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$194 per night from 7 July to 8 July
AU$194
7 July - 8 July
includes taxes & fees
9.2/10 Wonderful! (2,187 reviews)
"Nothing we didn't like."
Reviewed on 20 June 2026
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
Fully refundableReserve now, pay when you stay
The price is AU$169 per night from 24 June to 25 June
AU$169
24 June - 25 June
includes taxes & fees
8/10 Very Good! (1,662 reviews)
"It’s awesome stay and this property located area having all big stores near by"
Reviewed on 21 June 2026
Hilton Garden Inn Milford
291 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 5 July to 6 July
AU$182
5 July - 6 July
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Very friendly staff, clean hotel."
Reviewed on 19 June 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.
