Tollesboro Vacation Packages

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Top Tollesboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Ashland Downtown

Delta Hotels by Marriott Ashland Downtown

4 out of 5
Price was CA $887, price is now CA $880 per person
CA $880
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Huntington (HTS)
9.2/10 Wonderful! (591 reviews)
Nice clean hotel with a great restaurant and bar inside.

Reviewed on Jul 7, 2026

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Tollesboro Hotel Deals

Brown's Motel Aberdeen

Brown's Motel Aberdeen

2 out of 5
1055 US HWY 52 Aberdeen OH
Fully refundableReserve now, pay when you stay
The price is CA $70 per night from Jul 25 to Jul 26
CA $70
CA $78 total
Jul 25 - Jul 26
includes taxes & fees
7.4/10 Good! (291 reviews)
"Over all it was ok for the price. The hole covered with a mate by the shower as far as clean it was clean. It was smaller than I have every stayed. The bathroom sink was pretty much in yr lap while y were trying to use the toilet. The bed was very uncomfortable and very noisy. They staff was good ..."

Reviewed on Jul 17, 2026

Brown's Motel Aberdeen
Days Inn by Wyndham Maysville Kentucky

Days Inn by Wyndham Maysville Kentucky

2.5 out of 5
484 Moody Dr Maysville KY
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Jul 30 to Jul 31
CA $112
CA $125 total
Jul 30 - Jul 31
includes taxes & fees
7.2/10 Good! (448 reviews)
"Bathroom door didn't close."

Reviewed on Jul 12, 2026

Days Inn by Wyndham Maysville Kentucky
Super 8 by Wyndham Maysville KY

Super 8 by Wyndham Maysville KY

2 out of 5
550 Tucker Dr Maysville KY
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Aug 16 to Aug 17
CA $88
CA $98 total
Aug 16 - Aug 17
includes taxes & fees
7/10 Good! (446 reviews)
"This property is exactly what one would expect for the price. No frills. The morning breakfast was nice as was the coffee."

Reviewed on Jun 21, 2026

Super 8 by Wyndham Maysville KY
See all 85 properties in Tollesboro
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 a Tollesboro vacation package cost?
You can grab a vacation package to this destination from CA $880 on Expedia. But how much your vacation to Tollesboro costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Tollesboro?
January, February and November are the best times to look for cheap Tollesboro vacation packages. Choosing to travel in less busy months means you'll typically find reduced prices on hotels and flights.
How many days is enough for Tollesboro?
With a well-organized travel plan, you can easily tick off the most popular Tollesboro sights in a few days. But if you want to venture off the beaten track or take day trips, think about booking your Tollesboro vacation for longer.
How to find the best Tollesboro package deals?
Landing a cheap Tollesboro package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most economical Tollesboro package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Tollesboro vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations separately. Better still, you can personalize your Tollesboro escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Tollesboro?
Score amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Tollesboro escape.
How to plan a trip to Tollesboro?

  1. Choose when to get away: Check your calendar and get your bags packed. Your preferred season and the activities available will also help you decide when to vacation in Tollesboro.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to save for your trip to Tollesboro. Then, pick a hotel that suits your budget, whether that's an economical option or a more upscale retreat.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Tollesboro. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: After you've nailed down your dates and duration, book the ideal Tollesboro vacation package for you.

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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.