Waynesboro Vacations from $339

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Your Waynesboro Vacation

Say farewell to planning hassles and hello to a Waynesboro vacation package. With your travel details organized before you leave, you can focus on discovering every inch of this city, starting with Chestnut Springs, which is great for adventure sports, skiing and walking. If your trip to Waynesboro includes a little sightseeing, take in renowned attractions like Veritas Vineyard and Winery, Afton Mountain Vineyards and Swannanoa Palace. Browse Expedia's extensive range of travel options and start planning your ultimate vacation to Waynesboro now.

The Latest Waynesboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Massanutten Resort

Massanutten Resort

2.5 out of 5
Price was $376, price is now $339 per person
$339
per person
Sep 11 - Sep 13
found 21 hours ago
Roundtrip flight included
New York (NYC) to Weyers Cave (SHD)
8/10 Very Good! (1,380 reviews)
My son and I enjoyed our stay at your resort. The place was clean, and we enjoyed the peaceful environment. The staff at the golf course was also very friendly. Our trainer, Jason Crawford, was really nice, and my son and I enjoyed the practice. The first and second nights, we were disturbed by the guest above our condo, but when I called the lobby, the problem was resolved within minutes, and we did not encounter any disturbances for the rest of our stay. The resort is very beautiful, and we loved walking around the premises. The only downside is that if you do not have a car when you are staying at the resort, you are very limited, because the waterpark and other attractions are not within walking distance. I wish the resort had a shuttle service for guests who do not own a car. Even if you have to pay for it, because catching an Uber is out of the question. Overall, we enjoyed our stay, and my son already told me that he wants to spend Christmas at your resort.

Reviewed on Jun 25, 2026

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
Price was $450, price is now $398 per person
$398
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Weyers Cave (SHD)
8.2/10 Very Good! (1,004 reviews)
The 4th floor has a smell of vomit when you step off the elevator. The room themself were good, we stayed at a Holiday in Express in WV the room was very good.

Reviewed on Jun 18, 2026

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

3 out of 5
Price was $582, price is now $525 per person
$525
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Weyers Cave (SHD)
10/10 Exceptional! (18 reviews)
Everyone we met on staff were very helpful. This would be a lovely place for a family reunion or a private retreat. Our kids were camping about 5 miles away and we were able to enjoy both their campground and our comfortable setting.

Reviewed on Jun 26, 2026

Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
Price was $434, price is now $398 per person
$398
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Weyers Cave (SHD)
9.2/10 Wonderful! (1,443 reviews)
Clean, quiet and comfortable

Reviewed on Jun 25, 2026

Clarion Pointe Staunton East

Clarion Pointe Staunton East

2.5 out of 5
Price was $414, price is now $388 per person
$388
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Weyers Cave (SHD)
8.6/10 Excellent! (1,024 reviews)
It's clean, peaceful, out of the way, and a good value.

Reviewed on Jun 24, 2026

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Stay near popular Waynesboro attractions

Rockfish Gap Entrance Shenandoah

9.0/5 (233 reviews)
Gateway to Shenandoah National Park, this entrance station marks the southern starting point of the scenic Skyline Drive. Rangers provide maps and local insights before you embark on your Blue Ridge Mountains adventure.
See properties

What to do in Waynesboro

Shenandoah Lake

Blue Ridge Parkway Virginia Self-Guided Audio Tour

$13
per traveler
Blue Ridge Parkway Virginia Self-Guided Audio Tour
See all activities in Waynesboro

Waynesboro Hotel Deals

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

2.5 out of 5
108 Chicurel Lane Waynesboro VA
Fully refundable
$114 nightly
The price is $127 total per night from Jul 26 to Jul 27
$127 total
Jul 26 - Jul 27
Total with taxes and fees
9/10 Wonderful! (582 reviews)
"1. Air-condition : the machinery noise is extremely loud especially when the central air-conditioning system starts and rest, then starts and rest through the whole night. our unit is #506, which is the first one by the elevator and electrical room. It is not the issue of the indoor air conditioner ..."

Reviewed on Jun 23, 2026

Holiday Inn Express & Suites Waynesboro East by IHG
Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro

2 out of 5
2060 Rosser Avenue/I-64 Waynesboro VA
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $64 total per night from Jul 6 to Jul 7
$64 total
Jul 6 - Jul 7
Total with taxes and fees
7/10 Good! (1,002 reviews)
"this motel is a bit seedy. the rooms are okay, the beds were decent. The bathroom was gross. The fellow at the front desk was not helpful and we seemed to be imposing on him to simply check in!"

Reviewed on Jun 25, 2026

Days Inn by Wyndham Waynesboro
Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive

2.5 out of 5
640 W Broad St Waynesboro VA
Fully refundable
$67 nightly
The price is $75 total per night from Jul 5 to Jul 6
$75 total
Jul 5 - Jul 6
Total with taxes and fees
Quality Inn Waynesboro - Skyline Drive
See all 2,427 properties in Waynesboro
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 Waynesboro Vacation Packages

Waynesboro Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Charlottesville-Albemarle Airport (CHO)
Population
21,500
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
American Shakespeare Center, Ravens Roost Overlook and Wayne Theatre

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Frequently asked questions

How much does a Waynesboro vacation package cost?
You'll find cheap prices from $339 on Expedia for your Waynesboro escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Waynesboro costs.
What are the cheapest months to go to Waynesboro?
You're likely to find lower rates and greater availability in June, July and December. Check out our cheap Waynesboro vacation packages and you could land some great off-season deals.
How many days is enough for Waynesboro?
With a well-planned itinerary, you can easily tick off the top Waynesboro attractions in a handful of days. But if you'd like to discover hidden spots or go on day trips, think about booking your Waynesboro vacation for longer.
Is it worth booking a vacation package to Waynesboro?
It's easy to see why a Waynesboro vacation is on the to-do list of many travelers. Well-known attractions like Zeus Digital Theater are just the beginning of things to keep you busy here.
How to find the best Waynesboro package deals?
Use Expedia's filter tool to help you find some of the best Waynesboro package deals. When you start 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 look for Waynesboro package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Waynesboro vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays separately. Better still, you can customize your Waynesboro trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Waynesboro?
If you have your Waynesboro travel dates finalized, book as soon as you can to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for traveling on a whim.
How to plan a trip to Waynesboro?

  1. Pick your dates: The things you plan to do in Waynesboro and your favorite season will help you decide when to go.
  2. Plan your budget wisely: In addition to the cost of your stay, you should consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may arise during your trip to Waynesboro.
  3. Organize your Waynesboro escape with Expedia's trip planning tool: Look for and book hotels and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Waynesboro together.
  4. Decide how long to go away for: Now that you're up to speed on Waynesboro, you can figure out the perfect length of your vacation. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  5. Combine your airfare and accommodations: Once you've nailed down your dates and duration, lock in the right Waynesboro vacation package for you.
  6. Add on experiences and excursions: Take a look at our travel guide to find some fun things to do in Waynesboro in Waynesboro. Book tickets or make reservations before you go to save time and avoid the hassle of looking for activities when you arrive.

Does Expedia offer Book Now, Pay Later Waynesboro vacation packages?
Set off on your dream getaway to Waynesboro with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snag great deals before they sell out.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.