Shenandoah Valley Vacation Packages

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Your Shenandoah Valley Vacation

Set off on your next adventure with a Shenandoah Valley vacation package, and leave relaxed knowing all the details have been taken care of. Plus with the ability to customize your escape, it'll be one to remember. With so much to see on a trip to Shenandoah Valley, it can be hard to know where to begin. Kick off your journey in Charlottesville at Monticello and Downtown Mall — two popular attractions here. Another great city worthy of a spot on your itinerary is Roanoke. Don't miss Berglund Centre and Valley View Mall. Whether you're planning to travel for a couple of days or a couple of weeks, Expedia are here to help you tailor-make your next dream Shenandoah Valley vacation.

Top Shenandoah Valley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Phoenix Park Hotel
Sofitel Washington DC Lafayette Square
Kellogg Conference Hotel at Gallaudet University
Club Quarters Hotel in Washington DC
Tysons Corner Marriott

Where to stay in Shenandoah Valley

Find the best Shenandoah Valley areas and neighborhoods for the activities you enjoy most. Learn more about Shenandoah Valley

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Shenandoah Valley Hotel Deals

Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Jul 26 to Jul 27
CA $123
CA $139 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Overall great experience - with that said their computer system wasnt working right. I was charged for the room twice (over and above the already charged payment from Expedia) and also a $100 security deposit. I brought it up the next day and it was immediately corrected. Nice hotel, good local, ..."

Reviewed on Jun 24, 2026

Spark by Hilton Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Jul 5 to Jul 6
CA $120
CA $133 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (985 reviews)
"Great overnight stay with the family. The rooms were clean and comfortable, and the kids absolutely loved the breakfast spread. I would recommend staying here if you're in the area or just passing through."

Reviewed on Jun 26, 2026

TRU By Hilton Winchester
Hyatt Place Harrisonburg

Hyatt Place Harrisonburg

3 out of 5
1884 EVELYN BYRD AVE Harrisonburg VA
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jul 10 to Jul 11
CA $180
CA $202 total
Jul 10 - Jul 11
includes taxes & fees
9.6/10 Exceptional! (1,386 reviews)
"They don’t clean the room everyday. I found there were many people looking for trashbags because the trash cans are full and they had to put it outside of their door. The pillows weren’t great. Otherwise, staff is great and it was a nice room."

Reviewed on Jun 25, 2026

Hyatt Place Harrisonburg
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.

Stay near popular Shenandoah Valley attractions

What to do in Shenandoah Valley

Frequently asked questions

Can I cancel my flight booking to Shenandoah Valley due to COVID-19?
In response to these difficult times, many carriers are offering more flexibility. Head to our Customer Service Portal to find information about amending or canceling your Shenandoah Valley flight due to COVID-19.
What's the best way to find cheap flights to Shenandoah Valley that have flexible change policies?
We know that plans can change from one day to the next, so booking a flexible airfare with Expedia makes good sense. Simply tick the "No change fee" box underneath the "Flexible change policies" filter. Your affordable, flexible flight to Shenandoah Valley is only a few clicks away.
What are some of the general tips for travelers to Shenandoah Valley during the COVID-19 outbreak?
In the face of COVID-19, traveling now comes with a few additional challenges. Keep in mind these handy tips before jumping on your plane to Shenandoah Valley:
  • Research if any travel restrictions apply to your destination and origin before booking anything. Also check if there are any requirements you'll need to follow on arrival, such as health testing.
  • Requirements state that you must wear a face mask at the airport, even at screening checkpoints. Be ready to lower your mask for ID verification when asked by a TSA officer.
  • Instead of handing a TSA agent your boarding pass, position it straight on the reader yourself. Once that's done, hold it up for inspection.
  • One liquid hand sanitizer container is now allowed in your carry-on bag. It must not be larger than 12 oz (350 ml), and you'll need to take it out of your bag for X-ray scanning.
  • Empty your personal items from your pocket, such as your wallet and phone, and place them in your carry-on instead of the bins. This will reduce handling during the screening process.
  • If you want to take food on board, place it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to handle your food container or carry-on bag for inspection.

Which airlines fly to Shenandoah Valley?
Secure your airfare with American Airlines and then begin working on your Shenandoah Valley to-do list. This well-known airline provides 238 flights each month to Charlottesville-Albemarle Airport (CHO), a main gateway.
How can I find cheap tickets to Shenandoah Valley?
One of the easiest ways to get a hold of cheap tickets to Shenandoah Valley is to be flexible with your dates. Search for your flights, then click "flexible dates" above the results. It will reveal the cheapest prices for nearby days. The best price for a flight to Shenandoah Valley in the last seven days was . Booking well ahead will usually help you get an even better deal.
How much is a flight to Shenandoah Valley?
In the last seven days, return flights to Shenandoah Valley sold for as little as and reached a maximum price of . For one-way trips out of (), the lowest amount paid during this time was just .
What are the most popular airports to fly into in Shenandoah Valley?
Book your flight to Charlottesville-Albemarle Airport (CHO) and sample all that Shenandoah Valley has to offer. As the region's main entry point, about 434 flights land here every month.
When is the cheapest time to fly to Shenandoah Valley?
If you're not set on what day you jet off to Shenandoah Valley, fly out early in the week. The most economical day to take off is usually Tuesday, followed closely by Monday. Saturday is typically the costliest day, with lots of vacationers choosing to fly on the weekend.
How much is a plane ticket to Shenandoah Valley?
Airfares to Shenandoah Valley varied from to in the last seven days. Usually, the sooner you make a reservation, the better the price.
Which airlines with flights to Shenandoah Valley employ COVID-19 cleanliness policies?
As people take to the skies again, most airlines have implemented social distancing and other vital actions to reduce the spread of COVID-19. Here are just a few examples:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.