Woolwine Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
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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.
Top Woolwine Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Roanoke/Hollins Near I-81
Alpine Hills
CA $948
per person
Oct 16 - Oct 18
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Roanoke (ROA)
7.6/10 Good! (1,008 reviews)
Room was clean although very dated. Bed comfortable and price was reasonable with traveling with 2 dogs. Had a nice quiet night and would stay again. Breakfast was not much to write about.
Reviewed on Aug 29, 2026
The Inn at Virginia Tech and Skelton Conference Center
University
CA $1,534
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Charlottetown Alexander B. Campbell Airport (YYG) to Roanoke (ROA)
9.6/10 Exceptional! (1,212 reviews)
This is a very clean classy hotel love this place and the gym is great
Reviewed on Aug 31, 2026
Spark by Hilton Roanoke Civic Center
Gainsboro
CA $1,028
per person
Oct 16 - Oct 18
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Roanoke (ROA)
9/10 Wonderful! (359 reviews)
Pretty clean rooms with a nice, welcoming vibe. The location is great too, really close to the Roanoke Star and downtown, which made getting around very convenient.
Reviewed on Aug 30, 2026
Ready to book your vacation to Woolwine?
Woolwine Hotel Deals
The Lodge at Primland, Auberge Collection
2000 Busted Rock Rd Meadows Of Dan VA
CA $1,473
CA $1,724 total
Sep 30 - Oct 1
includes taxes & 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
Hotel Floyd
300 Rick Lewis Way Floyd VA
CA $183
CA $202 total
Sep 2 - Sep 3
includes taxes & fees
9.6/10 Exceptional! (535 reviews)
"We were very pleased with our room and surprised at how big it was. The staff was very friendly and helpful. The breakfast area was spacious and kept well stocked. We will stay here the next time we are in the area."
Reviewed on Aug 25, 2026
Comfort Inn Martinsville
378 Commonwealth Blvd W Martinsville VA
Fully refundable
CA $160
CA $179 total
Oct 1 - Oct 2
includes taxes & fees
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.
Frequently asked questions
How much does a Woolwine vacation package cost?
You'll find cheap prices from CA $948 on Expedia for your Woolwine escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Woolwine costs.
What are the cheapest months to go to Woolwine?
January, February and November are the best times to look for cheap Woolwine vacation packages. Choosing to travel in quieter periods means you can generally find better prices on flights and accommodations.
How many days is enough for Woolwine?
With a well-organized itinerary, you can easily tick off the main Woolwine sights in a handful of days. But if you'd like to discover hidden spots or go on day trips, consider booking your Woolwine vacation for longer.
How to find the best Woolwine package deals?
Begin your search for a Woolwine package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" 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 Woolwine package deal right 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 Woolwine adventure off to a flying start.
Is it cheaper to book a Woolwine 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 usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Woolwine vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Woolwine?
Secure incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Woolwine vacation.
How to plan a trip to Woolwine?
- Pick your travel dates: The things you want to do in Woolwine and your favourite season will help you decide when to get away.
- Set your budget: Factor in expenses such as flights, transportation and food when working out how much to save for your trip to Woolwine. Then, choose a property that fits your budget, whether that's an economical option or a deluxe getaway.
- Decide how many days away: Start by making a list of all the attractions and activities you want to experience in Woolwine. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Woolwine vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
