Pittsford Vacations from $252

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The Latest Pittsford vacation packages

Price found within the past 48 hours. Click for updated prices.
Stay Inn

Stay Inn

1.5 out of 5
Price was $282, price is now $252 per person
$252
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toledo (TOL)
7.4/10 Good! (654 reviews)
The staff was friendly and accommodating however the room was dated but clean.

Reviewed on Oct 4, 2025

The Wave at Marblehead

The Wave at Marblehead

3 out of 5
Price was $407, price is now $345 per person
$345
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toledo (TOL)
9.2/10 Wonderful! (154 reviews)
Very clean, safe, and accommodating staff. Lovely view of the lake and a short walk or drive to the lighthouse. Our second stay and we will definitely go back.

Reviewed on Oct 19, 2025

South Beach Resort Hotel

South Beach Resort Hotel

2.5 out of 5
Price was $337, price is now $308 per person
$308
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toledo (TOL)
7.8/10 Good! (527 reviews)
Clean room but no refrigerator or microwave. They are working on it though!

Reviewed on Oct 10, 2025

Sleep Inn & Suites Port Clinton

Sleep Inn & Suites Port Clinton

2.5 out of 5
Price was $283, price is now $261 per person
$261
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toledo (TOL)
8.2/10 Very Good! (1,018 reviews)
The tv wasn't working correctle, we moved rooms. The lights dudnt work well. The internet wasn't always avaiable.

Reviewed on Oct 22, 2025

Holiday Inn Express Vermilion by IHG

Holiday Inn Express Vermilion by IHG

2.5 out of 5
Price was $317, price is now $292 per person
$292
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toledo (TOL)
8.6/10 Excellent! (645 reviews)
We found it noisy but clean and comfortable. The breakfast was disappointing but mostly due to them having a busy weekend before us and then running out of things.

Reviewed on Oct 25, 2025

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Pittsford Hotel Deals

Lost Nations Cowboy Town Mining Company Cabin

Lost Nations Cowboy Town Mining Company Cabin

2 out of 5
Pittsford
9.4/10 Exceptional! (6 reviews)
What a unique and wonderful experience, down to every detail. The cowboy town is the coolest spot I stayed in. Book it!

Reviewed on Oct 19, 2025

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Lost Nations Cowboy Town Mining Company Cabin
Lost Nations Cowboy Town Riverside Cabin

Lost Nations Cowboy Town Riverside Cabin

2 out of 5
Pittsford
8.6/10 Excellent! (9 reviews)
We stayed for the night for our 11th wedding anniversary. Holly is an amazing host, as soon as we arrived we were warmly welcomed and given a tour of Cowboy town along with how it came to be. Then shown our cabin which was so beautiful. It was quiet and private, there was a wedding the next day and ...

Reviewed on Aug 30, 2025

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Lost Nations Cowboy Town Riverside Cabin
Rustic Cowboy Town resort bring your own tent and start relaxing or exploring

Rustic Cowboy Town resort bring your own tent and start relaxing or exploring

Pittsford, MI
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Rustic Cowboy Town resort bring your own tent and start relaxing or exploring
See all 277 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.

Find the Best Pittsford Vacation Packages

Pittsford Essential Information

Language
English
Currency
U.S dollars
Top Sights
Hillsdale College, Baw Beese Lake and Lake Hudson State Recreation Area

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Frequently asked questions

How much does a Pittsford vacation package cost?
You can snap up a vacation package to this popular destination from $252 on Expedia. However, how much your vacation to Pittsford costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Pittsford?
You can typically find reduced prices and greater availability in November, December and January. Check out our cheap Pittsford vacation packages and you could score some great off-season discounts.
How many days is enough for Pittsford?
The ideal length for your Pittsford vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to visit all the leading attractions and explore some hidden spots along the way.
How to find the best Pittsford package deals?
Finding a cheap Pittsford package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Pittsford package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Pittsford vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Pittsford trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Pittsford?
If you have your Pittsford vacation dates confirmed, book as early as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Pittsford vacation packages?
Secure your perfect escape to Pittsford with help from our Book Now, Pay Later vacations. No need to save like crazy or wait until the next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stay on budget and snap up bargains before they disappear.

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