
Deals on vacations and trips to Pittsford
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Pittsford flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Four Columns Inn
Price was $1,140, price is now $940 per person
$940
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A garden and a picnic area are also provided.

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $4,345, price is now $3,473 per person
$3,473
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and conveniences like express check-out and laundry facilities.

Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $1,984, price is now $1,590 per person
$1,590
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
This hotel features a 24-hour gym and a hot tub. There's a free ski shuttle, and ski passes and ski storage are available on site. WiFi in public areas is free.

The Mountain Top Inn & Resort
Price was $1,292, price is now $1,146 per person
$1,146
per person
Dec 24 - Dec 28
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
This resort features a private beach, ski-in/ski-out access, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
Top Pittsford hotels deals

Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $143 total per night
$143 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features a 24-hour gym and a hot tub. There's a free ski shuttle, and ski passes and ski storage are available on site. WiFi in public areas is free.
Hot Tub
Pet friendly

Comfort Inn Rutland - Killington
19 Allen St, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $121 total per night
$121 total
Nov 5 - Nov 6
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Hot Tub

The Mountain Inn at Killington
47 Old Mill Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $172 total per night
$172 total
Nov 5 - Nov 6
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included

Days Inn by Wyndham Rutland/Killington Area
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $121 total per night
$121 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features an indoor pool and a sauna. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included

North Star Lodge and Resort
78 Weathervane Dr, Killington, VT
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $143 total per night
$143 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.

Best Western Inn & Suites Rutland-Killington
5 Best Western Place, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $177 total per night
$177 total
Nov 11 - Nov 12
Total with taxes and fees
This hotel features a 24-hour gym and an outdoor tennis court. Enjoy the free ski shuttle and onsite ski storage. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
New England Maple Museum
You can spend time studying the exhibits at New England Maple Museum during your travels in Pittsford. Discover the area's mountain views and charming coffeehouses.
Proctor-Pittsford Country Club
Enjoy a round of golf in Pittsford at Proctor-Pittsford Country Club. Discover the area's museums and shops.
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