Pittsford Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Pittsford

Comfort Inn Trolley Square
Comfort Inn Trolley Square
2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 10 Dec to 11 Dec
S$153
includes taxes & fees
10 Dec - 11 Dec
8/10 Very Good! (1,002 reviews)
"Very friendly service."

Reviewed on 25 Nov,2024

Comfort Inn Trolley Square
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is S$251 per night from 3 Dec to 4 Dec
S$251
includes taxes & fees
3 Dec - 4 Dec
7.2/10 Good! (1,001 reviews)
"We enjoyed our stay at the Killington Mountain Lodge and would definitely recommend it! The hot tub is awesome, the food/drinks served are good, the staff is super friendly, and the hotel itself was really nice. Super convenient location for skiing too."

Reviewed on 24 Nov,2024

Killington Mountain Lodge, Tapestry Collection by Hilton
Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington Area
2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 1 Dec to 2 Dec
S$143
includes taxes & fees
1 Dec - 2 Dec
6.2/10 (1,000 reviews)
"Said just renovated but kept old tub"

Reviewed on 15 Nov,2024

Days Inn by Wyndham Rutland/Killington Area
See all 1,573 properties in Pittsford
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.

Frequently asked questions

How much does a Pittsford holiday package cost?
Live it up in Pittsford from as low as . We offer a wonderful selection of rental cars, hotels and flights to suit every budget and style. You can pick up even more discounts when you add a couple of activities or tours to your holiday package.
How do I get a cheap travel package to Pittsford?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we’ve got them all covered. Choose the combination that suits you and watch your savings grow. Of course, a travel package is never one-size-fits-all. That’s why we offer more than 550 partner airlines and 1,000,000 hotels around the globe, which lets you customize your Pittsford holiday.
Where should I stay in Pittsford?
If you’ll be checking out Proctor-Pittsford Country Club, skip commuting and find a place to stay nearby. It’s one of the best attractions in this area.
What are the top hotels in Pittsford?
Book a room at Pastoral Pittsford Home With Stunning Mountain Views. It’s one of this area’s most sought-after properties. Another reputable option in Pittsford is Idyllic Pittsford Farmhouse~20mi To Killington Ski.
How far in advance should I book my Pittsford holiday?
While not all air carriers release tickets early, you can usually compare international flights on Expedia up to a year in advance. This is the time you can score some incredible deals. If you’re booking last minute, you might still get lucky. Sometimes the cheapest prices emerge just weeks before departure.
What does an Expedia Pittsford travel package include?
Car rentals, hotels and flights — we connect you to the very best bargains. All you have to do is select your ideal combination. After you’ve made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to craft an amazing Pittsford holiday.
What should I know before booking a Pittsford travel package?
When you book your flights, hotels and car rentals together, you’ll pick up terrific discounts. Whether you’re organising a beach break in a villa or prefer to stay in a ritzy city hotel, Expedia can make it happen for less.
Can I choose my airline with a Pittsford Expedia holiday package?
Yes, you sure can. We have more than 550 partner airlines throughout the world, so opt for the carrier that suits your needs.
If I'm not able to travel, can I cancel my Pittsford holiday package?
Because we understand life can be unpredictable, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it free of charge. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

Popular places to visit

Proctor-Pittsford Country Club

Enjoy a round of golf in Pittsford at Proctor-Pittsford Country Club. Discover the area's museums and shops.

Proctor-Pittsford Country Club

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.