Middlebury

Travel Guide

A multi-tiered waterfall cascading over dark rocks surrounded by lush greenery.
A lake surrounded by residential houses and greenery.
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.

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
The price is €127 per night from 27 Nov to 28 Nov
€127
27 Nov - 28 Nov
includes taxes & fees
Stay at this business-friendly hotel in New Haven. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the helpful staff and the ...
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 €105 per night from 6 Dec to 7 Dec
€105
6 Dec - 7 Dec
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 ...
8.2/10 Very good! (1,910 reviews)
"Third time that we stay there during this few months and I recommend 👌"

Reviewed on 12 Nov 2026

Best Western Executive Hotel Of New Haven - West Haven
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
The price is €115 per night from 10 Dec to 11 Dec
€115
10 Dec - 11 Dec
includes taxes & fees
Stay at this business-friendly hotel in Milford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.6/10 Excellent! (1,420 reviews)
"It was a short overnight stay The room and bed were cozy. Great water pressure in the shower. The water was very strong and flooded bathroom."

Reviewed on 13 Nov 2026

Hyatt Place Milford / New 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.
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 White Space Gallery are located ...
9.6/10 Exceptional! (100 reviews)
"There was a bit of a problem at first. The code did not work when we attempted to gain entry as instructed. It was sorted within about 30 minutes but it was a little unsettling as there is no one onsite to communicate with. In any event, everything after that was great. A clean, spacious, stylish, ..."

Reviewed on 11 Nov 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale
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 ...
9.2/10 Wonderful! (37 reviews)
"Clean, spacious, cozy room. Would definitely book again."

Reviewed on 12 Nov 2026

Hyatus Luxury Residences City Crossing
Cozy cottage with AC and lake access in charming Connecticut suburb.

Cozy cottage with AC and lake access in charming Connecticut suburb.

Watertown CT
Stay at this cottage in Watertown. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attractions Lake Winnemaug and Lake Quassapaug are located ...
9.6/10 Exceptional! (19 reviews)
"Very nice place great host nice clean place very well located definitely served the purpose for my visit will stay again"

Reviewed on 16 Oct 2026

Cozy cottage with AC and lake access in charming Connecticut suburb.
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.

Stay near popular Middlebury attractions