Middlebury Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Middlebury Holiday
You'll find plenty to like about Middlebury, from its rich history to its cultural experiences. When you're ready to say hello to this fascinating city, our Middlebury holiday packages are calling your name. A trip to Middlebury is a terrific opportunity to sightsee. Be sure to visit popular attractions like Quassy Amusement Park, Palace Theatre and Brass Mill Centre. No matter your travel plans or budget, organising your ultimate tailored Middlebury holiday is a breeze with Expedia.
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 |
Top hotels in Middlebury
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is £101 per night from 6 Jul to 7 Jul
£101
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (2,197 reviews)
"Always feel back home when I see the smiles of the front desk staffs. Great location, convenient to everything! Clean rooms with decent space for travelers like me."
Reviewed on 16 Jun 2026
Omni New Haven Hotel at Yale
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is £130 per night from 2 Jul to 3 Jul
£130
2 Jul - 3 Jul
includes taxes & fees
8.6/10 Excellent! (1,027 reviews)
"I would 100% stay here again. Prefect location only blocks away from Yale University. Convenient and walkable to lost of attractions. The staff was extraordinarily helpful. The hotel has a nice restaurant and bar on the 19th floor with a beautiful view of Yale Campus. Some reviews stated the decor ..."
Reviewed on 10 Jun 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 £88 per night from 22 Jun to 23 Jun
£88
22 Jun - 23 Jun
includes taxes & fees
8/10 Very Good! (1,663 reviews)
"Clean room and pleasant staff. Very quiet stay. We would book again in the near future. The parking was a little tight on a Friday night."
Reviewed on 16 Jun 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.
Stay near popular Middlebury attractions
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
