Search Deals on
Proctor Vacation Packages

Build your package with 2 more options

Proctor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
Price was $766, price is now $688 per person
$688
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this golf hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Quechee Gorge Bridge and Wilderness Trails are located nearby.
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $1,708, price is now $1,452 per person
$1,452
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $943, price is now $822 per person
$822
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $1,023, price is now $895 per person
$895
per person
Jul 1 - Jul 6
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) 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.
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $891, price is now $783 per person
$783
per person
Jul 1 - Jul 6
found 4 hours 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.
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
Price was $797, price is now $727 per person
$727
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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.
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

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

3 out of 5
Price was $6,300, price is now $5,824 per person
$5,824
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip 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.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,019, price is now $945 per person
$945
per person
Jul 1 - Jul 6
found 2 hours 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.

Proctor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $755, price is now $687 per person
$687
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $943, price is now $822 per person
$822
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
Price was $766, price is now $688 per person
$688
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
Price was $797, price is now $727 per person
$727
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)

Proctor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $891, price is now $783 per person
$783
per person
Jul 1 - Jul 6
found 4 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $1,708, price is now $1,452 per person
$1,452
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $1,023, price is now $895 per person
$895
per person
Jul 1 - Jul 6
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) 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 $6,300, price is now $5,824 per person
$5,824
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip 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.

JetBlue Airways
Sat, May 30 - Fri, Jun 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$163 Roundtrip, found 8 hours ago
$163
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jun 5, priced at $163 found 8 hours ago
JetBlue Airways
Sun, May 24 - Sat, May 30
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$167 Roundtrip, found 2 hours ago
$167
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sun, May 24 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 30, priced at $167 found 2 hours ago
JetBlue Airways
Sun, May 24 - Sun, May 31
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$178 Roundtrip, found 2 hours ago
$178
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sun, May 24 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, May 31, priced at $178 found 2 hours ago
Cape Air
Sat, May 23 - Sat, May 30
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 2 hours ago
$180
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Sat, May 23 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 30, priced at $180 found 2 hours ago