Leicester Vacations
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Leicester Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Black Bear Lodge at Stratton Mountain Resort
Price was $966, price is now $895 per person
$895
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located nearby.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $1,401, price is now $1,217 per person
$1,217
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I are located nearby.
The space was clean, comfortable and quiet. We enjoyed our stay and would recommend!
Reviewed on Jul 25, 2026
The Mountain Inn at Killington
Price was $1,425, price is now $1,244 per person
$1,244
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Location is excellent
Reviewed on Jul 26, 2026
North Star Lodge and Resort
Price was $1,393, price is now $1,238 per person
$1,238
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Killington Resort and Killington School for Tennis are located nearby.
Long Trail House at Stratton Mountain Resort
Price was $1,667, price is now $1,526 per person
$1,526
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located nearby.
Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained
Reviewed on Jan 31, 2026
Vantage Point Villas at Stratton Mountain Resort
Price was $1,392, price is now $1,311 per person
$1,311
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this ski hotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Tamarack Ski Lift are located nearby.
Beautiful, secluded little area up in the mountain. It was so nice that there was firewood and a wood burning fireplace inside the property.
Reviewed on Jun 26, 2026
Top Hotel Deals
Middlebury Inn
14 Court Square Middlebury VT
17.15 km from city center
Book a stay at this spa hotel in Middlebury. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
32 km from city center
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Courtyard Middlebury
309 Court Street Middlebury VT
15.66 km from city center
Book a stay at this business-friendly hotel in Middlebury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Brandon Inn
20 Park Street Brandon VT
7.66 km from city center
Stay at this hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Circle Court Motel
6 Montcalm St Ticonderoga NY
26.22 km from city center
Stay at this motel in Ticonderoga. Enjoy free WiFi, free parking, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Lake Bomoseen Lodge
2551 Vermont 30N Bomoseen VT
25.63 km from city center
Book a stay at this beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff ...
Best Western Inn & Suites Rutland-Killington
5 Best Western Place Rutland VT
29.01 km from city center
Stay at this hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Best Western Plus Ticonderoga Inn & Suites
260 Burgoyne Road Ticonderoga NY
25.63 km from city center
Book a stay at this business-friendly hotel in Ticonderoga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Super 8 by Wyndham Ticonderoga
1144 Wicker St Ticonderoga NY
26.45 km from city center
Stay at this motel in Ticonderoga. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Emrose Luxury Cabins
1246 Franklin Street Brandon VT
9.28 km from city center
Book a stay at this family-friendly hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Otter Valley Winery and Stephen ...
The Vermont Inn
78 Cream Hill Road Rutland VT
29.32 km from city center
Book a stay at this family-friendly B&B in Rutland. Enjoy free WiFi, free parking, and a conference center. Popular attractions Killington Resort and Golden ...
The Mountain Top Inn & Resort
195 Mountain Top Road Chittenden VT
20.39 km from city center
Book a stay at this beach resort in Chittenden. Enjoy an outdoor pool, a private beach, and breakfast (surcharge). Popular attractions Lefferts Pond and Proctor-Pittsford ...
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.