Upward Vacations from $765

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Your Upward Vacation

When you book a vacation package to Upward, you can relax and enjoy your break knowing that all your travel arrangements are in order. Discover the charms of this amazing city while based in a neighborhood like Hyman Heights Historic District, which is great for history. Flat Rock Playhouse, Carl Sandburg Home National Historic Site and Connemara are just some of the many sights you'll want to check out during your trip to Upward. Stop daydreaming and start doing. Explore the multitude of options on Expedia today and put your Upward vacation plans into action!

The Latest Upward vacation packages

Price found within the past 48 hours. Click for updated prices.
TownePlace Suites by Marriott Asheville West

TownePlace Suites by Marriott Asheville West

3 out of 5
West Asheville
Price was $1,332, price is now $765 per person
$765
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Asheville (AVL)
9/10 Wonderful! (137 reviews)
This hotel was a welcome respite after a beautiful day at Smoky Mtn National Park. The staff welcomed us in, and our room was classy, well appointed, quiet and clean. Area restaurant choices were numerous.

Reviewed on Oct 4, 2025

Kimpton Hotel Arras by IHG

Kimpton Hotel Arras by IHG

4 out of 5
Downtown Asheville
Price was $1,677, price is now $912 per person
$912
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Asheville (AVL)
9.6/10 Exceptional! (1,015 reviews)
Friendly staff, clean facilities.

Reviewed on Nov 11, 2025

Blind Tiger Asheville

Blind Tiger Asheville

4 out of 5
North Downtown
Price was $1,725, price is now $974 per person
$974
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Asheville (AVL)
9.2/10 Wonderful! (221 reviews)
Beautiful B&B in awesome location. Breakfast was self service and disappointing

Reviewed on Aug 17, 2025

Grand Bohemian Lodge Asheville, Autograph Collection®

Grand Bohemian Lodge Asheville, Autograph Collection®

4.5 out of 5
Biltmore Village
Price was $1,906, price is now $1,090 per person
$1,090
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Asheville (AVL)
9.2/10 Wonderful! (879 reviews)
When you take a getaway for a special weekend, I highly recommend the grand Bohemian Asheville the staff the accommodations. Everything was top-notch. The food was exquisite. They even had an amenity waiting for our dog, a beautiful bed, dog bowls, a little kerchief, and she was treated just like a Vip. Ms. Bennett, Juliana the red stag grill Alicia everyone treated us like we were VIP’s.

Reviewed on Nov 4, 2025

Cedar Crest Inn

Cedar Crest Inn

3.5 out of 5
Kenilworth
Price was $1,477, price is now $851 per person
$851
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Asheville (AVL)
9.4/10 Exceptional! (363 reviews)
Clean. Comfortable. Great breakfast. Very close to The Biltmore Estate and convenient to shopping and restaurants.

Reviewed on Nov 7, 2025

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Discover the most popular places to visit in Upward

Carl Sandburg's wife raised award winning and record setting dairy goats. At one time she had a herd of over 200. The National Park Service maintains a herd of about 30 that are direct descendants from the original herd.

Carl Sandburg Home National Historic Site

Find out about the history of Flat Rock with a stop at Carl Sandburg Home National Historic Site. Wander the lakeside or discover the area's mountain views.

Carl Sandburg Home National Historic Site

Flat Rock Playhouse

Enjoy a show at Flat Rock Playhouse, a theater with a story to tell in Flat Rock. Discover the mountain views while you're in the area.

Flat Rock Playhouse

Bonclarken Conference Center

Learn about the events happening at Bonclarken Conference Center during your trip to Flat Rock. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Bonclarken Conference Center

What to do in Upward

DuPont Forest: Private Coffee Hike® to Three Waterfalls

DuPont Forest: Private Coffee Hike® to Three Waterfalls

$265
per traveler
DuPont Forest: Private Coffee Hike® to Three Waterfalls
See all activities in Upward

Upward Hotel Deals

Hampton Inn Hendersonville

Hampton Inn Hendersonville

2.5 out of 5
155 Sugarloaf Rd, Hendersonville, NC
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Nov 30 to Dec 1
$98 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Room was a good temperature.

Reviewed on Nov 8, 2025

Hampton Inn Hendersonville
Wingate by Wyndham Fletcher at Asheville Airport

Wingate by Wyndham Fletcher at Asheville Airport

2.5 out of 5
31 Airport Park Rd, Fletcher, NC
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $83 total per night from Nov 30 to Dec 1
$83 total
Nov 30 - Dec 1
Total with taxes and fees
8.4/10 Very Good! (1,091 reviews)
They’re friendliness of the staff

Reviewed on Nov 7, 2025

Wingate by Wyndham Fletcher at Asheville Airport
Clarion Inn Asheville Airport

Clarion Inn Asheville Airport

2.5 out of 5
550 Airport Road, Arden, NC
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Nov 23 to Nov 24
$90 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
Excellent staff and breakfast. Nice hotel layout. The bed was super comfortable. The bathtub had a bit of mildew and the lap shades were needed replacing. I would stay here again as it is right beside the airport and they have a complimentary shuttle there.

Reviewed on Nov 8, 2025

Clarion Inn Asheville Airport
See all 2,740 properties in Upward
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 Upward Vacation Packages

Upward Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Greenville-Spartanburg Intl. Airport (GSP)
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Flat Rock Playhouse, Carl Sandburg Home National Historic Site and Connemara

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Frequently asked questions

How much does an Upward vacation package cost?
Offering excellent value package deals from $765 on Expedia, you'll be surprised at how little a vacation to Upward costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Upward?
You can typically find reduced prices and better availability in June, November and December. Take a look at our cheap Upward vacation packages and you could get some excellent off-season deals.
How many days is enough for Upward?
With a well-organized travel plan, you can easily hit the top Upward sights in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Upward vacation for longer.
How to find the best Upward package deals?
Begin your search for an Upward package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Upward package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Upward escape underway.
Is it cheaper to book an Upward vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Upward vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Upward?
If you're considering a spur-of-the-moment Upward adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Upward vacation packages?
Secure your dream getaway to Upward with help from our Book Now, Pay Later vacations. No need to save like crazy or wait for the next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up cheap deals before they sell out.

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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.