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Rupert Vacation Packages

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Rupert Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $448, price is now $362 per person
$362
per person
Feb 14 - Feb 16
found 1 hour ago
Roundtrip 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.
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Save 100% on your flight
Price was $1,041, price is now $764 per person
$764
per person
Mar 23 - Mar 28
just found
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Book a stay at this spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
Mountain Green Resort

Mountain Green Resort

4 out of 5
Save 100% on your flight
Price was $1,828, price is now $1,354 per person
$1,354
per person
Feb 19 - Feb 22
found 19 hours 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.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $2,673, price is now $2,194 per person
$2,194
per person
Feb 12 - Feb 16
found 7 hours ago
Roundtrip flight included
San Juan (SJU) 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 Vermont Inn

The Vermont Inn

3 out of 5
Price was $704, price is now $579 per person
$579
per person
Feb 19 - Feb 22
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Book a stay at this family-friendly B&B in Rutland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pico Mountain at Killington Ski Resort and Killington Resort are located nearby.
Beechwood Home in Mendon

Beechwood Home in Mendon

2 out of 5
Save 100% on your flight
Price was $3,731, price is now $3,079 per person
$3,079
per person
Feb 19 - Feb 22
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Stay at this vacation home in Rutland. Enjoy free parking and laundry facilities. Popular attractions Pico Mountain at Killington Ski Resort and Green Mountain Rock Climbing Center are located nearby.
Jackson Gore Village

Jackson Gore Village

3 out of 5
Save 100% on your flight
Price was $2,016, price is now $1,685 per person
$1,685
per person
Feb 19 - Feb 22
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
Hidden Kingdom in Plymouth

Hidden Kingdom in Plymouth

2 out of 5
Save 100% on your flight
Price was $4,647, price is now $3,895 per person
$3,895
per person
Feb 12 - Feb 16
found 7 hours ago
Roundtrip flight included
San Juan (SJU) to Rutland (RUT)
Stay at this vacation home in Plymouth. Enjoy free parking and laundry facilities. Popular attractions Okemo Mountain Resort and Camp Plymouth State Park are located nearby.

Rupert Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $704, price is now $579 per person
$579
per person
Feb 19 - Feb 22
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Mountain Green Resort

Mountain Green Resort

4 out of 5
Save 100% on your flight
Price was $1,828, price is now $1,354 per person
$1,354
per person
Feb 19 - Feb 22
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $2,673, price is now $2,194 per person
$2,194
per person
Feb 12 - Feb 16
found 7 hours ago
Roundtrip flight included
San Juan (SJU) to Rutland (RUT)
Beechwood Home in Mendon

Beechwood Home in Mendon

2 out of 5
Save 100% on your flight
Price was $3,731, price is now $3,079 per person
$3,079
per person
Feb 19 - Feb 22
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)

Rupert Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Save 100% on your flight
Price was $1,041, price is now $764 per person
$764
per person
Mar 23 - Mar 28
just found
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $5,197, price is now $4,084 per person
$4,084
per person
Feb 12 - Feb 19
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,431, price is now $1,137 per person
$1,137
per person
Feb 12 - Feb 19
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Rutland (RUT)
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $3,469, price is now $2,807 per person
$2,807
per person
Feb 12 - Feb 19
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Rutland (RUT)