Ashland Vacation Packages
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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.
Holiday Inn Express Williamsbrg Busch Gardens Area by IHG
Price was CA $1,284, price is now CA $1,015 per person
CA $1,015
per person
Aug 23 - Aug 28
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9.2/10 Wonderful! (1,254 reviews)
The hotel bathrooms were old and not upgraded, which made them look unclean. There was also blood on the blanket, which was very concerning. The check-in experience was unpleasant because we had booked two rooms, but the hotel said only one room was under the confirmation number, and the confirmation numbers did not match the hotel’s system. We ended up having to call customer service and wait 30 minutes with three tired kids.
The breakfast items kept running out, and there were no refills for 15–20 minutes, even after asking a couple of times. The oatmeal was empty since 9:15 and was not refilled before breakfast ended at 10:00. They also usually close the kitchen door around 9:50, which is 10 minutes earlier than the scheduled closing time.
Reviewed on Jul 7, 2026
Westgate Historic Williamsburg Resort
Midtown
Price was CA $1,329, price is now CA $1,019 per person
CA $1,019
per person
Sep 25 - Sep 27
found 2 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Richmond (RIC)
8.6/10 Excellent! (1,001 reviews)
Clean property and nice pool
Reviewed on Jul 3, 2026
Kingsmill Resort
Kingsmill
Price was CA $1,675, price is now CA $1,285 per person
CA $1,285
per person
Aug 23 - Aug 28
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,010 reviews)
This resort had everything you would need that was kid, friendly pool, food and history, all in one.
Reviewed on Jul 6, 2026
Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort
Price was CA $1,358, price is now CA $1,108 per person
CA $1,108
per person
Aug 23 - Aug 28
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (457 reviews)
Fantastic stay for my family! Very comfortable.
Reviewed on Jun 30, 2026
Ashland Hotel Deals
Tru by Hilton Ashland
101 North Carter Road Ashland VA
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Jul 26 to Jul 27
CA $142
CA $165 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (1,952 reviews)
"Good basic breakfast options. Nice staff, easy parking."
Reviewed on Jul 7, 2026
Country Inn & Suites by Radisson, Ashland - Hanover, VA
11600 Lakeridge Pkwy Ashland VA
Fully refundable
The price is CA $160 per night from Aug 3 to Aug 4
CA $160
CA $192 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"The greeting from Bill in the evening and Sheila in the morning was wonderful! All the staff were helpful, friendly and did an amazing job of making sure we were comfortable and had everything we needed! The rooms were clean, bathrooms spotless and beds were comfortable. Even the couch in the suite ..."
Reviewed on Jul 5, 2026
Comfort Inn & Suites Ashland – Richmond North
80 S Cottage Green Dr Ashland VA
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Jul 19 to Jul 20
CA $113
CA $131 total
Jul 19 - Jul 20
includes taxes & fees
7.4/10 Good! (1,004 reviews)
"The hotel is excellent; the housekeeping staff is incredibly friendly and attentive, and the lady in charge of breakfast is super friendly and helpful. We had a wonderful stay and will undoubtedly return. ⭐️⭐️⭐️⭐️⭐️"
Reviewed on Jul 7, 2026
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
What to do in Ashland
Richmond Ghost Tour: Sinister Secrets of Shockoe Bottom
CA $45
per adult
90% of travellers recommend
Frequently asked questions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
