Oakdale Vacations from $575
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Your Oakdale Vacation
Book a custom vacation package to Oakdale and start looking forward to your next big adventure. Consider staying in the neighborhood of Jefferson Heights, which is good for golfing and walking, for a real taste of this interesting city. Make your trip to Oakdale even more fun and exciting by going sightseeing. Olana State Historic Site, Max and Lillian Katzman Theater and Hudson Opera House are among the big attractions worth exploring. Don't put off exploring this city any longer. The ultimate Oakdale vacation is only a few clicks away with Expedia.
The Latest Oakdale vacation packages
Price found within the past 48 hours. Click for updated prices.
Prospect Berkshires
$1,393
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Albany (ALB)
9.8/10 Exceptional! (40 reviews)
It was beautiful but quite expensive. There was no housekeeping included so trash was not picked up and the breakfasts were grossly overpriced!
Reviewed on Aug 19, 2026
Stay near popular Oakdale attractions
Oakdale Beach
7.4/10 (3 reviews)
Why not spend a lazy afternoon at Oakdale Beach during your trip to Oakdale?
Oakdale Hotel Deals
Pocketbook Hotel and Bath
549 Washington Street Hudson NY
Fully refundableReserve now, pay when you stay
$240 nightly
$271 total
Sep 1 - Sep 2
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$209 nightly
$226 total
Sep 7 - Sep 8
Total with taxes and fees
AutoCamp Catskills
882 NY-212 Saugerties NY
$179 nightly
$200 total
Sep 17 - Sep 18
Total with taxes and fees
9/10 Wonderful! (548 reviews)
"Wonderful experience!"
Reviewed on Aug 19, 2026
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 Oakdale Vacation Packages
Oakdale Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 8,100 |
Top Sights | Max and Lillian Katzman Theater, Oakdale Beach and High Falls Trail |
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Frequently asked questions
How much does an Oakdale vacation package cost?
You'll find cheap prices from $575 on Expedia for your Oakdale break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Oakdale costs.
What are the cheapest months to go to Oakdale?
If you're hoping to score a cheap Oakdale vacation package, consider traveling in June, September and October. You'll typically find better rates on flights and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Oakdale?
Typically, a handful of days is enough to explore the main sights during your Oakdale vacation. However, if you'd like to have more time to rest or take day trips, think about extending your trip.
How to find the best Oakdale package deals?
Begin your search for an Oakdale package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Oakdale package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oakdale getaway off to a flying start.
Is it cheaper to book an Oakdale vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can tailor your Oakdale escape to match your exact style. Choose 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 Oakdale?
If you've got your Oakdale vacation dates locked in, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Oakdale vacation packages?
Set off on your ideal getaway to Oakdale with help from our Book Now, Pay Later vacations. No need to save up or hold off until the next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
