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
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 25 Dec to 26 Dec
AU$197
25 Dec - 26 Dec
includes taxes & fees
9/10 Wonderful! (1,920 reviews)
Great hotel. Awesome beds, pillows, and communal lobby space. Front desk staff is amazing with a shout out to Stephanie L who helped us when the Uber didn’t come…have stayed many times and will again:)
Reviewed on 11 Dec 2025
Cambria Hotel New Haven University Area
20 Dwight Street New Haven CT
Fully refundable
The price is AU$183 per night from 4 Jan to 5 Jan
AU$183
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (987 reviews)
The staff were very friendly. The room was clean. It’s pet friendly which is a plus for us.
Reviewed on 1 Dec 2025
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundable
The price is AU$135 per night from 3 Jan to 4 Jan
AU$135
3 Jan - 4 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,163 reviews)
The checkin was quick and easy with a friendly front deck attendant
Reviewed on 10 Dec 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.
