Waynesboro Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.

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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
The price is CA $134 per night from Dec 9 to Dec 10
CA $134
CA $149 total
Dec 9 - Dec 10
includes taxes & fees
9/10 Wonderful! (721 reviews)
"Don't like paying for parking."

Reviewed on Nov 9, 2026

Holiday Inn Express & Suites Waynesboro East by IHG
Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive

2.5 out of 5
640 W Broad St Waynesboro VA
Fully refundable
The price is CA $78 per night from Dec 3 to Dec 4
CA $78
CA $87 total
Dec 3 - Dec 4
includes taxes & fees
Quality Inn Waynesboro - Skyline Drive
Grey Pine Lodge

Grey Pine Lodge

494 Three Notched Mountain Hwy Waynesboro VA
The price is CA $197 per night from Nov 15 to Nov 16
CA $197
CA $220 total
Nov 15 - Nov 16
includes taxes & fees
9/10 Wonderful! (39 reviews)
"It was a very pleasant stay. The room was nice. My only complaint would be that there was no ice machine. Also if you need anything there is no staff present. Such as towels. Fortunately I was good with what I had."

Reviewed on Nov 10, 2026

Grey Pine Lodge
See all 2,392 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.
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Stay near popular Waynesboro attractions

Rockfish Gap Entrance Shenandoah

9.0/10 (233 reviews)
Enjoy the mountain views and explore Rockfish Gap Entrance Shenandoah, a lovely green space in Waynesboro. Check out the shops and top-notch restaurants in this vibrant area.
See properties

What to do in Waynesboro

Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

CA $24
per traveller
100% of travellers recommend
Shenandoah National Park Self-Guided Driving Audio Tour
Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

CA $34
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Shenandoah Lake

Blue Ridge Parkway Virginia Self-Guided Audio Tour

CA $18
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
See all activities in Waynesboro

Frequently asked questions

How much does a Waynesboro vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Waynesboro costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Waynesboro?
If you're hoping to score a cheap Waynesboro vacation package, consider planning a trip in December, January and February. You'll typically find lower prices on airfares and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Waynesboro?
Typically, a handful of days is enough to explore the major attractions during your Waynesboro vacation. However, if you'd like to have time to rest or go on day trips, think about extending your itinerary.
Is it worth booking a vacation package to Waynesboro?
Waynesboro is a good vacation destination with attractions like Rockfish Gap Entrance Shenandoah among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, a Waynesboro vacation promises fun for everyone.
How to find the best Waynesboro package deals?
Start your search for a Waynesboro package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Waynesboro package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Waynesboro getaway off to a flying start.
Is it cheaper to book a Waynesboro vacation as a package?
You can enjoy significant savings on your Waynesboro retreat by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Waynesboro?
Land fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Waynesboro escape.
How to plan a trip to Waynesboro?

  1. Choose your travel dates: The things you want to do in Waynesboro and your preferred season can help you decide when to go.
  2. Set your budget: Consider costs like flights, food and transportation when calculating how much to save for your trip to Waynesboro. Then, choose a property that matches your budget, whether that's an economical option or a lavish retreat.
  3. Decide your trip length: Consider how much time you want to spend discovering Waynesboro. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the ideal Waynesboro vacation package for you.

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