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 SAR 555 per night from Jul 21 to Jul 22
SAR 555
SAR 638 total
21 Jul - 22 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! (1,647 reviews)
"Very clean and spacious rooms"

Reviewed on 12 July 2025

New Haven Hotel
Best Western Executive Hotel Of New Haven - West Haven
Best Western Executive Hotel Of New Haven - West Haven
2.5 out of 5
490 Saw Mill Rd, West Haven, CT
The price is SAR 360 per night from Jul 20 to Jul 21
SAR 360
SAR 414 total
20 Jul - 21 Jul
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 ...
7.8/10 Good! (1,188 reviews)
Nice hotel terrible service from staff
"Room was great. Pool was clean. Breakfast was nice. The staff during the day was very rude primarily this one lady who was working pretty much every day shift. She wasn’t friendly and she didn’t want to be any help when I asked her if I could get any video footage of the parking lot so I could possibly ..."

Reviewed on 12 July 2025

Best Western Executive Hotel Of New Haven - West Haven
La Quinta Inn & Suites by Wyndham New Haven
La Quinta Inn & Suites by Wyndham New Haven
3 out of 5
400 Sargent Dr, New Haven, CT
The price is SAR 402 per night from Jul 21 to Jul 22
SAR 402
SAR 462 total
21 Jul - 22 Jul
includes taxes & fees
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
5.8/10 (1,023 reviews)
"The place was quiet and near to local shops"

Reviewed on 3 July 2025

La Quinta Inn & Suites by Wyndham New Haven
See all 948 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.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
New Fairfield
Stay at this vacation home in New Fairfield. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Candlewood Lake and Squantz Pond State Park ...
9.2/10 Wonderful! (14 reviews)
Excellent
"We were very happy with the accommodations. The cottage was neat, clean and well kept, as was the property. All the amenities were as described. We had a great weekend and would highly recommend this lake house."

Reviewed on 31 May 2025

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
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 Candlewood Lake and ...
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
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 Schubert Performing ...
9.4/10 Exceptional! (18 reviews)
"Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay."

Reviewed on 27 June 2025

Luxury Apartments by Hyatus at Pierpont
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