Ashton Vacations from $420

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The Latest Ashton vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
Save 100% on your flight
Price was $724, price is now $420 per person
$420
per person
Nov 10 - Nov 16
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,002 reviews)
⭐️⭐️⭐️⭐️⭐️ Hotel Review: Hyatt Regency Deerfield I stayed at the Hyatt Regency Deerfield from Friday to Sunday, and it was truly a wonderful experience! The rooms were cozy, spotless, and very comfortable, making it easy to relax after a busy weekend. The staff was exceptional—warm, welcoming, and attentive in every interaction. The dining facility was excellent, with both the food and service exceeding expectations. After attending the John Legend concert, returning to the hotel felt like coming to a home away from home. Kudos to the entire team at Hyatt Regency Deerfield for making the stay memorable. I’ll definitely return and highly recommend this hotel!

Reviewed on Aug 25, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $838, price is now $456 per person
$456
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Great location and room was fantastic! Only negatives were a lengthy check in and access to the outside deck was closed at 10 PM. Probably a good idea for that, but it would’ve been nice to go out there for a nightcap.

Reviewed on Aug 26, 2025

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $986, price is now $549 per person
$549
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,872 reviews)
Customer service amazing

Reviewed on Aug 24, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $989, price is now $552 per person
$552
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,831 reviews)
Staying here was nothing short of amazing thanks to this staff. They were very friendly, courteous and nice. Everyone was attentive and you can tell. They really loved working there and delivering service.

Reviewed on Aug 20, 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
Price was $864, price is now $512 per person
$512
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,084 reviews)
Right at the airport so it is convenient but it is old and needs updating

Reviewed on Aug 26, 2025

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Ashton Hotel Deals

Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road, DeKalb, IL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Sep 7 to Sep 8
$138 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (945 reviews)
"Great"

Reviewed on Aug 22, 2025

Hampton Inn DeKalb, IL
Super 8 by Wyndham Rochelle

Super 8 by Wyndham Rochelle

2 out of 5
601 E Highway 38, Rochelle, IL
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $70 total per night from Sep 1 to Sep 2
$70 total
Sep 1 - Sep 2
Total with taxes and fees
8/10 Very Good! (917 reviews)
"I have stayed in many super 8s over the years and it seems either the quality has decreased or the price has been seriously increased. This one was a very PLEASANT surprise, it was exactly what Super 8 used to be-comfortable, clean, well appointed and still reasonably priced. Also the young man at ..."

Reviewed on Aug 23, 2025

Super 8 by Wyndham Rochelle
Quality Inn & Suites Dixon near I-88

Quality Inn & Suites Dixon near I-88

2.5 out of 5
136 Plaza Dr, Dixon, IL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $101 total per night from Sep 7 to Sep 8
$101 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (574 reviews)
"The evening check-in staff were confused on how to handle my arrival, but they worked it out. The Breakfast was great and the staff that managed was excellent: the only hotel chain where I saw the attendant regularly checking/recording the food temp!!!! Pool looked great with a slide too, although ..."

Reviewed on Aug 11, 2025

Quality Inn & Suites Dixon near I-88
See all 61 properties in Ashton
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.

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Frequently asked questions

How much does an Ashton vacation package cost?
You'll find cheap prices from $420 on Expedia for your Ashton escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Ashton costs.
What are the cheapest months to go to Ashton?
November, December and January are the best times to search for cheap Ashton vacation packages. Opting to travel in less busy periods means you can usually find better prices on flights and accommodations.
How many days is enough for Ashton?
With a well-planned itinerary, you can easily tick off the main Ashton sights in a few days. But if you'd like to explore off the beaten track or go on day tours, consider booking your Ashton vacation for longer.
How to find the best Ashton package deals?
Use Expedia's filters to find some unbeatable Ashton package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Ashton package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Ashton vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays separately. Better still, you can customize your Ashton escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Ashton?
If you've got your Ashton travel dates confirmed, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Ashton vacation packages?
Your Ashton break is meant to be an escape from your busy life, not a reason for money worries. So to give you that extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.