Woolwine Vacations from $358

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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.
Hotel Red Rose by Townhouse Covington I-64
The Omni Homestead Resort & Spa
The West End Flats
The Liberty Trust
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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 Feb 25 to Feb 26
$490 total
Feb 25 - Feb 26
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
$104 nightly
The price is $117 total per night from Feb 15 to Feb 16
$117 total
Feb 15 - Feb 16
Total with taxes and fees
6.8/10 (628 reviews)
Hotel was clean room was nice and smelt clean. Wake up call service was having a problem unable to use that service and the front door was having an issue, but the hotel was clean, and the breakfast was good

Reviewed on Jan 23, 2026

Comfort Inn Martinsville
It’s 5 O’Clock Here-Waterfront Cabin w/Hot Tub! Pet Friendly, Blue Ridge Parkway

It’s 5 O’Clock Here-Waterfront Cabin w/Hot Tub! Pet Friendly, Blue Ridge Parkway

Fancy Gap VA
$214 nightly
The price is $236 total per night from Jan 30 to Jan 31
$236 total
Jan 30 - Jan 31
Total with taxes and fees
9.8/10 Exceptional! (257 reviews)
This is a wonderful cabin! Stocked with everything. Extremely clean. Quiet. Great view of the countryside and lake. We would definitely recommend.

Reviewed on Jan 20, 2026

It’s 5 O’Clock Here-Waterfront Cabin w/Hot Tub! Pet Friendly, Blue Ridge Parkway
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 $358 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.