Pittsford Holidays

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Your Pittsford Holiday

When a city adventure is calling, answer it with a Pittsford holiday 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, New England Maple Museum and Lefferts Pond are some of the big attractions you'll want to explore. Expedia is here to help you escape the everyday. Tailor your holiday to Pittsford to match your travel style, whatever that may be!

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

Top hotels in Pittsford

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is £107 per night from 13 Aug to 14 Aug
£107
13 Aug - 14 Aug
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"This inn was great! I loved all the historical pieces that are shown around the inn. It is close enough to be able to walk to all the little shops and cafes in town. The staff were wonderful and super friendly. The food in the restaurant was amazing!"

Reviewed on 5 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
The price is £96 per night from 11 Aug to 12 Aug
£96
11 Aug - 12 Aug
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Great place to stay"

Reviewed on 9 Aug 2025

North Star Lodge and Resort
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 £83 per night from 17 Aug to 18 Aug
£83
17 Aug - 18 Aug
includes taxes & fees
6.2/10 (1,006 reviews)
"Older property but rooms were just redone in Spring 2025. Very clean and comfortable, bathrooms still a bit on the older side but clean...water pressure was low but still usable. Overall, I would come back."

Reviewed on 3 Aug 2025

Days Inn by Wyndham Rutland/Killington Area
See all 1,725 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Pittsford travel package cost?
Our Pittsford travel packages, which start at just , are the easiest way to save big. Choose your favourite flights, hotels and rental cars to create your dream getaway.
If I'm not able to travel, can I cancel my Pittsford travel package?
We totally understand — life doesn't always go according to plan. If you've booked a Pittsford travel package and need to cancel or amend it, we can help. We suggest having a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.
How do I get a cheap travel package to Pittsford?
Browse and book everything in the one place with our Pittsford travel packages. We have deals on flights, hotels, tours and more that'll keep your hip pocket happy and adventurous side satisfied. And, with more than 550 partner airlines and 1,000,000 hotels globally to choose from, you have countless opportunities to mix and match all you want.
Does Expedia offer Book Now, Pay Later Pittsford holidays?
Expedia has joined forces with online lender Klarna to make your next trip easier on your wallet. Paying by instalment means you can spread the costs of your next adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's manageable monthly instalment plans. If paying a little each month works for you, pick this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday in multiple transactions.
  • Low deposit holidays: When you want to jump on an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Pittsford?
If you'll be visiting Proctor-Pittsford Country Club, skip commuting and lock in a hotel close by. It's one of the top attractions in Pittsford.
What are the top hotels in Pittsford?
Get your holiday off to a great start by staying at Killington Mountain Lodge, Tapestry Collection by Hilton. It's one of most sought-after properties in Pittsford. Another top option is Comfort Inn Trolley Square.
How far in advance should I book my Pittsford holiday?
Your best bet is to book early. Air carriers usually release flights up to a year ahead of departure, and this is a fantastic opportunity to pick up some rock-bottom prices. Just been told you need to take all your holiday days next week? Don't fret. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Pittsford travel package include?
Hotels, flights and a shiny set of wheels for your road trip adventures. Simply choose your favourite bundle and get access to great discounts. Once you've made your booking, add on some sightseeing tours and watch your savings pile up. When it comes to planning your Pittsford holiday, you're in control!
What should I know before booking a Pittsford travel package?
Booking all the parts of your trip together is a simple way to save. Combine your airfares, rental cars and hotels into a convenient package. But you're not restricted to hotels. Expedia has all kinds of properties, including holiday rentals such as beachfront villas and spacious residences. Your choices are almost endless!
Can I choose my airline with a Pittsford Expedia travel package?
Most definitely. Expedia has over 550 partner airlines to pick from worldwide. With so many choices, finding the right carrier to take you to Pittsford will be a breeze.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.