Shenandoah Vacation Packages

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Top Shenandoah Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was CA $1,548, price is now CA $1,319 per person
CA $1,319
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (350 reviews)
Very cute small hotel that is reasonably priced! The rooms were bigger than we expected, and it was great having access to the pool at their sister location on the UVA campus. Would stay here again if I were in Charlottesville.

Reviewed on Jul 6, 2026

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was CA $1,802, price is now CA $1,437 per person
CA $1,437
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (579 reviews)
Incredible experience! Very relaxing and accommodating. Everyone has been fantastic. My room was perfect. Pool was splendid! Café is great. 10/10

Reviewed on Jul 11, 2026

Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was CA $1,704, price is now CA $1,402 per person
CA $1,402
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.6/10 Exceptional! (404 reviews)
Wow, the architecture, history, the amenities (especially the guest lounge), and breakfast were all outstanding! We will be back.

Reviewed on Jun 26, 2026

Mayhurst Inn

Mayhurst Inn

3.5 out of 5
Price was CA $1,775, price is now CA $1,481 per person
CA $1,481
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (293 reviews)
This was one of the best stays we have ever had. A truly phenomenal place.

Reviewed on Jun 9, 2026

Massanutten's Regal Vistas by Tripforth

Massanutten's Regal Vistas by Tripforth

3.5 out of 5
Price was CA $2,118, price is now CA $1,905 per person
CA $1,905
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Weyers Cave (SHD)
8.8/10 Excellent! (68 reviews)
Massanutten is a nice getaway.

Reviewed on Jun 8, 2026

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Shenandoah Hotel Deals

River Pines Retreat! Cozy 4-bedroom cabin on the Shenandoah River.

River Pines Retreat! Cozy 4-bedroom cabin on the Shenandoah River.

Shenandoah VA
10/10 Exceptional! (4 reviews)
"Nice home. Great for a group or large family. Host was very responsive and ready to assist with any questions or needs."

Reviewed on Feb 17, 2026

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River Pines Retreat! Cozy 4-bedroom cabin on the Shenandoah River.
Gorgeous Cabin Overlooking The Shenandoah River - 2 bedrooms ~ 2 lofts

Gorgeous Cabin Overlooking The Shenandoah River - 2 bedrooms ~ 2 lofts

Shenandoah VA
Get rates
Gorgeous Cabin Overlooking The Shenandoah River - 2 bedrooms ~ 2 lofts
Blue Ridge Mini Lux Retreat 1 with Hot Tub & Sauna

Blue Ridge Mini Lux Retreat 1 with Hot Tub & Sauna

Shenandoah VA
The price is CA $286 per night from Jul 19 to Jul 20
CA $286
CA $648 total
Jul 19 - Jul 20
includes taxes & fees
Blue Ridge Mini Lux Retreat 1 with Hot Tub & Sauna
See all 1,890 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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Stay near popular Shenandoah attractions

Shenandoah Speedway

You can take time to visit Shenandoah Speedway during your travels to Shenandoah. While you're in the area, stroll along the riverfront.
See properties

Frequently asked questions

How much does a Shenandoah vacation package cost?
You'll find cheap prices from CA $1,319 on Expedia for your Shenandoah break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Shenandoah costs.
What are the cheapest months to go to Shenandoah?
The off-season is the best time to travel to Shenandoah if you're hoping to keep costs down. Another tip for getting cheap Shenandoah vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Shenandoah?
The ideal duration for your Shenandoah vacation depends on what you'd like to see. Typically, a few days to a week will give you plenty of time to hit all the leading attractions and discover some hidden gems along the way.
How to find the best Shenandoah package deals?
Use Expedia's filters to help you find some of the best Shenandoah package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Shenandoah package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Shenandoah vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Shenandoah getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Shenandoah?
If you're considering a spontaneous Shenandoah getaway, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Shenandoah?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite time of year and the activities available will also help you decide when to visit Shenandoah.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to put aside for your trip to Shenandoah. Then, select a hotel that works with your budget, whether that's an affordable option or a deluxe getaway.
  3. Decide how many days away: Start by listing all the attractions you want to get to in Shenandoah. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Shenandoah vacation package that brings all your bookings together.

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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.