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
The price is AED 450 per night from Jan 4 to Jan 5
AED 450
AED 517 total
4 Jan - 5 January 2026
includes taxes & 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 ...
9/10 Wonderful! (1,956 reviews)
Lights in bathroom not bright enough.

Reviewed on 24 December 2025

New Haven Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
The price is AED 382 per night from Jan 25 to Jan 26
AED 382
AED 439 total
25 Jan - 26 January 2026
includes taxes & 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 ...
8.6/10 Excellent! (1,001 reviews)
Great stay overall. Wish it was easier to walk to good restaurants. Had to drive to good food.

Reviewed on 27 December 2025

Cambria Hotel New Haven University Area
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 AED 305 per night from Jan 4 to Jan 5
AED 305
AED 351 total
4 Jan - 5 January 2026
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! (1,181 reviews)
Great breakfast, very clean, comfortable bed, very friendly staff.

Reviewed on 24 December 2025

Holiday Inn Express Southington by IHG
See all 1,012 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 White Space Gallery are located nearby.
9.6/10 Exceptional! (61 reviews)
Very clean, exactly as on website

Reviewed on 2 November 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 aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater ...
9.4/10 Exceptional! (23 reviews)
Excelente choice, I recommend it

Reviewed on 16 December 2025

Luxury Apartments by Hyatus at Pierpont
Charming Studio| Near Yale| Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven

New Haven CT
Stay at this apartment in New Haven. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions New Haven Museum and Connecticut Children's ...
8.8/10 Excellent! (12 reviews)
Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town.

Reviewed on 5 December 2025

Charming Studio| Near Yale| Downtown New Haven
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

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