Woolwine Vacations from $610
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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.
The Latest Woolwine vacation packages
Price found within the past 48 hours. Click for updated prices.
Red Rose Hotel
$610
per person
Nov 26 - Dec 1
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
7/10 Good! (2 reviews)
Had an issue with air conditioner. But they accommodated me with a fan. But think they should have given a discount because it was two days before air was fixed. Other than that the staff was nice. Internet was a little slow.
Reviewed on Oct 21, 2026
The Omni Homestead Resort & Spa
$1,317
per person
Dec 31 - Jan 3
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
8.6/10 Excellent! (1,002 reviews)
Rooms were clean and the kids enjoyed the pool and lazy river. The restaurants had ample choices. Overall a great family getaway.
Reviewed on Oct 17, 2026
Travelodge by Wyndham Low Moor Near Covington
$631
per person
Nov 26 - Dec 1
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Roanoke (ROA)
8.2/10 Very Good! (568 reviews)
Staff always helpful and friendly! Room was a little stuffy when the air was on. Needed an air conditioning spray to get rid of the musty smell in the AC unit. No other issues
Reviewed on Oct 21, 2026
Woolwine Hotel Deals
The Lodge at Primland, Auberge Collection
2000 Busted Rock Rd Meadows Of Dan VA
$2,294 nightly
$2,576 total
Oct 28 - Oct 29
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 22 - Nov 23
Total with taxes and fees
6.8/10 (710 reviews)
"Great room and clean. The sliding front doors were out of commission and you had to open them manually. That was rough while moving luggage."
Reviewed on Oct 15, 2026
Econo Lodge Martinsville
1755 Virginia Ave Martinsville VA
Fully refundable
$68 nightly
$75 total
Oct 26 - Oct 27
Total with taxes and 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.
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 $610 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.
