Ashland Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Ashland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Oklahoma City Downtown Hotel

Sheraton Oklahoma City Downtown Hotel

4 out of 5
Downtown Oklahoma City
Price was CA $931, price is now CA $821 per person
CA $821
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Oklahoma City (OKC)
9.2/10 Wonderful! (1,502 reviews)

The Douillet by Demeure Hotels

The Douillet by Demeure Hotels

2.5 out of 5
Central Oklahoma City
Price was CA $1,036, price is now CA $866 per person
CA $866
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oklahoma City (OKC)
7.8/10 Good! (1,006 reviews)
I am a regular here whenever I am in okc. Clean room and great staff. Breakfast is adequate for me.

Reviewed on Oct 28, 2026

Wingate by Wyndham Oklahoma City/Airport

Wingate by Wyndham Oklahoma City/Airport

3 out of 5
West End Corridor
Price was CA $1,058, price is now CA $920 per person
CA $920
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oklahoma City (OKC)
6.2/10 (1,544 reviews)

FairBridge Inn And Suites Will Rogers Airport, Restaurant & Bar

FairBridge Inn And Suites Will Rogers Airport, Restaurant & Bar

3 out of 5
Central Oklahoma City
Price was CA $1,182, price is now CA $1,061 per person
CA $1,061
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oklahoma City (OKC)
8/10 Very good! (153 reviews)
很好

Reviewed on Oct 28, 2026

Staybridge Suites Oklahoma City Airport by IHG

Staybridge Suites Oklahoma City Airport by IHG

3 out of 5
Central Oklahoma City
Price was CA $1,242, price is now CA $1,120 per person
CA $1,120
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Oklahoma City (OKC)
8/10 Very good! (401 reviews)
Everything was good, but Bathroom could be better. Handicap accessible room but tub was “up and over” with a step. Not enough plug ins or lights in the bathroom.

Reviewed on Oct 23, 2026

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Ashland Hotel Deals

Candlelight Inn & Suites Hwy 69 near McAlester

Candlelight Inn & Suites Hwy 69 near McAlester

2 out of 5
8241 South US Highway 69 McAlester OK
Fully refundable
The price is CA $85 per night from Nov 29 to Nov 30
CA $85
CA $99 total
Nov 29 - Nov 30
includes taxes & fees
9/10 Wonderful! (737 reviews)
"Location was optimal, directly off the highway.Staff was friendly and accomidated a late check in for us. Room was very clean, and well maintained. Continental breakfast was minimal. Waffles, cereal, fruit, boiled eggs...no meat."

Reviewed on Oct 24, 2026

Candlelight Inn & Suites Hwy 69 near McAlester
HiWay Inn Express Kiowa Hwy 69

HiWay Inn Express Kiowa Hwy 69

2 out of 5
901 Garfield Ave Kiowa OK
Fully refundableReserve now, pay when you stay
The price is CA $65 per night from Oct 30 to Oct 31
CA $65
CA $82 total
Oct 30 - Oct 31
includes taxes & fees
HiWay Inn Express Kiowa Hwy 69
Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.

Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.

Allen OK
The price is CA $195 per night from Oct 30 to Oct 31
CA $195
CA $234 total
Oct 30 - Oct 31
includes taxes & fees
Beautiful cozy rustic cedar cabin located close to Rocky Top Winery.
See all 23 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Ashland vacation package cost?
Offering excellent value package deals from CA $821 on Expedia, you'll be pleasantly surprised at how much a vacation to Ashland costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Ashland?
You can usually find lower prices and better availability in January, February and November. Take a look at our cheap Ashland vacation packages and you could score some great off-season discounts.
How many days is enough for Ashland?
Generally, a handful of days is enough to see the major sights during your Ashland vacation. But if you'd like to have time to unwind or go on day tours, think about extending your trip.
How to find the best Ashland package deals?
Finding a cheap Ashland package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Ashland package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Ashland vacation as a package?
You can enjoy significant savings on your Ashland break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Ashland?
Land amazing discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Ashland trip.
How to plan a trip to Ashland?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Ashland.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to experiences and flights. Your hotel will likely be the largest expense during your trip to Ashland.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Ashland. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, book the right Ashland vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.