Middlebury - Warren Luxury Vacations

Book a Luxury Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Luxury Middlebury - Warren Hotels

Middlebury Sweets Motel

Middlebury Sweets Motel

2.5 out of 5
1395 Rt 7 South, Middlebury, VT
  • 47 min drive from Sugarbush Ski Resort
Visit Middlebury Sweets Motel for a relaxing stay in Middlebury.
8.4/10 Very Good! (373 reviews)
"cute an cozy, and not as tiny as the description makes it out to be"

Reviewed on Aug 19, 2025

Middlebury Sweets Motel
White Horse Lodge

White Horse Lodge

3 out of 5
999 German Flats Rd, Waitsfield, VT
  • 6 min drive from Sugarbush Ski Resort
White Horse Lodge offers a luxury stay.
9.2/10 Wonderful! (816 reviews)
"Lovely little lodge taken care of by the kindest innkeeper! Definitely a great experience. Dana was always on top of everything and the texting service they have is great. We are used to staying in commercial hotels and this was a lovely change, so much more personal"

Reviewed on Sep 15, 2025

White Horse Lodge
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
  • 48 min drive from Sugarbush Ski Resort
Pamper yourself with a luxury stay at Middlebury Inn, where you can enjoy amenities like plush bedding, flat-screen TVs, and more. Notable amenities include ...
8.8/10 Excellent! (1,008 reviews)
"Enjoyed the stay"

Reviewed on Sep 19, 2025

Middlebury Inn
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.