Upward Vacations from $1,690
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
The Windsor Boutique Hotel
Downtown Asheville
$1,962
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Asheville (AVL)
9.8/10 Exceptional! (610 reviews)
Perfect stay for my sister and I! Downtown close to everything. Hotel had wonderful service and atmosphere! Small and quaint! Bed was very comfortable!! Having a small kitchen and washer and dryer were very helpful! The bottled water, coffee and snacks were unexpected delights!!
Reviewed on Aug 4, 2026
Grand Bohemian Lodge Asheville, Autograph Collection®
Biltmore Village
$1,875
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Asheville (AVL)
9.2/10 Wonderful! (952 reviews)
The staff were pretty incompetent and I’ve never seen a hotel that charges that much not be able to tell you where you could get flowers.
The pictures of the rooms are nowhere close to what the rooms look like and while they are gorgeous, there are no views. Except maybe of the McDonald’s outside.
This is more like a two star hotel, not a four star.
Reviewed on Aug 9, 2026
What to do in Upward
Epic Zipline Canopy Tour - The Gorge Zipline: Saluda, NC
$164
per adult
Upward Hotel Deals
The Lodge at Flat Rock
42 Mcmurray Rd Flat Rock NC
Fully refundableReserve now, pay when you stay
$115 nightly
$130 total
Aug 27 - Aug 28
Total with taxes and fees
9.8/10 Exceptional! (1,266 reviews)
"Beautiful property, very clean room, comfy bed, amazing staff and great breakfast."
Reviewed on Aug 16, 2026
Quality Inn & Suites Hendersonville - Flat Rock
111 Commercial Boulevard Flat Rock NC
Fully refundable
$77 nightly
$87 total
Sep 7 - Sep 8
Total with taxes and fees
Wingate by Wyndham Fletcher at Asheville Airport
31 Airport Park Rd Fletcher NC
Fully refundableReserve now, pay when you stay
$80 nightly
$91 total
Aug 24 - Aug 25
Total with taxes and fees
8.6/10 Excellent! (1,250 reviews)
"Easy access and a great location for the venue near the airport. Good restaurants nearby. Quiet location - even by the airport."
Reviewed on Aug 16, 2026
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 |
More vacations you might like
Frequently asked questions
How much does an Upward vacation package cost?
Offering excellent value package deals from $1,690 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.
Explore a world of travel with Expedia
- Cheap Hotels in Hendersonville
- Cheap Hotels in Asheville
- Downtown Asheville Hotels
- Chimney Rock Hotels
- Hendersonville Hotels
- Cabin Rentals in Asheville
- Pet-Friendly Hotels in Hendersonville
- Saluda Hotels
- Hotels near Biltmore Estate
- Asheville Hotels
- Extended Stay Hotels in Hendersonville
- Lake Lure Hotels
- Pet-Friendly Hotels in Asheville
- Cabin Rentals in North Carolina Mountains
- Cabin Rentals in Lake Lure
- Cabin Rentals in Hendersonville
- Brevard Hotels
- Cabin Rentals in Flat Rock
- Flat Rock Hotels
- Hotels near Asheville Regional
- Flights from Denver (DEN) to Asheville (AVL)
- Flights from New York (LGA) to Asheville (AVL)
- Flights from Hartford (BDL) to Asheville (AVL)
- Flights from Fort Myers (RSW) to Asheville (AVL)
- Flights from New York (JFK) to Asheville (AVL)
- Flights from St. Louis (STL) to Asheville (AVL)
- Flights from Baltimore (BWI) to Asheville (AVL)
- Flights from Nashville (BNA) to Asheville (AVL)
- Flights from Chicago (ORD) to Asheville (AVL)
- Flights from Knoxville (TYS) to Asheville (AVL)
- Flights from Atlanta (ATL) to Asheville (AVL)
- Flights from Houston (IAH) to Asheville (AVL)
- Flights from Greenville (GSP) to Asheville (AVL)
- Flights from Grand Rapids (GRR) to Asheville (AVL)
- Flights from Pittsburgh (PIT) to Asheville (AVL)
- Flights from Asheville Regional
- Flights from Boston (BOS) to Asheville (AVL)
- Flights from Minneapolis (MSP) to Asheville (AVL)
- Flights from Kansas City (MCI) to Asheville (AVL)
- Flights from Miami (MIA) to Asheville (AVL)
- Flights from New Orleans (MSY) to Asheville (AVL)
- Flights to Hendersonville
- Flights from Newark Liberty Intl. Airport (EWR) to Asheville (AVL)
- Flights from Washington (DCA) to Asheville (AVL)
- Flights from West Palm Beach (PBI) to Asheville (AVL)
- Flights from San Francisco (SFO) to Asheville (AVL)
- Flights from Austin (AUS) to Asheville (AVL)
- Flights from Detroit (DTW) to Asheville (AVL)
- Flights to Asheville
- Flights from Portland (PDX) to Asheville (AVL)
- Flights from Charleston (CHS) to Asheville (AVL)
- Flights from Orlando (MCO) to Asheville (AVL)
- Flights from Richmond (RIC) to Asheville (AVL)
- Flights from Raleigh (RDU) to Asheville (AVL)
- Flights from Fort Lauderdale (FLL) to Asheville (AVL)
- Flights from Charlotte (CLT) to Asheville (AVL)
- Flights from Seattle (SEA) to Asheville (AVL)
- Flights from Wilmington (ILM) to Asheville (AVL)
- Flights from Tampa (TPA) to Asheville (AVL)
- Flights from Philadelphia (PHL) to Asheville (AVL)
- Flights from Jacksonville (JAX) to Asheville (AVL)
- Flights from Los Angeles (LAX) to Asheville (AVL)
- Flights from Dallas (DFW) to Asheville (AVL)
- Green River Adventures
- Hendersonville Vacations
- House of Flags Museum
- Visit Downtown Asheville
- Chimney Rock Vacations
- Chimney Rock State Park
- Lake Lure Vacations
- Blue Ridge Mall
- Flat Rock Vacations
- Chimney Rock Gemstone Mine
- Etowah Vacations
- Carl Sandburg Home National Historic Site
- Green River Cove Tubing
- Sierra Nevada Brewing Company
- Chimney Rock Adventure Golf
- Asheville Vacations
- Fletcher Vacations
- Columbus Vacations
- Jump Off Rock
- Mills River Vacations
- Saluda Vacations
- Bonclarken Conference Center
- Bat Cave Vacations
- Hendersonville Antique Toy Museum
- Mineral and Lapidary Museum
- Elijah Mountain Gem Mine
- Needle's Eye
- Horse Shoe Vacations
- Moonshine Mountain Snow Tubing Park
- Western North Carolina Agricultural Center
- Etowah Valley Golf Club
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
