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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.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $778, price is now $745 per person
$745
per person
Jun 26 - Jun 28
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this golf B&B in Poultney. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Poultney Public Library and Slate Quarry Park are located nearby.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $950, price is now $820 per person
$820
per person
Jun 26 - Jun 28
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $952, price is now $883 per person
$883
per person
Jun 26 - Jun 28
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $799, price is now $745 per person
$745
per person
Jun 26 - Jun 28
found 6 hours 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.
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 $895, price is now $852 per person
$852
per person
Jun 26 - Jun 28
found 6 hours 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.
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $816, price is now $779 per person
$779
per person
Jun 26 - Jun 28
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

Top Flight Deals

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

JetBlue Airways
Sat, May 30 - Sat, Jun 13
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$174 Roundtrip, found 3 days ago
$174
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 13, priced at $174 found 3 days ago
JetBlue Airways
Wed, May 27 - Sat, Jun 13
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, May 27 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 13, priced at $177 found 3 days ago
JetBlue Airways
Thu, May 28 - Sat, Jun 13
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$178 Roundtrip, found 3 days ago
$178
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, May 28 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 13, priced at $178 found 3 days ago
Cape Air
Sat, May 30 - Mon, Jun 15
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago
Select Cape Air flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 15, priced at $190 found 3 days ago