Middlebury

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 historical sites, and if you want to do some exploring, Lake Quassapaug is worth a stop.

Middlebury Center Historic District
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
The price is €143 per night from 4 Sept to 5 Sept
€143
4 Sept - 5 Sept
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! (1,006 reviews)
"😊"

Reviewed on 25 Aug 2025

Trumbull Marriott Shelton
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 €103 per night from 7 Sept to 8 Sept
€103
7 Sept - 8 Sept
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! (1,304 reviews)
"Staff was very friendly and knowledgeable of the area."

Reviewed on 22 Aug 2025

Best Western Executive Hotel Of New Haven - West Haven
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
The price is €142 per night from 21 Sept to 22 Sept
€142
21 Sept - 22 Sept
includes taxes & fees
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,008 reviews)
"Staff was amazing, from the lobby staff to the housekeeping and wonderful in room dining. Unfortunately I had a fall in front of the hotel, quite loud as I injured both knees and ankles, however no staff 😟came to assist me, despite having dropped all my packages and bloodied my knees. Please ask ..."

Reviewed on 23 Aug 2025

Omni New Haven Hotel at Yale
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, Pool Table, Air Hockey, Hammock, King Bed

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

New Fairfield
Book a stay at this family-friendly vacation home in New Fairfield. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Squantz Pond State ...
9.2/10 Wonderful! (27 reviews)
"Amazing beautiful place!! Everything clean!! Definitely going to come back!"

Reviewed on 20 Aug 2025

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
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.
9.4/10 Exceptional! (54 reviews)
"Loved the property and we will surely be coming back."

Reviewed on 20 Aug 2025

Luxury Furnished Apartments by Hyatus Downtown at Yale
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 Squantz Pond State Park and Candlewood Lake ...
8.8/10 Excellent! (21 reviews)
"House was clean and comfortable. We enjoyed our visit to that beautiful area."

Reviewed on 20 Aug 2025

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
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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