Ashton 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
Top Ashton Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk
Downtown Chicago
CA $954
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)
Very nice property. However there were loud drunk college age kids who woke us up repeatedly throughout the night at 4 to 5 am by yelling in the hallway and banging on doors over and over. They also left bags of trash in the hallway near our room. Please up your security
Reviewed on Oct 26, 2026
Ready to book your vacation to Ashton?
Ashton Hotel Deals
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
CA $148
CA $168 total
Nov 2 - Nov 3
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Our location was perfect to visit family nearby. Room and breakfast were good. Close to shopping. Had a couple maintenance items but reported to staff."
Reviewed on Oct 23, 2026
Super 8 by Wyndham Rochelle
601 E Highway 38 Rochelle IL
Fully refundableReserve now, pay when you stay
CA $94
CA $104 total
Nov 1 - Nov 2
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
"It was a good stay for the price. No real amenities, but coffee machine and Continental breakfast in the mornings. The condition of the room was ok. The tub was chipped, toilet seat very loose and about to fall off. Rust all over the door frame in the bathroom. Little rough condition overall, but ..."
Reviewed on Oct 25, 2026
Home2 Suites by Hilton Dekalb
575 S ANNIE GLIDDEN RD DeKalb IL
Fully refundableReserve now, pay when you stay
CA $167
CA $189 total
Nov 16 - Nov 17
includes taxes & fees
9.4/10 Exceptional! (507 reviews)
"Beautiful space and we really enjoyed the conveniences of a apartment. 👍"
Reviewed on Oct 21, 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.
Frequently asked questions
How much does an Ashton vacation package cost?
You'll find cheap prices from CA $770 on Expedia for your Ashton getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Ashton costs.
What are the cheapest months to go to Ashton?
January, February and November are the best times to look for cheap Ashton vacation packages. Choosing to travel in quieter periods means you can usually find better prices on hotels and flights.
How many days is enough for Ashton?
Generally, a handful of days is enough to check out the main sights during your Ashton vacation. However, if you'd like to have more time to chill out or take day tours, consider extending your itinerary.
How to find the best Ashton package deals?
Begin your search for an Ashton package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Ashton package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Ashton escape off to a flying start.
Is it cheaper to book an Ashton vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Ashton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Ashton?
If you've got your Ashton vacation dates locked in, book as soon 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 adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Ashton?
- Choose when to go: Check your diary and get packing. Your preferred season and the available activities will also help you decide when to escape to Ashton.
- Budget wisely: Besides the price of your stay, you should factor in other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that may arise during your trip to Ashton.
- Decide how long to go away for: Now that you know more about Ashton, you can figure out the right length of your break. Put together a draft plan and allocate enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Ashton vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
