Woolwine Vacations from $854
Book a Hotel + Flight or Car together to unlock savings
Your Woolwine Vacation
With a Woolwine vacation package, say goodbye to endless planning and hello to stress-free adventure. Every detail of your escape has been taken care of before you go, so you can get on with discovering this vibrant city. Lovers Leap Scenic Overlook and Fred Clifton Park are a couple of the major attractions to explore during your trip to Woolwine. Don't delay visiting this city any longer. The perfect Woolwine vacation is a couple of clicks away with Expedia.
The Latest Woolwine vacation packages
Price found within the past 48 hours. Click for updated prices.
The Promissory Hotel
Downtown Roanoke
$854
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Roanoke (ROA)
9.6/10 Exceptional! (164 reviews)
The property is very unique as it is an historic bank from the early 1900s. They have included items from the bank in the decor. The rooms are so well constructed. Not just a mediocre rehab. Solid construction! There was a kettle instead of a coffee pot which I loved because I know it’s clean. Gloria checked me in and blessed me and my husband with a suite. It was spotless, spacious and had superior amenities. What a special place this is! I wish we could have stayed longer.
Reviewed on Oct 14, 2026
Best Western Plus Inn at Valley View
Roundhill
$947
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Roanoke (ROA)
8.2/10 Very Good! (1,003 reviews)
This establishment was very clean and that is an important aspect to me. The hotel is in a great location and offers the ability to go to many different restaurants for a good meal. The breakfast was a good ending to a great stay. Staff was very polite and helpful.
The only downfall was and it was not a bad one at all was some of the paint was peeling around the door and just needed a quick touch up.
Very pleased and enjoyed my stay. Would stay again if I was traveling through the area
Reviewed on Oct 11, 2026
Holiday Inn Express & Suites Blacksburg - University Area by IHG
Hethwood - Prices Fork
$1,417
per person
Nov 27 - Nov 29
found 3 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Roanoke (ROA)
9.2/10 Wonderful! (1,004 reviews)
Great fit for my family and close proximity
Reviewed on Oct 14, 2026
Woolwine Hotel Deals
The Lodge at Primland, Auberge Collection
2000 Busted Rock Rd Meadows Of Dan VA
$1,744 nightly
$1,958 total
Oct 19 - Oct 20
Total with taxes and fees
9/10 Wonderful! (34 reviews)
"Expedia y la propiedad no aclararon los cargos y tuve que esperar casi 1 hora a que acreditaron el total del dinero que ya había pagado por adelantado. Reserven directamente"
Reviewed on Aug 28, 2026
Comfort Inn Martinsville
378 Commonwealth Blvd W Martinsville VA
Fully refundable
$97 nightly
$109 total
Nov 15 - Nov 16
Total with taxes and fees
6.8/10 (709 reviews)
"The property was horrible, toilet didn’t flush, mold and mildew was in the bathroom and sink area, door to room didn’t lock , a lot of debris was outside the window and the shade or whatever it was didn’t work. My husband and I didn’t stay there and they still charged us for the room after saying ..."
Reviewed on Oct 13, 2026
Econo Lodge Martinsville
1755 Virginia Ave Martinsville VA
Fully refundable
$64 nightly
$71 total
Oct 21 - Oct 22
Total with taxes and fees
6.6/10 (554 reviews)
"Friendly staff, worn out facilities. Funky smell inside, cigarette and pot smell outside. Cigarette burns on tub edge and bedding. Weak water pressure in shower and toilet. Cheap place to rest for the night. Wouldn’t stay more than one night."
Reviewed on Oct 9, 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 Woolwine Vacation Packages
Woolwine Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 45ºF |
Max Temp Summer | 85ºF |
Top Sights | Fairy Stone State Park, Lovers Leap Scenic Overlook and Wood Brothers Racing Museum |
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Frequently asked questions
How much does a Woolwine vacation package cost?
Offering excellent value package deals from $854 on Expedia, you'll be thrilled with how little a vacation to Woolwine costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Woolwine?
March, August and December are great times to look for cheap Woolwine vacation packages. Traveling in less busy months means you can typically find better prices on flights and accommodations.
How many days is enough for Woolwine?
Typically, a handful of days is enough to check out the top attractions during your Woolwine vacation. But if you'd like to have time to kick back or take day tours, consider extending your itinerary.
How to find the best Woolwine package deals?
Use Expedia's filters to help you find some terrific Woolwine package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Woolwine package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Woolwine vacation as a package?
You can enjoy significant savings on your next Woolwine break by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Woolwine?
If you're considering an impromptu Woolwine getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Woolwine vacation packages?
If you're like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Woolwine vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.
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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.