Middlebury Travel Guide

Tourist 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.

Our guide on 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
Fully refundable
The price is AU$202 per night from 25 Nov to 26 Nov
AU$202
25 Nov - 26 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 AU$182 per night from 23 Nov to 24 Nov
AU$182
23 Nov - 24 Nov
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
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
The price is AU$179 per night from 21 Nov to 22 Nov
AU$179
21 Nov - 22 Nov
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! (1,418 reviews)
"In this area, my first chose"

Reviewed on 10 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! (98 reviews)
"Had a wonderful time. I get up early, around 4-5am and the apartment was perfect for coffee and watching the sunrise."

Reviewed on 10 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! (36 reviews)
"Bed had no mattress cover but was very comfortable. Only one working lamp. Vents could use a good cleaning. I would recommend it and would stay again."

Reviewed on 25 Oct 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