Middlebury Holidays
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Your Middlebury Holiday
With a reputation for its rich history and cultural experiences, Middlebury is a perfect getaway destination. Book one of our Middlebury holiday packages and discover all that this fascinating city has to offer. If taking in sights is on the to-do list during your trip to Middlebury, visit popular attractions like Quassy Amusement Park, Palace Theatre and Union Station Clocktower. No matter your travel plans or budget, putting together a tailored Middlebury holiday is a walk in the park with Expedia.
Middlebury Holiday
Middlebury Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 7,000 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Quassy Amusement Park, Palace Theatre and Mount Southington Ski Area |
Our pick of the best Middlebury Hotel Deals
Holiday Inn Express Southington by IHG
120 Laning St, Southington, CT
Fully refundable
The price is AU$173 per night from 16 Nov to 17 Nov
AU$173
16 Nov - 17 Nov
includes taxes & fees
8.6/10 Excellent! (1,136 reviews)
"Nice place"
Reviewed on 18 Oct 2025
Trumbull Marriott Shelton
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
The price is AU$246 per night from 2 Nov to 3 Nov
AU$246
2 Nov - 3 Nov
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Nice facility overall. A few minor issues in the room that were quickly corrected."
Reviewed on 16 Oct 2025
Omni New Haven Hotel at Yale
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$296 per night from 1 Nov to 2 Nov
AU$296
1 Nov - 2 Nov
includes taxes & fees
8.4/10 Very Good! (1,021 reviews)
"Perfect overall"
Reviewed on 18 Oct 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
