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Pittsford Vacation Packages

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Pittsford Flight + Hotel Packages

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

Four Columns Inn

3 out of 5
Price was $728, price is now $622 per person
$622
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Stay at this 3-star B&B in Newfane. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Moore Free Library and Rock River Preserve are located nearby.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,107, price is now $852 per person
$852
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Stay at this 3.5-star 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 Black Dog Sports are located nearby.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $1,164, price is now $988 per person
$988
per person
Dec 25 - Dec 28
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.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,758, price is now $1,497 per person
$1,497
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 out of 5
Price was $836, price is now $741 per person
$741
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Stay at this 3.5-star beach resort in Chittenden. Enjoy an outdoor pool, a private beach, and breakfast (surcharge). Popular attractions Lefferts Pond and Proctor-Pittsford Country Club are located nearby.
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
Price was $1,962, price is now $1,739 per person
$1,739
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Rutland (RUT)
Book a stay at this ski 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.

Pittsford Vacation Packages 3-4 Night Stays

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

Four Columns Inn

3 out of 5
Price was $728, price is now $622 per person
$622
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,107, price is now $852 per person
$852
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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 $3,262, price is now $2,590 per person
$2,590
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $1,164, price is now $988 per person
$988
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)

Pittsford Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,758, price is now $1,497 per person
$1,497
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Rutland (RUT)
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $2,356, price is now $2,062 per person
$2,062
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Rutland (RUT)

Top Flight Deals

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

JetBlue Airways
Sun, Dec 7 - Wed, Dec 10
JFK
John F. Kennedy Intl.
RUT
Rutland Southern Vermont Regional
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Dec 7 from John F. Kennedy Intl. to Rutland Southern Vermont Regional, returning Wed, Dec 10, priced at $304 found 1 day ago
American Airlines
Thu, Dec 4 - Mon, Dec 8
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$321 Roundtrip, found 2 days ago
$321
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Dec 4 from LaGuardia to Rutland Southern Vermont Regional, returning Mon, Dec 8, priced at $321 found 2 days ago
United
Sun, Dec 7 - Mon, Dec 8
EWR
Newark Liberty Intl. Airport
RUT
Rutland Southern Vermont Regional
$344 Roundtrip, found 1 day ago
$344
Roundtrip
found 1 day ago
Select United flight, departing Sun, Dec 7 from Newark Liberty Intl. Airport to Rutland Southern Vermont Regional, returning Mon, Dec 8, priced at $344 found 1 day ago
American Airlines
Sun, Dec 21 - Fri, Dec 26
FLL
Fort Lauderdale - Hollywood Intl.
RUT
Rutland Southern Vermont Regional
$749 Roundtrip, found 2 days ago
$749
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Dec 21 from Fort Lauderdale - Hollywood Intl. to Rutland Southern Vermont Regional, returning Fri, Dec 26, priced at $749 found 2 days ago