Ruby Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Ready to book your vacation to Ruby?
Ruby Hotel Deals
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
CA $171
CA $193 total
Aug 16 - Aug 17
includes taxes & fees
8.2/10 Very good! (968 reviews)
"We’ve stayed here a few times as we are parents of a college student in the area. Price is reasonable and it is always clean and easy to navigate. Highly recommend."
Reviewed on Aug 12, 2026
Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
CA $164
CA $208 total
Sep 1 - Sep 2
includes taxes & fees
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
CA $124
CA $139 total
Sep 3 - Sep 4
includes taxes & fees
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.
Frequently asked questions
How much does a Ruby vacation package cost?
You'll find cheap prices on Expedia for your Ruby getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Ruby costs.
What are the cheapest months to go to Ruby?
You can typically find lower prices and better availability in January, February and March. Explore our cheap Ruby vacation packages and you could score some excellent off-season deals.
How many days is enough for Ruby?
With a well-planned itinerary, you can easily hit the most popular Ruby attractions in a few days. But if you want to discover lesser-known spots or go on day trips, think about booking your Ruby vacation for longer.
How to find the best Ruby package deals?
Start your search for a Ruby package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Ruby package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Ruby adventure off to a flying start.
Is it cheaper to book a Ruby vacation as a package?
You can enjoy significant savings on your next Ruby getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Ruby?
If you're considering a spur-of-the-moment Ruby getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Ruby?
- Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to visit Ruby.
- Budget wisely: As well as the price of your stay, you'll need to consider other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Ruby.
- Decide your trip length: Think about how much time you want to spend discovering Ruby. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Ruby vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
