Ashland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Ashland Vacation

There's lots to like about Ashland, from its lively atmosphere to its outdoorsy activities and beyond. When you're ready to spend some time in this wonderful city, our Ashland vacation packages will be just the ticket. A trip to Ashland is a great opportunity to do a bit of sightseeing. Make sure you visit well-known attractions like Kings Dominion, Randolph-Macon College and Hanover County Courthouse. A few clicks is all it takes to create your perfect Ashland vacation on Expedia.

Top Ashland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

CA $841
per person
Sep 29 - Oct 2
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9/10 Wonderful! (267 reviews)
Was terrible buzzing noise coming from another room! The staff were not able to isolate/stop the noise and barely slept whole night!

Reviewed on Aug 22, 2026

Country Inn & Suites by Radisson, Petersburg, VA

Country Inn & Suites by Radisson, Petersburg, VA

CA $966
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
7.8/10 Good! (1,010 reviews)
Americas Best Value Inn Richmond South

Americas Best Value Inn Richmond South

Bellwood
CA $910
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
6.2/10 (479 reviews)
Loud dirty no hot water but cheap you get what you pay for

Reviewed on Aug 16, 2026

Stay-Over Suites

Stay-Over Suites

CA $1,045
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
9/10 Wonderful! (1,005 reviews)
Service was great I would recommend this hotel to anyone.

Reviewed on Aug 21, 2026

Super 8 by Wyndham Chester/Richmond Area

Super 8 by Wyndham Chester/Richmond Area

CA $871
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
6.2/10 (798 reviews)

Ready to book your vacation to Ashland?

Choose your dates

Ashland Hotel Deals

Days Inn by Wyndham Ashland

Days Inn by Wyndham Ashland

806 England St Ashland VA
Fully refundableReserve now, pay when you stay
CA $85
CA $99 total
Aug 28 - Aug 29
includes taxes & fees
Days Inn by Wyndham Ashland
Comfort Inn & Suites Ashland – Richmond North

Comfort Inn & Suites Ashland – Richmond North

80 S Cottage Green Dr Ashland VA
Fully refundable
CA $118
CA $137 total
Aug 31 - Sep 1
includes taxes & fees
Comfort Inn & Suites Ashland – Richmond North
Tru by Hilton Ashland

Tru by Hilton Ashland

101 North Carter Road Ashland VA
Fully refundableReserve now, pay when you stay
CA $146
CA $169 total
Sep 13 - Sep 14
includes taxes & fees
Tru by Hilton Ashland
See all 1,072 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.

Stay near popular Ashland attractions

Randolph-Macon College

8.2/10 (78 reviews)
Explore the campus of Randolph-Macon College, during your trip to Ashland. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.
See properties

Ashland/Hanover Visitor's Center

8.4/10 (48 reviews)
After visiting Ashland/Hanover Visitor's Center, make a plan to see the other sights and activities in Ashland. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.
See properties

RED VEIN Haunted House

Enjoy an outing to RED VEIN Haunted House during your stay in Ashland. You can attend a sporting event while in the area.
See properties

Hanover Country Club

6.2/10 (17 reviews)
Enjoy a round of golf in Ashland at Hanover Country Club. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.
See properties

Banks Tennis Center

Catch an event at Banks Tennis Center during your trip to Ashland. You can attend a sporting event while in the area.
See properties

What to do in Ashland

Historic Trolley Tour

Historic Trolley Tour

CA $63
per adult
100% of travellers recommend
Historic Trolley Tour
Down in the Shokoe Bottom, the most haunted neighborhood with 350+ years of history and hauntings!

The Haunted History of Richmond tour

CA $42
per adult
The Haunted History of Richmond tour
See all activities in Ashland

Frequently asked questions

How much does an Ashland vacation package cost?
You can snap up a vacation package to this destination from CA $841 on Expedia. But how much your vacation to Ashland costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Ashland?
January, February and September are great times to search for cheap Ashland vacation packages. Opting to travel in less busy months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Ashland?
Typically, a handful of days is enough to check out the top attractions during your Ashland vacation. But if you prefer to have more time to kick back or take day tours, consider extending your itinerary.
How to find the best Ashland package deals?
Bagging a cheap Ashland package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Ashland package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book an Ashland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still get the freedom to create a personalized Ashland vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Ashland?
Land amazing discounts by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Ashland adventure.
How to plan a trip to Ashland?
  1. Choose when to go: Check your calendar and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to visit Ashland.
  2. Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to flights and activities. Your hotel will likely be the largest expense during your trip to Ashland.
  3. Set the duration of your trip: Start by listing all the attractions you'd like to get to in Ashland. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose an Ashland vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.