Waynesboro Vacations from $878

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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.
Super 8 by Wyndham Waynesboro

Super 8 by Wyndham Waynesboro

2 out of 5
Price was $975, price is now $878 per person
$878
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Weyers Cave (SHD)
7.6/10 Good! (1,000 reviews)
The room was spotless. Everything worked. A bit dated, but very roomy and comfortable. And Waffle House is around the corner. Only minus - Confusing to access parking lot. NOTE: Cannot be accessed from the main road. You can see it, but you can't get in.

Reviewed on Jul 4, 2026

Best Western Plus Waynesboro Inn & Suites Conference Center

Best Western Plus Waynesboro Inn & Suites Conference Center

2.5 out of 5
Price was $1,218, price is now $1,058 per person
$1,058
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Weyers Cave (SHD)
8.6/10 Excellent! (1,001 reviews)
Was great till I left my hat in my room when we checked out and called later to tell them about my hat and they never called me back about it

Reviewed on Jul 6, 2026

The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

3.5 out of 5
Price was $1,208, price is now $1,071 per person
$1,071
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Weyers Cave (SHD)
9.2/10 Wonderful! (1,005 reviews)
The A/C in our room was broken…80° all night. Clearly there were A/C issues in the entire floor as the lobby on the 4th floor was hot too. Called the front desk; never offered another room. The property is very cool and historic. It was disappointing to have this issue. The rooms were beautifully decorated and well apportioned. The on site restaurant is only open for breakfast which was also frustrating.

Reviewed on Jul 8, 2026

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

2.5 out of 5
Price was $1,148, price is now $1,024 per person
$1,024
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Weyers Cave (SHD)
9/10 Wonderful! (582 reviews)
Friendly staff, very clean and updated. Good breakfast options.

Reviewed on Jul 7, 2026

Massanutten Resort

Massanutten Resort

2.5 out of 5
Price was $1,086, price is now $977 per person
$977
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Weyers Cave (SHD)
8/10 Very Good! (1,395 reviews)
Nice rooms great staff only thing things should be open longer it is summer

Reviewed on Jul 9, 2026

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Stay near popular Waynesboro attractions

Rockfish Gap Entrance Shenandoah

9.0/10 (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
$102 nightly
The price is $113 total per night from Aug 5 to Aug 6
$113 total
Aug 5 - Aug 6
Total with taxes and fees
9/10 Wonderful! (591 reviews)
"Friendly staff, very clean and updated. Good breakfast options."

Reviewed on Jul 7, 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 19 to Jul 20
$64 total
Jul 19 - Jul 20
Total with taxes and fees
7/10 Good! (1,004 reviews)
"The staff were fantastic! However the room was not very clean, holes in the walls, looked like someone burnt a hole in the floor, and smelt horrible! That being said, it was cheap and I am a firm believer that you get what you pay for."

Reviewed on Jul 5, 2026

Days Inn by Wyndham Waynesboro
Econo Lodge Waynesboro - Skyline Drive

Econo Lodge Waynesboro - Skyline Drive

2 out of 5
640 W Broad St Waynesboro VA
Fully refundableReserve now, pay when you stay
$54 nightly
The price is $60 total per night from Jul 19 to Jul 20
$60 total
Jul 19 - Jul 20
Total with taxes and fees
6.8/10 (156 reviews)
"Dog feces, indoors, in the front entryway. Hole in bathroom wall from door handle, spackle missing entirely or mold on the ceilings. It is absolutely not safe to stay here, door was messed with and jimmied during the night, but had the door barricaded, left before dawn and didn’t stay the second ..."

Reviewed on Jul 3, 2026

Econo Lodge Waynesboro - Skyline Drive
See all 2,423 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 $878 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.

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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.