Search Deals onRupert Vacation Packages
Rupert Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Golden Stage Inn B&B
Price was $643, price is now $537 per person
$537
per person
Dec 11 - Dec 14
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Rutland (RUT)
Stay at this 3.5-star B&B in Cavendish. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

The Shire Woodstock
Save 100% on your flight
Price was $1,345, price is now $918 per person
$918
per person
Dec 11 - Dec 14
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.

Mountain Lodge at Okemo
Price was $691, price is now $573 per person
$573
per person
Dec 11 - Dec 14
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star ski hotel in Ludlow. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.

Solitude Village at Okemo
Price was $884, price is now $737 per person
$737
per person
Dec 11 - Dec 14
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.

Winterplace at Okemo
Price was $882, price is now $736 per person
$736
per person
Dec 11 - Dec 14
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.

Jackson Gore Village
Price was $790, price is now $665 per person
$665
per person
Dec 11 - Dec 14
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star spa hotel in Ludlow. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Jackson Gore Parking are located nearby.

Okemo Mountain Lodging
Price was $727, price is now $616 per person
$616
per person
Dec 11 - Dec 14
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3.5-star vacation home in Ludlow. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.

The Vesper
Price was $740, price is now $627 per person
$627
per person
Nov 7 - Nov 10
found 6 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are located nearby.
Rupert Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Rupert Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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