Ruby Vacations from $560
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Your Ruby Vacation
Reserve a Ruby vacation package that has everything you need and no unnecessary extras. Good for families, festivals and markets, think about staying in the neighborhood of Kingston Stockade District. Fill your itinerary with visits to Bethel Woods Museum, Opus 40 and Woodstock Music Shop, some of the things you should see during your trip to Ruby. Your perfect Ruby vacation is a few clicks away. Search flights, accommodations and more on Expedia for a trip that's tailored to suit your travel style.
The Latest Ruby vacation packages
Price found within the past 48 hours. Click for updated prices.
Eastwind Windham
$767
per person
Jan 15 - Jan 18
found 21 hours ago
Roundtrip flight included
Houston (IAH) to Hudson (HCC)
9.2/10 Wonderful! (120 reviews)
Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay.
Reviewed on Oct 20, 2026
Ruby Hotel Deals
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$169 nightly
$191 total
Nov 3 - Nov 4
Total with taxes and fees
Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
$134 nightly
$145 total
Nov 22 - Nov 23
Total with taxes and fees
Courtyard by Marriott Kingston
500 Frank Sottile Blvd Kingston NY
Fully refundableReserve now, pay when you stay
$118 nightly
$132 total
Nov 1 - Nov 2
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
"I wish the staff had more information about local restaurants and historical sites. They seemed to assume we relied on electronic data."
Reviewed on Oct 22, 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 Ruby Vacation Packages
Ruby Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Ulster Performing Arts Center, Kingston Point Beach and Walnut Beach |
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Frequently asked questions
How much does a Ruby vacation package cost?
You can pick up a vacation package to this popular destination from $560 on Expedia. But how much your vacation to Ruby costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Ruby?
If you're looking to book a cheap Ruby vacation package, consider planning a trip in November, December and January. You'll generally find better rates on accommodations and flights during these months — perfect for travelers wishing to save money.
How many days is enough for Ruby?
Typically, a handful of days is enough to tick off the main sights during your Ruby vacation. But if you'd like to have time to chill out or go on day trips, think about extending your trip.
How to find the best Ruby package deals?
Start your search for a Ruby package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Ruby package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Ruby adventure underway.
Is it cheaper to book a Ruby vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Ruby vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Ruby?
If you've got your Ruby travel dates locked in, book as early as you can to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Ruby vacation packages?
Jet off on your dream trip to Ruby with our Book Now, Pay Later vacations. There's no need to save like crazy 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 mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up cheap deals 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.
