Pittsford Vacations from $465

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The Latest Pittsford vacation packages

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Port Clinton

Sleep Inn & Suites Port Clinton

2.5 out of 5
Price was $543, price is now $465 per person
$465
per person
Aug 20 - Aug 23
found 12 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Toledo (TOL)
8.4/10 Very Good! (1,004 reviews)
When I first arrived, the room I was assigned had not been cleaned. Beds were unmade and trash in the room that was OK because they did upgrade me to a suite however, when I got into the suite, I had a very musky fishy smell was very nauseating, but other than that, the facility and grounds were clean and well kept

Reviewed on May 28, 2026

The Wave at Marblehead

The Wave at Marblehead

3 out of 5
Price was $896, price is now $664 per person
$664
per person
Aug 20 - Aug 23
found 12 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Toledo (TOL)
9.2/10 Wonderful! (202 reviews)
Great stay with good views of Lake Erie from the restaurant downstairs

Reviewed on May 29, 2026

Anchor Inn Boutique Hotel

Anchor Inn Boutique Hotel

3 out of 5
Price was $896, price is now $725 per person
$725
per person
Aug 20 - Aug 23
found 12 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Toledo (TOL)
10/10 Exceptional! (28 reviews)
The the unique decoration and atmosphere .

Reviewed on May 25, 2026

Bayshore Resort at Put-in-Bay

Bayshore Resort at Put-in-Bay

3.5 out of 5
Price was $1,316, price is now $1,066 per person
$1,066
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Toledo (TOL)
8.2/10 Very Good! (282 reviews)
They should have coffee machine and microwave in the room

Reviewed on May 27, 2026

South Beach Resort Hotel

South Beach Resort Hotel

2.5 out of 5
Price was $572, price is now $476 per person
$476
per person
Jul 6 - Jul 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Toledo (TOL)
7.8/10 Good! (535 reviews)
The rooms were clean and very convenient location to go around.

Reviewed on May 18, 2026

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Pittsford Hotel Deals

Lost Nations Cowboy Town Mining Company Cabin

Lost Nations Cowboy Town Mining Company Cabin

Pittsford MI
$108 nightly
The price is $113 total per night from May 31 to Jun 1
$113 total
May 31 - Jun 1
Total with taxes and fees
9.2/10 Wonderful! (9 reviews)
"The cabin was nice and the only thing I would change is if it had a personal cooking/kitchen aera"

Reviewed on May 21, 2026

Lost Nations Cowboy Town Mining Company Cabin
Howling Lane Tenting

Howling Lane Tenting

Pittsford MI
$60 nightly
The price is $60 total per night from May 31 to Jun 1
$60 total
May 31 - Jun 1
Total with taxes and fees
8/10 Very Good! (1 review)
"In spite of many bumps in the road for this weekend (misunderstanding of the reservation, rain, mud, chill, gps that kept sending us in circles) we really enjoyed our stay. I must note, however, that a weekend in a camp cabin is not for the faint of heart—no mint on the pillow or room service! Fortunately ..."

Reviewed on May 24, 2026

Howling Lane Tenting
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
$60 nightly
The price is $60 total per night from May 31 to Jun 1
$60 total
May 31 - Jun 1
Total with taxes and fees
Rustic Cowboy Town resort bring your own tent and start relaxing or exploring
See all 291 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 $465 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.