Woolwine Vacations from $422

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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.
The West End Flats

The West End Flats

4.5 out of 5
West End
Price was $641, price is now $422 per person
$422
per person
Feb 27 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Roanoke (ROA)
9.6/10 Exceptional! (70 reviews)
Everything was perfect and actually more than what we expected. We had been in the area had booked a room at a hotel but then we heard about West End Flats, we checked it out and we were very impressed. On the other hand, we had booked a hotel online and not really satisfied with it. We are, ordinary people, but we still like a room that is clean and does not have a horrible smell.It's just we had booked it in already checked in. It was too late to get reimbursement. It was worth the one time loss. You cannot compare the two places.We decided to stay and plan to go back in the future. Since our stay was only one night they probably had way more than we actually needed. Full kitchen, bathroom, living room and bedroom. We hope that will be available for us in the future. Please don't take our spot.Thank you very much. I was only allowed a five star rating, but this place is 10+++.

Reviewed on Dec 31, 2025

The Liberty Trust

The Liberty Trust

4 out of 5
Downtown Roanoke
Price was $825, price is now $663 per person
$663
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Providence (PVD) to Roanoke (ROA)
9.2/10 Wonderful! (1,275 reviews)
Beautiful and considerate

Reviewed on Jan 16, 2026

Hampton Inn & Suites Roanoke Airport

Hampton Inn & Suites Roanoke Airport

2.5 out of 5
Roundhill
Price was $684, price is now $563 per person
$563
per person
Feb 27 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Roanoke (ROA)
8.4/10 Very Good! (1,001 reviews)
Friendly atmosphere

Reviewed on Dec 23, 2025

avid hotel Salem by IHG

avid hotel Salem by IHG

2.5 out of 5
Price was $558, price is now $465 per person
$465
per person
Feb 27 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Roanoke (ROA)
9.4/10 Exceptional! (1,000 reviews)
Great location, great staff and super clean.

Reviewed on Jan 15, 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
$436 nightly
The price is $490 total per night from Jan 29 to Jan 30
$490 total
Jan 29 - Jan 30
Total with taxes and fees
9/10 Wonderful! (25 reviews)
The resort is an experience. The staff were helpful and genuine.

Reviewed on Nov 9, 2025

The Lodge at Primland, Auberge Collection
Comfort Inn Martinsville

Comfort Inn Martinsville

3 out of 5
378 Commonwealth Blvd W Martinsville VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Jan 25 to Jan 26
$110 total
Jan 25 - Jan 26
Total with taxes and fees
6.8/10 (625 reviews)
Nice stay

Reviewed on Dec 30, 2025

Comfort Inn Martinsville
Hotel Floyd

Hotel Floyd

2 out of 5
300 Rick Lewis Way Floyd VA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $121 total per night from Jan 18 to Jan 19
$121 total
Jan 18 - Jan 19
Total with taxes and fees
9.6/10 Exceptional! (492 reviews)
Clean, polite and helpful staff.

Reviewed on Dec 6, 2025

Hotel Floyd
See all 241 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 $422 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.