Search Deals onRupert Vacation Packages
Rupert Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Covered Bridge Inn
Price was $661, price is now $494 per person
$494
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Mountain Green Resort
Save 100% on your flight
Price was $2,141, price is now $1,511 per person
$1,511
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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 Pico Mountain at Killington Ski Resort are located nearby.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $825, price is now $641 per person
$641
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Stay at this resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
The Suites at Killington Center
Save 100% on your flight
Price was $1,942, price is now $1,511 per person
$1,511
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Stay at this condo in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
The Shire Woodstock
Price was $928, price is now $724 per person
$724
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Stay at this 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.
Jackson Gore Village
Price was $5,396, price is now $4,236 per person
$4,236
per person
Feb 12 - Feb 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Book a stay at this 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.
Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $1,365, price is now $1,093 per person
$1,093
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
Latchis Hotel
Price was $739, price is now $597 per person
$597
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Latchis Theatre and Brattleboro Museum & Art Center 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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