Wheelwright Vacation Packages

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  • 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

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Wheelwright Hotel Deals

The Landmark Hotel

The Landmark Hotel

3.5 out of 5
190 S Mayo Trail Pikeville KY
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Aug 7 to Aug 8
CA $125
CA $143 total
Aug 7 - Aug 8
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"The pool was nice,staff were great clean room and certainly had good air conditioning"

Reviewed on Jul 15, 2026

The Landmark Hotel
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Langley KY
9.8/10 Exceptional! (19 reviews)
"Our large family spent an extended weekend over the 4th of July 2026, especially enjoying the swimming pool, theater and game rooms. The whole house was amazing with many unique arrangements, bedrooms, and decorations. The well equipped kitchen worked out well as we prepared most meals. Our last ..."

Reviewed on Jul 11, 2026

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Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Hampton Inn Pikeville

Hampton Inn Pikeville

2.5 out of 5
831 Hambley Blvd Pikeville KY
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Jul 26 to Jul 27
CA $192
CA $220 total
Jul 26 - Jul 27
includes taxes & fees
9.4/10 Exceptional! (595 reviews)
"Great hotel!! Location, location, location!"

Reviewed on Jul 6, 2026

Hampton Inn Pikeville
See all 45 properties in Wheelwright
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 a Wheelwright vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Wheelwright costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Wheelwright?
January, February and June are great times to search for cheap Wheelwright vacation packages. Choosing to travel in quieter months means you can generally find better prices on accommodations and flights.
How many days is enough for Wheelwright?
Usually, a handful of days is enough to visit the top attractions during your Wheelwright vacation. But if you prefer to have some time to unwind or take day tours, consider extending your itinerary.
How to find the best Wheelwright package deals?
Start your search for a Wheelwright package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Wheelwright package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Wheelwright escape underway.
Is it cheaper to book a Wheelwright vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can personalize your Wheelwright getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Wheelwright?
Secure amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Wheelwright vacation.
How to plan a trip to Wheelwright?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Wheelwright.
  2. Set a budget: Factor in costs such as flights, meals and transportation when working out how much to put aside for your trip to Wheelwright. Then, select a property that fits your budget, whether that's an economical stay or a lavish retreat.
  3. Work out your trip length: Consider how much time you want to spend exploring Wheelwright. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, lock in the ideal Wheelwright 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.