Title: Pittsford Vacation Packages & Trips 2026 from CA $1,576 | Expedia.ca [Hotels in Pittsford](https://expedia.ca/Pittsford-Hotels.d6140713.Travel-Guide-Hotels)[Vacation Rentals in Pittsford](https://expedia.ca/Pittsford-Vacation-Rentals.d6140713.Travel-Guide-VacationRentals)[Pittsford Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsford.d6140713.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6115904/11df2f84-cf44-4504-a4ec-12c7d5d3c7f7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pittsford Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Pittsford Vacation When a city adventure is calling, answer it with a Pittsford vacation package. With all your travel plans taken care of before you go, all you need to do here is focus on having a ball. Make your trip to Pittsford even more enjoyable by including some sightseeing. [Rutland Country Club](https://www.expedia.ca/Rutland-Country-Club-Rutland.d6291070.Vacation-Attraction), [New England Maple Museum](https://www.expedia.ca/New-England-Maple-Museum-Pittsford.d6291239.Vacation-Attraction) and [Lefferts Pond](https://www.expedia.ca/Lefferts-Pond-Chittenden.d6291323.Vacation-Attraction) are some of the big attractions you'll want to explore. Expedia is here to help you escape the everyday. Tailor your vacation to Pittsford to match your travel style, whatever that may be! ## Top Pittsford Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Mountain Inn at Killington CA $1,576 per person Mar 16 - Mar 20 found 16 hours ago Roundtrip flight included Toronto (YTO) to Rutland (RUT) 9.2/10 Wonderful! (941 reviews) The staff could not have been more accommodating. From the front desk to the shuttle drivers, to the wait staff in the restaurant, they were all friendly, helpful and pleasant. Reviewed on Feb 7, 2026 ![Mountain Green Resort](https://images.trvl-media.com/lodging/122000000/121430000/121423100/121423013/473634af_edited_6bd7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mountain Green Resort CA $2,197 per person Mar 16 - Mar 20 found 16 hours ago Roundtrip flight included Toronto (YTO) to Rutland (RUT) No reviews Clean room, elevator broken and not enough bathroom towels. Reviewed on Dec 28, 2025 ![The Mountain Top Inn & Resort](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/53dd6cd4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Mountain Top Inn & Resort CA $1,630 per person Mar 16 - Mar 20 found 16 hours ago Roundtrip flight included Toronto (YTO) to Rutland (RUT) 9/10 Wonderful! (93 reviews) Location is excellent. Room is dated. Reviewed on Jan 26, 2026 ![The Suites at Killington Center](https://images.trvl-media.com/lodging/122000000/121200000/121193900/121193871/668c2f83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Suites at Killington Center CA $1,791 per person Mar 16 - Mar 20 found 16 hours ago Roundtrip flight included Toronto (YTO) to Rutland (RUT) No reviews ![Beechwood Home in Mendon](https://images.trvl-media.com/lodging/121000000/120110000/120100300/120100230/993bade0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beechwood Home in Mendon CA $3,693 per person Mar 16 - Mar 20 found 16 hours ago Roundtrip flight included Toronto (YTO) to Rutland (RUT) No reviews ## Ready to book your vacation to Pittsford? Choose your dates ## Pittsford Hotel Deals ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Killington Mountain Lodge, Tapestry Collection by Hilton 2617 Killington Rd Killington VT CA $214 CA $235 total Mar 1 - Mar 2 includes taxes & fees 7.2/10 Good! (1,000 reviews) Close to the resort, nice hot tub, decent room with a modern tv software for easy connections. Good price to hotel quality ratio. Reviewed on Jan 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=103640&PinnedHotelID=103640&HadPinnedHotel=true®ionId=6140713) ![Best Western Inn & Suites Rutland-Killington](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/9898f616_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Inn & Suites Rutland-Killington 5 Best Western Place Rutland VT Fully refundableReserve now, pay when you stay CA $202 CA $222 total Mar 1 - Mar 2 includes taxes & fees 8.6/10 Excellent! (999 reviews) Staff was very attentive and helpful, rooms very clean and comfortable with well organized setting, breakfast was pretty good and it is included with your stay. Reviewed on Feb 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=16411&PinnedHotelID=16411&HadPinnedHotel=true®ionId=6140713) ![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn Rutland - Killington 19 Allen St Rutland VT Fully refundableReserve now, pay when you stay CA $208 CA $229 total Feb 10 - Feb 11 includes taxes & fees 8/10 Very Good! (1,004 reviews) Everything was great! The staff were very nice and the free breakfast is legit! Reviewed on Feb 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=4621&PinnedHotelID=4621&HadPinnedHotel=true®ionId=6140713) [See all 1,810 properties in Pittsford](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F02%2F2026&endDate=11%2F02%2F2026®ionId=6140713) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app