Woolwine Vacations from $411

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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.
Affordable Corporate Suites of Overland Drive

Affordable Corporate Suites of Overland Drive

2.5 out of 5
Price was $455, price is now $411 per person
$411
per person
Jul 30 - Aug 1
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Roanoke (ROA)
9.4/10 Exceptional! (328 reviews)
We enjoyed our stay. Property was located in a nice wooded residential area. Well maintained. Good value for our money. Comfortable bed and quiet surrounding. Would stay again on our next visit to the Roanoke Valley. Manager was friendly and very helpful.

Reviewed on May 18, 2026

Hillcrest Mansion Inn

Hillcrest Mansion Inn

3 out of 5
Price was $800, price is now $596 per person
$596
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Roanoke (ROA)
10/10 Exceptional! (36 reviews)
Our stay at the Hillcrest Mansion was exceptional . Very nice owner. We thoroughly enjoyed our stay. The breakfast was amazing. Highly recommend it. Beautiful mansion and great experience.

Reviewed on May 16, 2026

The Omni Homestead Resort & Spa

The Omni Homestead Resort & Spa

4 out of 5
Price was $1,277, price is now $1,003 per person
$1,003
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Roanoke (ROA)
8.6/10 Excellent! (1,004 reviews)
I love our stay! Will definitely come back!

Reviewed on May 19, 2026

Travelodge by Wyndham Low Moor Near Covington

Travelodge by Wyndham Low Moor Near Covington

2 out of 5
Price was $519, price is now $452 per person
$452
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Roanoke (ROA)
8.4/10 Very Good! (540 reviews)
Not bad, not great. But limited options in this area so this is the best you’ll get.

Reviewed on May 6, 2026

Super 8 by Wyndham Christiansburg/Blacksburg Area

Super 8 by Wyndham Christiansburg/Blacksburg Area

2 out of 5
Price was $578, price is now $528 per person
$528
per person
Jul 30 - Aug 1
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Roanoke (ROA)
6.6/10 (854 reviews)
It was ok,but a little expensive

Reviewed on May 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
$764 nightly
The price is $858 total per night from Jun 22 to Jun 23
$858 total
Jun 22 - Jun 23
Total with taxes and fees
The Lodge at Primland, Auberge Collection
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 May 24 to May 25
$146 total
May 24 - May 25
Total with taxes and fees
9.8/10 Exceptional! (518 reviews)
"We loved the Hotel Floyd. Everything about it was great!"

Reviewed on May 21, 2026

Hotel Floyd
Econo Lodge Martinsville

Econo Lodge Martinsville

2 out of 5
1755 Virginia Ave Martinsville VA
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $66 total per night from Jun 14 to Jun 15
$66 total
Jun 14 - Jun 15
Total with taxes and fees
6.4/10 (508 reviews)
"We stayed here just passing through. The beds were clean, though there were small cigarette burns on some of the sheets. The rooms were secure and the premises quiet on the Friday night we stayed. We rented 2 rooms and one of them appeared to have mildew on the vent in the bathroom. One of the rooms ..."

Reviewed on May 21, 2026

Econo Lodge Martinsville
See all 250 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 $411 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.