Highland Vacations from $406

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The Latest Highland vacation packages

Price found within the past 48 hours. Click for updated prices.
50 Lincoln Short North B&B

50 Lincoln Short North B&B

3.5 out of 5
Downtown Columbus
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Columbus (CMH)
10/10 Exceptional! (519 reviews)
The room was spacious and clean. It was almost the size of an efficiency apartment. Nicely appointed. Great value.

Reviewed on Jul 2, 2025

DogHouse Columbus

DogHouse Columbus

2.5 out of 5
Save 100% on your flight
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
New York (LGA) to Columbus (CMH)
9.6/10 Exceptional! (1,001 reviews)
This was our second time staying at the Dog House. Our first time was about three years ago and everything exceeded our expectations. This time everything was still very good but it isn’t as clean in the hallways and stairways as it was last time and the room had a strong smell of deodorizer that gave m

Reviewed on Jul 7, 2025

Residence Inn by Marriott Columbus Downtown

Residence Inn by Marriott Columbus Downtown

3 out of 5
Downtown Columbus
Save 100% on your flight
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Columbus (CMH)
8.8/10 Excellent! (754 reviews)
Nice location, friendly staff. Pull out bed had lots of stains on the mattress, pretty gross. Our HVAC was extremely loud and hindered sleep, but not much to do about that in realtime. Hotel met the needs.

Reviewed on Jun 27, 2025

Town St Medical Lofts

Town St Medical Lofts

2.5 out of 5
Downtown Columbus
per person
Aug 29 - Aug 31
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Columbus (CMH)
9.6/10 Exceptional! (14 reviews)
Very good apartment, easy and flexible check-in

Reviewed on Mar 16, 2025

Courtyard by Marriott Easton-Columbus

Courtyard by Marriott Easton-Columbus

3 out of 5
Easton
Save 100% on your flight
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
New York (LGA) to Columbus (CMH)
8.8/10 Excellent! (649 reviews)
We enjoyed our stay and would stay there again. The staff were friendly and professional. The property and room were clean and invitin.

Reviewed on Jul 5, 2025

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Highland Hotel Deals

General Denver Hotel
General Denver Hotel
2 out of 5
81 W Main St, Wilmington, OH
Fully refundable
$131 nightly
The price is $148 total per night from Jul 9 to Jul 10
$148 total
Jul 9 - Jul 10
Total includes taxes and fees
8.8/10 Excellent! (124 reviews)
A Great Place to Stay in Wilmington
"Was pleasantly surprised how nice this place was. The staff was very helpful, and the restaurant had excellent food. It was only 4 miles from the World Equestrian Center and the Catholic Church was right across the street. I'm planning on staying there again next time I come back."

Reviewed on Jul 7, 2025

General Denver Hotel
Holiday Inn Wilmington by IHG
Holiday Inn Wilmington by IHG
3 out of 5
123 Gano Rd, Wilmington, OH
Fully refundable
$116 nightly
The price is $132 total per night from Jul 13 to Jul 14
$132 total
Jul 13 - Jul 14
Total includes taxes and fees
9/10 Wonderful! (577 reviews)
"Nice property."

Reviewed on Jul 1, 2025

Holiday Inn Wilmington by IHG
Holiday Inn Express Wilmington by IHG
Holiday Inn Express Wilmington by IHG
2.5 out of 5
155 Holiday Dr, Wilmington, OH
Fully refundable
$153 nightly
The price is $173 total per night from Jul 13 to Jul 14
$173 total
Jul 13 - Jul 14
Total includes taxes and fees
8.8/10 Excellent! (412 reviews)
"Shower curtain liner needs replacing, mold smell, room 201"

Reviewed on Jun 24, 2025

Holiday Inn Express Wilmington by IHG
See all 118 properties in Highland
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 Highland Vacation Packages

Highland Essential Information

Language
English
Currency
U.S dollars
Top Sights
Rocky Fork Lake State Park, Dark Woods Outdoor Theatre and Hillsboro Elks Country Club

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Frequently asked questions

How much does a Highland vacation package cost?
Offering excellent value package deals from $406 on Expedia, you'll be surprised at how little a vacation to Highland costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Highland?
January, March and September are the best times to look for cheap Highland vacation packages. Choosing to travel in quieter months means you can usually find better prices on flights and accommodations.
How many days is enough for Highland?
With a well-organized travel plan, you can easily hit the most popular Highland sights in a few days. But if you'd like to venture off the beaten track or take day trips, consider booking your Highland vacation for longer.
How to find the best Highland package deals?
Start your search for a Highland package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Highland package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Highland getaway off to a flying start.
Is it cheaper to book a Highland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations separately. Better still, you can personalize your Highland getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Highland?
Land amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Highland adventure.
Does Expedia offer Book Now, Pay Later Highland vacation packages?
Secure your dream getaway to Highland with help from our Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next paycheck --- we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.