Ashland Vacations from $557

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The Latest Ashland vacation packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Springfield East

Super 8 by Wyndham Springfield East

2 out of 5
Price was $619, price is now $557 per person
$557
per person
Sep 30 - Oct 5
found 23 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Springfield (SPI)
6.2/10 (1,005 reviews)
No laundry room no pool. Ice machine wasn’t always working.

Reviewed on Aug 22, 2025

Inn at 835 Boutique Hotel

Inn at 835 Boutique Hotel

3.5 out of 5
Price was $865, price is now $745 per person
$745
per person
Sep 30 - Oct 5
found 23 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Springfield (SPI)
9.6/10 Exceptional! (602 reviews)
Staff friendly and made me comfortable during stay in a new place.

Reviewed on Aug 20, 2025

Hotel O Best Rest Inn Springfield US 36

Hotel O Best Rest Inn Springfield US 36

2.5 out of 5
Price was $659, price is now $572 per person
$572
per person
Sep 30 - Oct 5
found 23 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Springfield (SPI)
2/10 (2 reviews)
Country Inn & Suites by Radisson, Springfield Southeast

Country Inn & Suites by Radisson, Springfield Southeast

2.5 out of 5
Price was $816, price is now $713 per person
$713
per person
Sep 30 - Oct 5
found 23 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Springfield (SPI)
8/10 Very Good! (1,008 reviews)
Room door was broke. We waited about 30 minutes for the front desk clerk to figure out the loooked room issue

Reviewed on Aug 24, 2025

Villa DeWolf

Villa DeWolf

4 out of 5
Price was $1,184, price is now $1,056 per person
$1,056
per person
Sep 30 - Oct 5
found 23 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Springfield (SPI)
10/10 Exceptional! (10 reviews)
If you want the kindest hospitality, delicious breakfast and a memorable experience at a gorgeous historical home instead of a generic hotel, you must stay here!

Reviewed on Jun 22, 2025

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Ashland Hotel Deals

Hunters Delight

Hunters Delight

Ashland
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Hunters Delight
Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
2401 Holliday Ln, Jacksonville, IL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Sep 7 to Sep 8
$89 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (564 reviews)
"Nice place"

Reviewed on Aug 18, 2025

Sleep Inn & Suites
Quality Inn and Suites Springfield Southwest near I-72

Quality Inn and Suites Springfield Southwest near I-72

2.5 out of 5
3442 Freedom Dr, Springfield, IL
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $67 total per night from Sep 14 to Sep 15
$67 total
Sep 14 - Sep 15
Total with taxes and fees
7.8/10 Good! (893 reviews)
"Nice quiet"

Reviewed on Aug 25, 2025

Quality Inn and Suites Springfield Southwest near I-72
See all 53 properties in Ashland
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 Ashland vacation package cost?
You'll find cheap prices from $557 on Expedia for your Ashland escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Ashland costs.
What are the cheapest months to go to Ashland?
December, January and February are the best times to search for cheap Ashland vacation packages. Traveling in less busy periods means you can generally find reduced prices on flights and accommodations.
How many days is enough for Ashland?
With a well-planned itinerary, you can easily tick off the most popular Ashland sights in a handful of days. But if you'd like to discover hidden spots or go on day tours, consider booking your Ashland vacation for longer.
How to find the best Ashland package deals?
Landing a cheap Ashland package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add some filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most economical Ashland package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Ashland vacation as a package?
You can enjoy significant savings on your Ashland getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Ashland?
Enjoy fantastic discounts by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Ashland getaway.
Does Expedia offer Book Now, Pay Later Ashland vacation packages?
Your Ashland break is meant to be an escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've joined up with online lender Affirm to offer you 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.