Highland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Your Highland Vacation

Prepare to experience Highland your way with a custom Highland vacation package! Discovering the treasures of this city is simpler with a base in a neighborhood such as Kenmure, which is good for golfing, among lots of other things. If a sightseeing tour is on the to-do list during your trip to Highland, visit top attractions like Lake Lanier, Campbells Covered Bridge and Poinsett Bridge. A couple of quick clicks is all it takes to create the ideal Highland vacation on Expedia.

Top Highland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Barsala At The American Spinning Mill Apartments

Barsala At The American Spinning Mill Apartments

4 out of 5
per person
Oct 2 - Oct 6
found 9 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Greenville (GSP)
8.2/10 Very Good! (29 reviews)
Great access to bike trail. No working elevator and 3 flights of stairs with luggage is a challenge.

Reviewed on Jun. 19, 2025

Grand Bohemian Lodge Greenville, Autograph Collection

Grand Bohemian Lodge Greenville, Autograph Collection

4 out of 5
Greenville Downtown
per person
Oct 2 - Oct 6
found 9 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Greenville (GSP)
9.6/10 Exceptional! (351 reviews)
The property was beautiful - a gorgeous hotel with a river view - it was on the river right by a small falls - the park was great to walk through - very tranquil - hoping they build up the neighborhood around it for more shopping and dining options - the hotel bar was great too.

Reviewed on Jul. 13, 2025

Ellison on Broad

Ellison on Broad

3 out of 5
Greenville Downtown
per person
Oct 2 - Oct 6
found 9 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Greenville (GSP)
7.6/10 Good! (4 reviews)
We enjoyed the apartment. It was confusing to find the property. The space available to park was awful. No coffee pot available but all other appliances small and large were available even an air fryer. There was only 1set of keys so due to the security features access was limited.

Reviewed on Jun. 22, 2025

Mint House Greenville - Downtown

Mint House Greenville - Downtown

4 out of 5
Greenville Downtown
per person
Oct 2 - Oct 6
found 9 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Greenville (GSP)
9.2/10 Wonderful! (682 reviews)
Great location. Have stayed here several times. Clean.

Reviewed on Jul. 11, 2025

Hyatt Place Greenville Downtown

Hyatt Place Greenville Downtown

3 out of 5
Greenville Downtown
per person
Oct 2 - Oct 6
found 9 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Greenville (GSP)
9.2/10 Wonderful! (1,005 reviews)
The staff was super helpful and friendly. Hotel was clean and well maintained. Valet service was easy.

Reviewed on Jul. 11, 2025

Ready to book your vacation to Highland?

 

Choose your dates

Highland Hotel Deals

Quality Inn & Suites Hendersonville - Flat Rock
Quality Inn & Suites Hendersonville - Flat Rock
2.5 out of 5
111 Commercial Boulevard, Flat Rock, NC
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Jul 28 to Jul 29
CA $118
CA $132 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Well maintained"

Reviewed on Jul. 10, 2025

Quality Inn & Suites Hendersonville - Flat Rock
The Lodge at Flat Rock
The Lodge at Flat Rock
3.5 out of 5
42 Mcmurray Rd, Flat Rock, NC
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Jul 28 to Jul 29
CA $147
CA $164 total
Jul 28 - Jul 29
includes taxes & fees
9.6/10 Exceptional! (1,138 reviews)
"We were very pleased. The lodge was beautiful and felt very homey. Our room was clean and lovely. The breakfast was very good, and the staff was excellent!"

Reviewed on Jul. 9, 2025

The Lodge at Flat Rock
Urban Boutique Hotel, BW Signature Collection
Urban Boutique Hotel, BW Signature Collection
2.5 out of 5
536 Wade Hampton Blvd, Greenville, SC
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Jul 28 to Jul 29
CA $104
CA $114 total
Jul 28 - Jul 29
includes taxes & fees
7.8/10 Good! (833 reviews)
"For the price, you can’t beat it."

Reviewed on Jul. 12, 2025

Urban Boutique Hotel, BW Signature Collection
See all 1,656 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

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Frequently asked questions

How much does a Highland vacation package cost?
You can grab a vacation package to this top destination from CA $1,030 on Expedia. However, how much your vacation to Highland costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Highland?
You're likely to find reduced prices and better availability in January, February and November. Check out our cheap Highland vacation packages and you could score some great off-season discounts.
How many days is enough for Highland?
Typically, a handful of days is enough to check out the main attractions during your Highland vacation. But if you prefer to have some time to relax or take day trips, think about extending your trip.
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 select a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Highland package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Highland escape underway.
Is it cheaper to book a Highland vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels separately. Better still, you can personalize your Highland getaway to fit your exact needs. Pick 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 Highland?
If you have your Highland vacation dates confirmed, book as early as you can to grab some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Highland?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Highland.
  2. Set your budget: Consider expenses like flights, meals and transportation when calculating how much to save for your trip to Highland. Then, select a property that fits your budget, whether that's an economical stay or a more upscale getaway.
  3. Work out your trip length: Think about how much time you want to spend discovering Highland. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the ideal Highland vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.