Ruby Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Ruby Vacation Packages

Ruby Hotel Deals

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Get rates
Best Western Plus Kingston Hotel And Conference Center
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
The price is SARĀ 353 per night from Jul 19 to Jul 20
SARĀ 353
SARĀ 395 total
19 Jul - 20 Jul
includes taxes & fees
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
The price is SARĀ 567 per night from Jul 21 to Jul 22
SARĀ 567
SARĀ 642 total
21 Jul - 22 Jul
includes taxes & fees
8.2/10 Very Good! (926 reviews)
"This place is awesome. A page out of the history books. Loved the Inn and the town of Rhinebeck"

Reviewed on 16 July 2026

Beekman Arms and Delamater Inn
See all 1,752 properties in Ruby
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 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?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favorite season and the type of activities on offer will also help you decide when to visit Ruby.
  2. 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.
  3. 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.
  4. 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.