Middlebury Travel Guide

Tourist Guide

A weathered stone structure with steps and a small opening, surrounded by fallen leaves and moss.

Where to stay in Middlebury

Find the best Middlebury areas for the activities you enjoy most.

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.

Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
The price is ฿4,944 per night from 30 Aug to 31 Aug
฿4,944
฿5,685 total
30 Aug - 31 Aug
includes taxes & fees
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their ...
7.8/10 Good! (1,001 reviews)
"Zack (Restaurant) was amazing. My stay didn’t start off too well, but Zack changed that. He was personable yet professional. Great personality!! Wish our paths crossed at the end, I would have loved to say goodbye."

Reviewed on 13 Aug 2026

Trumbull Marriott Shelton
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 ฿3,159 per night from 7 Sept to 8 Sept
฿3,159
฿3,633 total
7 Sept - 8 Sept
includes taxes & fees
Stay at this business-friendly hotel in Southington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,408 reviews)
"Clean comfortable peaceful absolutely loved"

Reviewed on 14 Aug 2026

Holiday Inn Express Southington by IHG
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
Fully refundableReserve now, pay when you stay
The price is ฿3,758 per night from 2 Sept to 3 Sept
฿3,758
฿4,322 total
2 Sept - 3 Sept
includes taxes & fees
Stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Best Western Executive Hotel Of New Haven - West Haven
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.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
9 Tower Ln New Haven CT
Stay at this business-friendly aparthotel in New Haven. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Knights of Columbus Museum and ...
9.4/10 Exceptional! (34 reviews)
"The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again."

Reviewed on 10 Aug 2026

Hyatus Luxury Residences City Crossing
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
Stay at this aparthotel in New Haven. Enjoy free Wi-Fi, free parking and a rooftop terrace. Popular attractions Shubert Theater and Schubert Performing Arts ...
9.6/10 Exceptional! (85 reviews)
"I had an amazing stay at the Hyatus. The property was exceptionally clean and well maintained, which made me feel comfortable from the moment I arrived. The location was perfect—convenient to everything I needed while still being quiet and peaceful, making it easy to relax after a busy week. Overall, ..."

Reviewed on 6 Jul 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
201 Munson Street New Haven CT
Stay at this apartment in New Haven. Enjoy an in-room coffee maker and air conditioning. Popular attractions Peabody Museum of Natural History and Grove Street ...
2/10 (1 review)
"The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host."

Reviewed on 25 May 2026

Landing Apartments New Haven Near Dixwell
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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