Ashton Vacations from $425

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The Latest Ashton vacation packages

Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $638, price is now $425 per person
$425
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,008 reviews)
Le Meridian was the perfect stay for our weekend in Chicago. The restaurant and bar were a big hit. The food and staff were amazing. The location was perfectly situated on Michigan right across from Grant Park. Complimentary coffee in lobby in the morning. Everything was just perfect. We will stay here next time. PS: Valerie was so much fun. I believe she was a restaurant manager.

Reviewed on May 18, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,269, price is now $838 per person
$838
per person
Jul 31 - Aug 3
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (998 reviews)
Beautiful, clean, modern, and super convenient location. Away from the super busy, but only a few blocks walking to everything. It was perfect for our stay in Chicago!

Reviewed on May 18, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,370, price is now $924 per person
$924
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,127 reviews)
My husband and I really enjoyed staying at Hotel Riu Plaza Chicago. Staff was friendly and helpful. Hotel is very clean. Breakfast & bar is so delicious we definitely will come back. Chi Love you! Thank you so much.

Reviewed on May 19, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $950, price is now $643 per person
$643
per person
Aug 11 - Aug 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9/10 Wonderful! (474 reviews)
Minimum effort. Pleasant stay. Very quiet. Enjoyed the 8th floor common area. Service at the front desk was really great. Convenient coffee shop / bakery in the lobby.

Reviewed on May 18, 2026

Urban Chicago Oasis

Urban Chicago Oasis

2 out of 5
Lakeview
Save 100% on your flight
Price was $1,293, price is now $876 per person
$876
per person
Jul 31 - Aug 3
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
No reviews
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Ashton Hotel Deals

Home2 Suites by Hilton Dekalb

Home2 Suites by Hilton Dekalb

3 out of 5
575 S ANNIE GLIDDEN RD DeKalb IL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from May 26 to May 27
$148 total
May 26 - May 27
Total with taxes and fees
9.2/10 Wonderful! (449 reviews)
"Room and bathroom was a little small for a hotel room described as a King Suite, but it was clean and comfortable. The microwave handle was broken, but it still worked. Brenda at guest services was extremely pleasant and helpful to a guy who was visiting Dekalb for the first time. The breakfast exceeded ..."

Reviewed on May 18, 2026

Home2 Suites by Hilton Dekalb
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
$116 nightly
The price is $131 total per night from May 31 to Jun 1
$131 total
May 31 - Jun 1
Total with taxes and fees
9.4/10 Exceptional! (1,009 reviews)
"Staff was friendly and helpful and the breakfast was great!"

Reviewed on May 16, 2026

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
$68 nightly
The price is $75 total per night from May 24 to May 25
$75 total
May 24 - May 25
Total with taxes and fees
8.2/10 Very Good! (994 reviews)
"We arrived late at night. The agent was pleasant, professional and efficient. The room was comfortable and clean."

Reviewed on May 12, 2026

Super 8 by Wyndham Rochelle
See all 66 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.

Find the Best Ashton Vacation Packages

Ashton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
920

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Frequently asked questions

How much does an Ashton vacation package cost?
You'll find cheap prices from $425 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.