parking (surcharge). Popular attractions Edgerton Park and Payne Whitney Gymnasium are located nearby.
The owner is great and made great accommodations for our stay, the price was wonderful. The neighborhood maybe wasent the nicest but thats kinda out of his control.

Reviewed on Aug 11, 2022

Room-plaid Room 3min From Yale Univ
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.

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