
Middlebury Vacation Packages
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Save up to CA $1,096 when you book a flight and hotel together*
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Your Middlebury Vacation
Our vacation packages to Middlebury let you customize your own adventure. Tailor your journey to your interests and needs and make the most of your time in this fabulous city. You'll want to do some exploring during your trip to Middlebury. Make time for major attractions such as Middlebury College, National Museum of the Morgan Horse and UVM Morgan Horse Farm. A couple of clicks is all it takes to build the perfect Middlebury vacation on Expedia.
Top Middlebury Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Club Wyndham Smugglers’ Notch Vermont
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
8.4/10 Very Good! (175 reviews)
Lovely large room. Loved having the washer dryer in the room. Pool is close to the room. Nice and quiet.
Reviewed on Jul. 14, 2025



Middlebury Hotel Deals

Middlebury Inn
14 Court Square, Middlebury, VT
The price is CA $221 per night from Jul 22 to Jul 23
CA $221
CA $243 total
Jul 22 - Jul 23
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"The property itself was unique!! Really cool and the food was delicious! Front desk staff was excellent but one in the restaurant left something to be desired. I will definitely be staying there again."
Reviewed on Jul. 14, 2025

Courtyard Middlebury
309 Court Street, US Rt 7 / Historic Ethan Allen Hwy, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Jul 27 to Jul 28
CA $196
CA $216 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (518 reviews)
"Everything was good, except that we asked for full housekeeping and they did not change the linens."
Reviewed on Jul. 5, 2025

Swift House Inn
57 North Pleasant Street, Middlebury, VT
The price is CA $245 per night from Jul 20 to Jul 21
CA $245
CA $270 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (278 reviews)
"What a wonderful Inn. Great staff. Great room. Great food. What more could you ask for!"
Reviewed on Jul. 13, 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.