
Find Ski Hotels in Middlebury, CT
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Sep 20 - Sep 21Next weekend
Sep 25 - Sep 27In two weeks
Oct 2 - Oct 4Our top choices for Middlebury ski hotels




1. Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury DowntownWaterbury
- Ski slopes and cozy après just minutes from this mountain-adjacent Waterbury hotel, where adventure meets urban comfort.




2. Heritage Hotel, Golf & Conference Center
Heritage Hotel, Golf & Conference CenterSouthbury
- Mountain resort transforms into a winter sports paradise with ski access, heated pools, and spa amenities just steps away.
NT$3,185
NT$4,212 total
includes taxes & fees
Sep 20 - Sep 21
NT$2,948
NT$3,391 total
includes taxes & fees
Sep 27 - Sep 28




4. Holiday Inn Cheshire - Southington by IHG
Holiday Inn Cheshire - Southington by IHGSouthington
- Snow enthusiasts, stay steps from Mount Southington Ski Area where thrilling slopes and winter adventures await after a restful night.
NT$3,628
NT$4,172 total
includes taxes & fees
Oct 4 - Oct 5




5. Days Inn by Wyndham Southington
Days Inn by Wyndham SouthingtonSouthington
- Discover the perfect winter adventure with ski area access and friendly staff at this comfortable Southington retreat.
NT$2,832
NT$3,257 total
includes taxes & fees
Sep 21 - Sep 22
NT$2,928
NT$3,367 total
includes taxes & fees
Sep 27 - Sep 28
NT$4,681
NT$5,383 total
includes taxes & fees
Sep 27 - Sep 28
NT$2,164
NT$2,489 total
includes taxes & fees
Oct 11 - Oct 12
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Top Middlebury Hotel Reviews
Courtyard by Marriott Waterbury Downtown
10/10 Excellent
"Nice stay. The staff accommodated us for early check in which gave us time to prepare for the wedding we are attending at 4.30pm. Would recommend."
Holiday Inn Express Southington by IHG
8/10 Good
"Pool being closed"
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