Wheeling Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

Wheeling Hotel Deals

Super 8 by Wyndham Chillicothe

Super 8 by Wyndham Chillicothe

2 out of 5
580 Business Old Highway 36 E Chillicothe MO
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $90 total per night from Feb 8 to Feb 9
$90 total
Feb 8 - Feb 9
Total with taxes and fees
6.6/10 (516 reviews)
Nice place to stay

Reviewed on Jan 28, 2026

Super 8 by Wyndham Chillicothe
Best Western Brookfield

Best Western Brookfield

2.5 out of 5
28622 Highway 11 Brookfield MO
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $136 total per night from Feb 18 to Feb 19
$136 total
Feb 18 - Feb 19
Total with taxes and fees
8.8/10 Excellent! (300 reviews)
Very clean room with comfortable beds and very friendly staff. An enjoyable stay at a very reasonable cost.

Reviewed on Jan 1, 2026

Best Western Brookfield
Cobblestone Inn & Suites - Trenton

Cobblestone Inn & Suites - Trenton

2 out of 5
2900 Hoover Drive Trenton MO
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $152 total per night from Feb 5 to Feb 6
$152 total
Feb 5 - Feb 6
Total with taxes and fees
8.8/10 Excellent! (308 reviews)
Staff adequate not friendly but helpful V

Reviewed on Jan 10, 2026

Cobblestone Inn & Suites - Trenton
See all 47 properties in Wheeling
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.

Find the Best Wheeling Vacation Packages

Wheeling Essential Information

Language
English
Currency
U.S dollars
Top Sights
Daryl Danner Memorial Park, Green Hills Golf Course and Chillicothe Country Club

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Wheeling vacation package cost?
You'll find cheap prices on Expedia for your Wheeling escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Wheeling costs.
What are the cheapest months to go to Wheeling?
You can generally find lower rates and better availability in April, October and December. Explore our cheap Wheeling vacation packages and you could get some great off-season discounts.
How many days is enough for Wheeling?
With a well-planned itinerary, you can easily visit the most popular Wheeling sights in a handful of days. But if you prefer to discover hidden spots or take day trips, think about booking your Wheeling vacation for longer.
How to find the best Wheeling package deals?
Use Expedia's filter tool to help you find some terrific Wheeling package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Wheeling package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Wheeling vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations individually. Better still, you can tailor your Wheeling escape to fit your exact needs. Choose 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 Wheeling?
Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Wheeling vacation.
Does Expedia offer Book Now, Pay Later Wheeling vacation packages?
Jet off on your dream getaway to Wheeling with our Book Now, Pay Later vacations. No need to save like crazy or hold off until the next payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.