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Rutland Vacation Packages

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Rutland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
Price was $703, price is now $666 per person
$666
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Stay at this motel in Londonderry. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Magic Mountain Ski Resort and Lowell Lake State Park are located nearby.
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $1,117, price is now $1,009 per person
$1,009
per person
May 22 - May 25
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $786, price is now $714 per person
$714
per person
May 22 - May 25
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $779, price is now $712 per person
$712
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
Price was $6,332, price is now $5,826 per person
$5,826
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this golf castle in Bolton Landing. Enjoy free WiFi, free parking, and furnished balconies or patios. Popular attractions Veterans Memorial Park Beach and Adirondack Extreme Adventure Course are located nearby.
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $1,145, price is now $1,058 per person
$1,058
per person
Jun 25 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this family-friendly B&B in Rutland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Killington Resort and Golden Express Quad are located nearby.
Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $881, price is now $824 per person
$824
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $756, price is now $717 per person
$717
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

Rutland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $779, price is now $712 per person
$712
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $1,117, price is now $1,009 per person
$1,009
per person
May 22 - May 25
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $786, price is now $714 per person
$714
per person
May 22 - May 25
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $881, price is now $824 per person
$824
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)

Rutland Vacation Packages 5-7 Night Stays

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

Cortina Inn

3 out of 5
Price was $913, price is now $881 per person
$881
per person
Jun 25 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
Price was $6,332, price is now $5,826 per person
$5,826
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $1,145, price is now $1,058 per person
$1,058
per person
Jun 25 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $1,082, price is now $1,065 per person
$1,065
per person
Jun 25 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Cape Air
Mon, May 4 - Mon, May 18
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 5 hours ago
$180
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Mon, May 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, May 18, priced at $180 found 5 hours ago
JetBlue Airways
Sat, Apr 25 - Thu, Apr 30
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$183 Roundtrip, found 12 hours ago
$183
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Sat, Apr 25 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, Apr 30, priced at $183 found 12 hours ago
Cape Air
Sat, May 30 - Sat, Jun 6
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$186 Roundtrip, found 7 hours ago
$186
Roundtrip
found 7 hours ago
Select Cape Air flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 6, priced at $186 found 7 hours ago
JetBlue Airways
Thu, May 7 - Thu, May 21
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, May 7 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, May 21, priced at $188 found 1 day ago