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 434 per night from Apr 27 to Apr 28
AED 434
AED 499 total
includes taxes & fees
27 Apr - 28 Apr
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! (1,490 reviews)
"Easy checkin and parking."

Reviewed on 16 April 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 AED 305 per night from Apr 24 to Apr 25
AED 305
AED 351 total
includes taxes & fees
24 Apr - 25 Apr
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! (1,001 reviews)
"Hotel was clean and quiet. Beds were comfortable."

Reviewed on 15 April 2025

Holiday Inn Express Southington by IHG
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 476 per night from Apr 20 to Apr 21
AED 476
AED 547 total
includes taxes & fees
20 Apr - 21 Apr
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
8.8/10 Excellent! (698 reviews)
"Rooms are very nice as well as the general areas of the lobby and bar. Bed comfortable and amenities are top notch. Was puzzling to not have a smart tv with any streaming capabilities for such a new and modern hotel."

Reviewed on 15 April 2025

Cambria Hotel New Haven University Area
See all 960 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.
New Haven Village Suites
New Haven Village Suites
3 out of 5
3 Long Wharf Dr, New Haven, CT
Book a stay at this business-friendly aparthotel in New Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
7.4/10 Good! (2,024 reviews)
"Good stay."

Reviewed on 31 March 2025

New Haven Village Suites
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 Schubert Performing Arts Center are located nearby.
9.6/10 Exceptional! (40 reviews)
"Love their kitchen. Room is clean and comfortable. The staff is helpful. Will turn."

Reviewed on 9 April 2025

Luxury Furnished Apartments by Hyatus Downtown at Yale
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
New Fairfield
Stay at this cottage in New Fairfield. Enjoy free WiFi, a garden, and patios. Popular attractions Squantz Pond State Park and Candlewood Lake are located ...
9.2/10 Wonderful! (87 reviews)
Beautiful home
"This is a beautiful home even if you live in the area and just want to spend the weekend at the lake, it’s a perfect getaway. We love that it was dog friendly. The host was wonderful and very accommodating. The house came stocked with everything that you would need for a perfect stay."

Reviewed on 24 March 2025

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
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