Winery Hotels in Middlebury, VT

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Dec 24 - Dec 25
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Featured Middlebury Winery Hotels

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $158 total per night
$158 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Middlebury Inn enjoy access to a full-service spa, a gym, and free WiFi in public areas. Free parking is available if you drive. The front desk is staffed 24/7 to help with dry cleaning/laundry, luggage storage, and concierge services. Other amenities at this spa hotel include conference space, a business center, and coffee/tea in a common area.
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $138 total per night
$138 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Courtyard Middlebury, guests have access to a gym, free WiFi in public areas, and meeting rooms. There's free parking if you drive. The front desk is staffed 24/7 to help with dry cleaning/laundry, tours or tickets, and securing valuables. Additional amenities include conference space, a business center, and coffee/tea in a common area.
Middlebury Sweets Motel

Middlebury Sweets Motel

2.5 out of 5
1395 Rt 7 South Middlebury VT
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $108 total per night
$108 total
Dec 30 - Dec 31
Total with taxes and fees
Middlebury Sweets Motel features free WiFi in public areas, express check-in, and express check-out. You can put free parking to good use if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. This smoke-free motel also has a picnic area.
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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.

Middlebury hotels essential information

Accommodation
962 hotels
Lowest Price
$108
Highest Price
$158
Popular hotels
Middlebury Inn, Courtyard Middlebury, Middlebury Sweets Motel

Recent Winery Hotels Reviews

White Horse Lodge

White Horse Lodge

5/5 Excellent
"Clean and very nicely furnished room/public areas. The staff and ownership were all extremely helpful, attentive, and responsive. Great proximity to Sugarbush Resort! "
A verified traveler stayed at White Horse Lodge
Posted 2 days ago
White Horse Lodge

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