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$202 per night from 20 May to 21 May
AU$202
20 May - 21 May
includes taxes & fees
9.2/10 Wonderful! (2,109 reviews)
Easy check in and check out. Staff were super nice! Found a stray hair in one of the beds under the covers but otherwise clean!
Reviewed on 2 May 2026
Omni New Haven Hotel at Yale
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is AU$229 per night from 10 May to 11 May
AU$229
10 May - 11 May
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
I loved the hotel and our hotel room! It was very rich-looking and filled with warmth. The staff was friendly and professional.
Reviewed on 1 May 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 10 May to 11 May
AU$166
10 May - 11 May
includes taxes & fees
8.6/10 Excellent! (1,283 reviews)
The breakfast was good. Room was clean and comfortable.
Reviewed on 2 May 2026
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.
