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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.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $459, price is now $391 per person
$391
per person
Jan 21 - Jan 23
found 1 day ago
Roundtrip 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.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,107, price is now $904 per person
$904
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $773, price is now $667 per person
$667
per person
Jan 21 - Jan 23
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $758, price is now $670 per person
$670
per person
Jan 5 - Jan 9
found 1 day 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 helpful staff and the clean rooms in our reviews. Popular attractions Green Mountain Shopping Plaza and Spartan Arena are located nearby.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $572, price is now $510 per person
$510
per person
Jan 21 - Jan 23
found 1 day ago
Roundtrip flight included
New York (NYC) 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 Pico Mountain at Killington Ski Resort are located nearby.
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
Price was $813, price is now $731 per person
$731
per person
Jan 5 - Jan 9
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 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 Pico Mountain at Killington Ski Resort and Green Mountain Rock Climbing Center are located nearby.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $858, price is now $775 per person
$775
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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 Pico Mountain at Killington Ski Resort are located nearby.
The Inn at Weathersfield

The Inn at Weathersfield

4 out of 5
Price was $526, price is now $480 per person
$480
per person
Jan 21 - Jan 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Stay at this inn in Perkinsville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions North Springfield Lake Recreation Area and Stoughton Pond Recreation Area are located nearby.

Top Flight Deals

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

JetBlue Airways
Wed, Dec 17 - Wed, Dec 24
JFK
John F. Kennedy Intl.
RUT
Rutland Southern Vermont Regional
$344 Roundtrip, found 3 days ago
$344
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Dec 17 from John F. Kennedy Intl. to Rutland Southern Vermont Regional, returning Wed, Dec 24, priced at $344 found 3 days ago
United
Fri, Dec 12 - Tue, Dec 16
EWR
Newark Liberty Intl. Airport
RUT
Rutland Southern Vermont Regional
$364 Roundtrip, found 6 days ago
$364
Roundtrip
found 6 days ago
Select United flight, departing Fri, Dec 12 from Newark Liberty Intl. Airport to Rutland Southern Vermont Regional, returning Tue, Dec 16, priced at $364 found 6 days ago
United
Sun, Dec 7 - Wed, Dec 10
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$489 Roundtrip, found 2 days ago
$489
Roundtrip
found 2 days ago
Select United flight, departing Sun, Dec 7 from LaGuardia to Rutland Southern Vermont Regional, returning Wed, Dec 10, priced at $489 found 2 days ago
American Airlines
Sun, Dec 21 - Fri, Dec 26
FLL
Fort Lauderdale - Hollywood Intl.
RUT
Rutland Southern Vermont Regional
$933 Roundtrip, found 4 days ago
$933
Roundtrip
found 4 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 $933 found 4 days ago