Waynesboro Vacations from $378

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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.
Days Inn by Wyndham Staunton

Days Inn by Wyndham Staunton

2 out of 5
Price was $425, price is now $378 per person
$378
per person
Oct 2 - Oct 5
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Weyers Cave (SHD)
7.2/10 Good! (1,000 reviews)

Iris Inn and Cabins

Iris Inn and Cabins

4.5 out of 5
Price was $1,196, price is now $1,032 per person
$1,032
per person
Oct 2 - Oct 5
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Weyers Cave (SHD)
9.8/10 Exceptional! (12 reviews)
The view and the grounds were absolutely beautiful. The room was clean and comfortable as well, and the staff was helpful and friendly.

Reviewed on Jul 12, 2026

Massanutten Resort

Massanutten Resort

2.5 out of 5
Price was $789, price is now $696 per person
$696
per person
Oct 2 - Oct 5
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Weyers Cave (SHD)
8/10 Very Good! (1,433 reviews)

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

2.5 out of 5
Price was $587, price is now $542 per person
$542
per person
Oct 2 - Oct 5
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Weyers Cave (SHD)
9/10 Wonderful! (596 reviews)
Great spot to stay

Reviewed on Jul 24, 2026

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
Price was $513, price is now $475 per person
$475
per person
Sep 2 - Sep 5
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Weyers Cave (SHD)
8.2/10 Very Good! (1,013 reviews)
Clean room, awesome staff, amazing breakfast and dinner!

Reviewed on Jul 23, 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
$92 nightly
The price is $103 total per night from Aug 9 to Aug 10
$103 total
Aug 9 - Aug 10
Total with taxes and fees
9/10 Wonderful! (608 reviews)
"Great spot to stay"

Reviewed on Jul 24, 2026

Holiday Inn Express & Suites Waynesboro East by IHG
Best Western Plus Waynesboro Inn & Suites Conference Center

Best Western Plus Waynesboro Inn & Suites Conference Center

2.5 out of 5
109 Apple Tree Ln Waynesboro VA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $119 total per night from Aug 9 to Aug 10
$119 total
Aug 9 - Aug 10
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"It’s always refreshing when housekeeping smiles and asks if they can help with things (e.g., one volunteered to throw away a bag of trash that I was carrying). When the hardest-working hotel employees strive to make good impressions, it shows me that the hotel is well run!"

Reviewed on Jul 24, 2026

Best Western Plus Waynesboro Inn & Suites Conference Center
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 Aug 2 to Aug 3
$75 total
Aug 2 - Aug 3
Total with taxes and fees
7/10 Good! (865 reviews)
"Staff was very kind and room was clean. There were no working batteries in the tv remote, and we were right next to the utility room, so the morning was a bit loud. However, this was a last-minute stay because of fog in the mountains, and it was very easy to book and extremely affordable."

Reviewed on Jul 19, 2026

Quality Inn Waynesboro - Skyline Drive
See all 2,416 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 $378 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.