Shenandoah Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Shenandoah Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8/10 Very Good! (968 reviews)
Staff was nice. Hotel is in deperate need of an upgrade

Reviewed on Aug. 10, 2025

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
per person
Oct 13 - Oct 17
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (DCA)
8.8/10 Excellent! (1,821 reviews)
Bed was good food ok expensive

Reviewed on Aug. 11, 2025

Hampton Inn & Suites Washington DC-Navy Yard

Hampton Inn & Suites Washington DC-Navy Yard

3 out of 5
Navy Yard
per person
Sep 22 - Sep 26
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (WAS)
8.8/10 Excellent! (1,003 reviews)
Great hotel. Always our go to location when attending a Nationals game. Suite was wonderful. Great view of the stadium and the water.

Reviewed on Aug. 3, 2025

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9.4/10 Exceptional! (1,002 reviews)
Everything was top notch!

Reviewed on Aug. 10, 2025

The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8.8/10 Excellent! (1,004 reviews)
Amenities in the room were very nice quality, slippers, loofah, and toiletries. I was overcharged for car parking on check out when they asked if I had any extras. Hotel refunded it right away but my overseas bank took an extra procedure fee as a result of this misunderstanding. Room was a suite but the hallway between had no light. View was excellent.

Reviewed on Aug. 7, 2025

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Shenandoah Hotel Deals

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Sep 1 to Sep 2
CA $143
CA $155 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,123 reviews)
"One of our fave places to stay when we visit Winchester."

Reviewed on Aug. 10, 2025

La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is CA $128 per night from Aug 17 to Aug 18
CA $128
CA $144 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"Staff was very helpful and accommodating. Thanks so much!"

Reviewed on Aug. 9, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Sep 2 to Sep 3
CA $109
CA $119 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (1,323 reviews)
Economical, spotless
"Great price , spotlessly clean. Have stayed here several times for one night, will stay again!"

Reviewed on Aug. 10, 2025

Microtel Inn & Suites by Wyndham Winchester
See all 981 properties in Shenandoah
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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Frequently asked questions

How much does a Shenandoah vacation package cost?
Live it up in Shenandoah from just CA $480. We offer a great selection of rental cars, hotels and flights to suit your budget. Score even more discounts when you add some experiences or tours to your vacation package.
How do I get a cheap travel package to Shenandoah?
One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got it all. Pick a combination that best fits you and watch your savings stack up. We know a package deal is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 hotels worldwide, which lets you customize your Shenandoah getaway.
What are the top hotels in Shenandoah?
Hampton Inn Martinsburg South-Inwood is one of Shenandoah's most popular hotels. Reserve a room here and you'll be able to snooze soundly knowing you're in good hands.
How far in advance should I book my Shenandoah vacation?
Savvy travelers book early. Air carriers usually release flight tickets up to 12 months prior to departure, and this is when you can land some rock-bottom prices. Just been told you should take your vacation time next week? Don't fret. Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Shenandoah travel package include?
Expedia has everything you need to lock in Shenandoah getaway, but how your package is structured is totally up to you. Select from a combination of rental cars, flights and hotels. After some activities or tours to keep you on the move? Once you've made your booking, you can add them on too. No matter your style, there's a package to suit your needs.
What should I know before booking a Shenandoah travel package?
Locking in all the parts of your getaway together is a terrific way to save. Bundle your car rentals, airfares and hotels into a tidy package. But your options don't end at hotels. Expedia features all kinds of properties, including vacation rentals like mountain cabins and city apartments. You've got choices galore!
Can I choose my airline with a Shenandoah Expedia vacation package?
You can, and with more than 550 airlines to select from around the world, it's all about choice. Have a look through the available options and find out which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Shenandoah vacation package?
Your situation can change in the blink of an eye, so yes, you can. You may be able to cancel or amend your Shenandoah vacation package at no cost if you've booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your airline, hotel or car rental company may impose a fee. Need more information? Look up our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.