Middlebury Vacation Packages
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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.
Blind Tiger Burlington
South End
Price was CA $1,587, price is now CA $1,378 per person
CA $1,378
per person
Jul 10 - Jul 13
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.6/10 Exceptional! (236 reviews)
The inn provides an unparalleled experience. It's gorgeous, the staff are lovely, the food is exceptional, and it's shockingly well priced. Will absolutely stay here if we return to Burlington. I might even go to Burlington so I can stay at the Blind Tiger.
Reviewed on Apr 7, 2026
Club Wyndham Smugglers’ Notch Vermont
Price was CA $2,638, price is now CA $2,144 per person
CA $2,144
per person
May 17 - May 22
found 1 day ago
Roundtrip flight included
Québec (YQB) to Burlington (BTV)
8.4/10 Very Good! (223 reviews)
Room was clean and large. The room was thoughtful equipped with things we need and kids friendly. The location was great! The checking process was sort of confusing because there are two sets of counters that we needed to go to check in and get the keys. Very odd.
Reviewed on Feb 23, 2026
Basin Harbor
Price was CA $2,109, price is now CA $1,794 per person
CA $1,794
per person
Jul 10 - Jul 13
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
8.4/10 Very Good! (197 reviews)
Historical location. Plenty of things to do at location. Enjoyed our stay.
Reviewed on Oct 22, 2025
Smugglers' Notch Resort Private Suites
Price was CA $2,244, price is now CA $1,949 per person
CA $1,949
per person
May 17 - May 22
found 1 day ago
Roundtrip flight included
Québec (YQB) to Burlington (BTV)
7.8/10 Good! (21 reviews)
This multi level accommodation was great for our family, however, not suitable for those who have limited mobility. My 90 year old grandmother was limited to her basement room as the steep stairs to the mid level living room was too much for her. Great for a small young family.
Reviewed on Sep 28, 2025
Middlebury Hotel Deals
Middlebury Inn
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from May 11 to May 12
CA $191
CA $210 total
May 11 - May 12
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
Friendly staff. Clean room.
Reviewed on Apr 6, 2026
Courtyard Middlebury
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Apr 20 to Apr 21
CA $185
CA $203 total
Apr 20 - Apr 21
includes taxes & fees
Swift House Inn
57 North Pleasant Street Middlebury VT
The price is CA $247 per night from Apr 20 to Apr 21
CA $247
CA $272 total
Apr 20 - Apr 21
includes taxes & fees
9.4/10 Exceptional! (336 reviews)
Room was clean and spacious. The property is not all in one building. We stayed at the main house but breakfast was served in the other house. Something to keep in mind. The service at the restaurant was good, and lots of breakfast option.
Reviewed on Apr 13, 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.
