Search Deals on
Rutland Vacation Packages

Build your package with 2 more options

Rutland Flight + Hotel Packages

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

Four Columns Inn

4 out of 5
Price was $586, price is now $525 per person
$525
per person
Aug 7 - Aug 9
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this B&B in Newfane. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Moore Free Library and Rock River Preserve are located nearby.
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $2,036, price is now $1,685 per person
$1,685
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $1,075, price is now $929 per person
$929
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I are located nearby.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $948, price is now $820 per person
$820
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,013, price is now $883 per person
$883
per person
Jul 18 - Jul 24
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.
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
Price was $1,148, price is now $1,003 per person
$1,003
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Stay at this hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Green Mountain Rock Climbing Center and Hathaway Farm are located nearby.
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $1,399, price is now $1,227 per person
$1,227
per person
Jul 18 - Jul 24
found 1 day 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.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $974, price is now $862 per person
$862
per person
Jul 18 - Jul 24
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.

Rutland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $553, price is now $499 per person
$499
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $2,036, price is now $1,685 per person
$1,685
per person
Aug 10 - Aug 14
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 $3,390, price is now $3,186 per person
$3,186
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)

Rutland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $948, price is now $820 per person
$820
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $1,075, price is now $929 per person
$929
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,013, price is now $883 per person
$883
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
Price was $1,148, price is now $1,003 per person
$1,003
per person
Jul 18 - Jul 24
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.

JetBlue Airways
Mon, Sep 21 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$502 Roundtrip, found 2 days ago
$502
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Sep 21 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $502 found 2 days ago
United
Fri, Sep 11 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$509 Roundtrip, found 2 days ago
$509
Roundtrip
found 2 days ago
Select United flight, departing Fri, Sep 11 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $509 found 2 days ago
JetBlue Airways
Mon, Sep 21 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$512 Roundtrip, found 4 days ago
$512
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 21 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $512 found 4 days ago
American Airlines
Mon, Sep 21 - Sat, Sep 26
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$744 Roundtrip, found 6 days ago
$744
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Sep 21 from McClellan-Palomar to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $744 found 6 days ago