Search Deals onBenson Vacation Packages
Benson Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Comfort Inn Rutland - Killington
Price was $828, price is now $812 per person
$812
per person
Jul 1 - Jul 6
found 1 day 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 breakfast and the helpful staff in our reviews. Popular attractions Vermont State Fairgrounds and Green Mountain Shopping Plaza are located nearby.
Castle Hill Resort And Spa
Price was $1,174, price is now $1,059 per person
$1,059
per person
Jul 10 - Jul 13
found 12 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this luxury hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Emrose Luxury Cabins
Price was $1,029, price is now $951 per person
$951
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and 8 hot tubs. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.
Pointe at Castle Hill Resort
Price was $927, price is now $858 per person
$858
per person
Jul 10 - Jul 13
found 12 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $1,092, price is now $1,015 per person
$1,015
per person
Jul 19 - Jul 25
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.
Align Inn Vermont
Price was $1,006, price is now $936 per person
$936
per person
Jul 10 - Jul 13
found 12 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Quechee Gorge Village are located nearby.
Golden Stage Inn B&B
Price was $1,057, price is now $1,017 per person
$1,017
per person
Jul 10 - Jul 13
found 12 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this B&B in Cavendish. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Chateau Rooms
Price was $1,369, price is now $1,353 per person
$1,353
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this luxury guesthouse in Bolton Landing. Enjoy free WiFi, a full-service spa, and room service. Popular attractions Lake George and Adirondack Extreme Adventure Course are located nearby.
Benson Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Benson 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.
Sun, May 31 - Mon, Jun 8
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$183 Roundtrip, found 7 hours ago
$183
Roundtrip
found 7 hours ago
Sun, May 31 - Mon, Jun 8
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$184 Roundtrip, found 7 hours ago
$184
Roundtrip
found 7 hours ago
Sat, May 23 - Thu, May 28
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$185 Roundtrip, found 15 hours ago
$185
Roundtrip
found 15 hours ago
Sun, May 31 - Sun, May 31
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
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