Pittsford Holidays

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Your Pittsford Holiday

Our Pittsford holiday packages give you endless opportunities to delve into new sights, sounds and experiences. And with all the finer details taken care of, you can kick back and enjoy your city adventure just like you deserve. Want to explore your surroundings? New England Maple Museum, Rutland Country Club and Proctor-Pittsford Country Club are just a few of the best places to visit during a trip to Pittsford. Stop daydreaming and start adventuring. Explore the wide range of options on Expedia today and finally put your Pittsford holiday plans into gear!

Pittsford Holiday

Pittsford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Population
740
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Pico Mountain at Killington Ski Resort, Paramount Theatre and Gifford Woods State Park

Our pick of the best Pittsford Hotel Deals

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 AU$172 per night from 24 Aug to 25 Aug
AU$172
24 Aug - 25 Aug
includes taxes & fees
6.2/10 (1,005 reviews)
"Clean and comfortable. Good value for what you get. Would stay again."

Reviewed on 18 Aug. 2025

Days Inn by Wyndham Rutland/Killington Area
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
The price is AU$254 per night from 16 Sept to 17 Sept
AU$254
16 Sept - 17 Sept
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"The oldest continuously operating hotel in the States but it doesn’t seem that way. The lobby is spacious, the staff friendly and helpful. The rooms are good sized, TV, WiFi, A/C, soft but comfy beds. We stayed in the original part of the hotel, but they also have newer buildings in back. There is ..."

Reviewed on 17 Aug. 2025

Middlebury Inn
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,006 reviews)
"Very nice!"

Reviewed on 18 Aug. 2025

Get rates
North Star Lodge and Resort
See all 1,714 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Pittsford holiday package cost?
You'll find cheap prices on Expedia for your Pittsford getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to Pittsford costs.
What are the cheapest months to go to Pittsford?
To score cheap Pittsford holiday packages, plan your getaway outside of busy periods such as school holidays. You'll generally find lower prices and better availability for hotels and flights.
How many days is enough for Pittsford?
Generally, a handful of days is enough to see the top sights during your Pittsford holiday. But if you prefer to have more time to rest or go on day tours, consider extending your trip.
How to find the best Pittsford package deals?
Start your search for a Pittsford package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Pittsford package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Pittsford escape underway.
Is it cheaper to book a Pittsford holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Pittsford holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Pittsford?
If you have your Pittsford travel dates locked in, book as soon as you can to grab some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Pittsford?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Pittsford.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and airfares. Your accommodation will likely be the largest expense during your trip to Pittsford.
  3. Decide how long to go away for: Now that you know more about Pittsford, you can work out the right length of your break. Pull together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Combine your airfare and accommodation: After you've settled on your dates and duration, lock in the right Pittsford holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.