Search Deals onRutland Vacation Packages
Rutland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Greenbrier Inn
Price was $1,238, price is now $1,073 per person
$1,073
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Killington Resort and Gifford Woods State Park are located nearby.
Nice place. Rooms are large, and there is ample space in the common areas. Breakfast was simple but sufficient. My room had a small balcony.
Reviewed on Aug 3, 2026
Mountain Green Resort
Save 100% on your flight
Price was $4,529, price is now $3,583 per person
$3,583
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this business-friendly apartment in Killington. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Killington Resort and Black Dog Sports are located nearby.
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $1,389, price is now $1,150 per person
$1,150
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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.
Beautiful place! In the middle of no where but everything you need is only 10 mins away
Reviewed on Aug 12, 2026
The Mountain Inn at Killington
Price was $1,388, price is now $1,151 per person
$1,151
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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.
A little older type hotel but was well maintained and very clean. Continental Breakfast was good with several options. Pool area was nice but did not use the pool. Ac was a little noisy. Would stay here again .
Reviewed on Aug 12, 2026
The Suites at Killington Center
Price was $1,397, price is now $1,167 per person
$1,167
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Stay at this condo in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Killington School for Tennis are located nearby.
Days Inn by Wyndham Rutland/Killington Area
Price was $1,278, price is now $1,089 per person
$1,089
per person
Sep 28 - Oct 4
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Green Mountain Shopping Plaza and Spartan Arena are located nearby.
Pointe at Castle Hill Resort
Price was $1,213, price is now $1,085 per person
$1,085
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
North Star Lodge and Resort
Price was $1,388, price is now $1,244 per person
$1,244
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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.
It was amazing my favorite place to go
Reviewed on Aug 13, 2026
Rutland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Rutland Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$495 Roundtrip, found 1 day ago
$495
Roundtrip
found 1 day ago
Tue, Sep 15 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$501 Roundtrip, found 12 hours ago
$501
Roundtrip
found 12 hours ago
Sat, Sep 12 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$504 Roundtrip, found 12 hours ago
$504
Roundtrip
found 12 hours ago
Sun, Sep 13 - Sat, Sep 26
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$660 Roundtrip, found 4 days ago
$660
Roundtrip
found 4 days ago
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