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.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Price was CA $1,368, price is now CA $1,023 per person
CA $1,023
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (1,845 reviews)
Staff were great! Very friendly. Setting is terrific. We loved our king bed room. Thanks!

Reviewed on May 8, 2026

Residence Inn by Marriott Alexandria Old Town South at Carlyle

Residence Inn by Marriott Alexandria Old Town South at Carlyle

3 out of 5
Eisenhower East
Price was CA $1,427, price is now CA $1,085 per person
CA $1,085
per person
Jul 14 - Jul 19
just found
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
8.8/10 Excellent! (1,003 reviews)
Hotel staff was friendly, it was easy to locate amenities, breakfast was delicious!

Reviewed on Apr 18, 2026

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Price was CA $6,540, price is now CA $4,978 per person
CA $4,978
per person
Jun 30 - Jul 7
just found
Roundtrip flight included
Calgary (YYC) to Baltimore (BWI)
9.4/10 Exceptional! (1,442 reviews)
We were welcomed with a glass of champagne or rose. Our room was comfortable and delightfully decorated, including thoughtful and useful items like an umbrella and tote bag. We ordered a quick dinner in Cafe Riggs. The portions were generous and the food was delicious. Staff was attentive and very friendly.

Reviewed on May 10, 2026

Washington Hilton

Washington Hilton

4 out of 5
Northwest
Price was CA $1,596, price is now CA $1,223 per person
CA $1,223
per person
Jul 14 - Jul 19
just found
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
8.2/10 Very Good! (1,001 reviews)
The hotel was nice, very friendly and helpful staff. The bed was comfortable and the a/c in the room worked really well. My only complaint is that you can very easily hear neighbors, definitely recommend a sound machine for sleeping (which they offer for free if you need).

Reviewed on Apr 15, 2026

Placemakr Buzzard Point

Placemakr Buzzard Point

4 out of 5
Southwest
Price was CA $1,852, price is now CA $1,421 per person
CA $1,421
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
9.2/10 Wonderful! (176 reviews)
Very nice apparent Check in was not the easiest, not clear on how to get into the building and miserable receptionist on the ground floor.. Waited to be allowed up to the 6tj floor where we checked in to the hotel Email with instructions was sent out 4 hours after check in was allowed.

Reviewed on Apr 29, 2026

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
Historic buildings in the College of William and Mary, Williamsburg, Virginia, United States.

North Downtown

1 out of top 10 points of interest in this area
5/5(1 area review)

If you're spending some time in North Downtown, Historic Court Square and Paramount Theater are top sights worth seeing.

Find hotels in North Downtown

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Shenandoah Valley Hotel Deals

Spark by Hilton Roanoke Airport

Spark by Hilton Roanoke Airport

3 out of 5
3695 Thirlane Rd Nw Roanoke VA
Fully refundableReserve now, pay when you stay
The price is CA $89 per night from May 24 to May 25
CA $89
CA $100 total
May 24 - May 25
includes taxes & fees
8.8/10 Excellent! (364 reviews)
Need ice machine on each floor it was an inconvenience to go to another floor for ice

Reviewed on May 10, 2026

Spark by Hilton Roanoke Airport
The Omni Homestead Resort & Spa

The Omni Homestead Resort & Spa

4 out of 5
7696 Sam Snead Highway Hot Springs VA
Fully refundableReserve now, pay when you stay
The price is CA $305 per night from May 25 to May 26
CA $305
CA $435 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Clean; comfortable; accommodating, friendly, professional staff.

Reviewed on May 5, 2026

The Omni Homestead Resort & Spa
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy Staunton VA
Fully refundable
The price is CA $133 per night from May 24 to May 25
CA $133
CA $148 total
May 24 - May 25
includes taxes & fees
9.2/10 Wonderful! (1,443 reviews)
Very convenient and clean. Ample parking and easy check-in and check-out.

Reviewed on May 10, 2026

Sleep Inn Staunton
See all 5,786 properties in Shenandoah Valley
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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Discover the most popular places to visit in Shenandoah Valley

Shenandoah National Park

Shenandoah National Park

Blue ridges fill your view as you gaze over the many acres of tree-covered wilderness in this peaceful Virginia park.

Shenandoah National Park
Luray Caverns

Luray Caverns

4.5/5(6 reviews)

Enjoy the mountain views and explore Luray Caverns, a lovely green space in Luray. While you're in the area, wander around the natural setting.

Luray Caverns
Empty state park beach on Smith Mountain Lake in Virginia.

Smith Mountain Lake State Park

You can take time to visit Smith Mountain Lake State Park during your travels to Huddleston. Wander the lakeside in this family-friendly area.

Smith Mountain Lake State Park

What to do in Shenandoah Valley

Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

CA $33
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

CA $23
per traveller
100% of travellers recommend
Shenandoah National Park Self-Guided Driving Audio Tour
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 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.