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.
Green Mountain Inn
Stowe Village Historic District
Price was CA $1,826, price is now CA $1,534 per person
CA $1,534
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.4/10 Exceptional! (1,003 reviews)
Heated outdoor pool and hot tub. Right in downtown walking distance to lots of shops and restaurants.
Reviewed on Apr 29, 2026
Topnotch Resort
Price was CA $1,980, price is now CA $1,625 per person
CA $1,625
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9/10 Wonderful! (911 reviews)
Very family and pet friendly Staff was professional and cheerful
Reviewed on Apr 25, 2026
Club Wyndham Smugglers’ Notch Vermont
Price was CA $2,046, price is now CA $1,694 per person
CA $1,694
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
Valcour Inn & Boathouse
Price was CA $3,817, price is now CA $3,347 per person
CA $3,347
per person
Jun 21 - Jun 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Burlington (BTV)
8.8/10 Excellent! (122 reviews)
Beautiful room and inn! Lauren was there to welcome us and we felt very at home. The breakfasts and available coffee, tea and snacks were so appreciated, as was the gorgeous view of the lake and mountains. Thank you for a peaceful and enjoyable stay!
Reviewed on Nov 26, 2025
Middlebury Hotel Deals
Middlebury Inn
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from May 4 to May 5
CA $190
CA $209 total
May 4 - May 5
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Very pleasant staff. Room larger than expected. Excellent restaurant on site.
Reviewed on Apr 28, 2026
Courtyard Middlebury
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from May 28 to May 29
CA $233
CA $256 total
May 28 - May 29
includes taxes & fees
8.8/10 Excellent! (562 reviews)
We were in Middlebury to visit the college. The location of the hotel was convenient. Staff are helpful and friendly. Breakfast is an extra cost, and not very good. Would return
Reviewed on Apr 18, 2026
Swift House Inn
57 North Pleasant Street Middlebury VT
The price is CA $245 per night from May 31 to Jun 1
CA $245
CA $270 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (338 reviews)
Staff was very good and friendly, hotel was updated and clean, and the breakfast was wonderful!
Reviewed on Apr 20, 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.
