Woolwine Vacations from $498

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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.
La Quinta Inn & Suites by Wyndham Roanoke Salem

La Quinta Inn & Suites by Wyndham Roanoke Salem

3 out of 5
Price was $567, price is now $498 per person
$498
per person
Sep 18 - Sep 21
found 20 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Roanoke (ROA)
9/10 Wonderful! (1,382 reviews)
Clean room

Reviewed on Jul 15, 2026

Colony House Motor Lodge

Colony House Motor Lodge

2.5 out of 5
Franklin-Colonial
Price was $802, price is now $675 per person
$675
per person
Sep 16 - Sep 20
found 20 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Roanoke (ROA)
9.8/10 Exceptional! (131 reviews)
Very clean very hospitable great location Definitely a great stay and will return again

Reviewed on Jul 15, 2026

Relax Inn By OYO Natural Bridge I-81

Relax Inn By OYO Natural Bridge I-81

2 out of 5
Price was $650, price is now $554 per person
$554
per person
Sep 16 - Sep 20
found 20 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Roanoke (ROA)
5.6/10 (169 reviews)

Natural Bridge Hotel, Trademark Collection by Wyndham

Natural Bridge Hotel, Trademark Collection by Wyndham

3 out of 5
Price was $722, price is now $636 per person
$636
per person
Sep 16 - Sep 20
found 20 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Roanoke (ROA)
7.8/10 Good! (1,006 reviews)
Great place to stay.

Reviewed on Jul 13, 2026

Wingate by Wyndham Lexington

Wingate by Wyndham Lexington

3 out of 5
Price was $690, price is now $611 per person
$611
per person
Sep 16 - Sep 20
found 20 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Roanoke (ROA)
8.4/10 Very Good! (1,007 reviews)
.

Reviewed on Jul 14, 2026

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Woolwine Hotel Deals

The Lodge at Primland, Auberge Collection

The Lodge at Primland, Auberge Collection

5 out of 5
2000 Busted Rock Rd Meadows Of Dan VA
$885 nightly
The price is $994 total per night from Jul 19 to Jul 20
$994 total
Jul 19 - Jul 20
Total with taxes and fees
The Lodge at Primland, Auberge Collection
Comfort Inn Martinsville

Comfort Inn Martinsville

3 out of 5
378 Commonwealth Blvd W Martinsville VA
Fully refundable
$116 nightly
The price is $130 total per night from Aug 10 to Aug 11
$130 total
Aug 10 - Aug 11
Total with taxes and fees
6.8/10 (677 reviews)
"It works. If not for the staff, breakfast and cost i would give a lower rating"

Reviewed on Jul 13, 2026

Comfort Inn Martinsville
Hotel Floyd

Hotel Floyd

2 out of 5
300 Rick Lewis Way Floyd VA
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $146 total per night from Jul 19 to Jul 20
$146 total
Jul 19 - Jul 20
Total with taxes and fees
9.8/10 Exceptional! (527 reviews)
"Charming and lovely!"

Reviewed on Jul 13, 2026

Hotel Floyd
See all 251 properties in Woolwine
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 $498 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.