Shenandoah Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Shenandoah

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is 2.932.625 ₫ per night from 16 Aug to 17 Aug
2.932.625 ₫
3.405.510 ₫ total
16 Aug - 17 Aug
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is 3.996.884 ₫ per night from 18 Aug to 19 Aug
3.996.884 ₫
4.921.164 ₫ total
18 Aug - 19 Aug
includes taxes & fees
8.4/10 Very good! (1,009 reviews)
"Overlook lodge is a 5-minute drive away from the main historic inn building. Rooms themselves were clean, comfortable and well-maintained. There was a strong musty odor in the common room of the lodge but not in the room. While it was a pleasant setting in the woods, there was not much of an ..."

Reviewed on 4 Aug 2026

Overlook Lodge at Bear Mountain
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Fully refundableReserve now, pay when you stay
The price is 4.703.762 ₫ per night from 9 Aug to 10 Aug
4.703.762 ₫
5.409.327 ₫ total
9 Aug - 10 Aug
includes taxes & fees
Hotel Zero Degrees Danbury
See all 679 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.

Frequently asked questions

How much does a Shenandoah holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Shenandoah costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Shenandoah?
You can typically find reduced prices and greater availability in January, February and March. Take a look at our cheap Shenandoah holiday packages and you could land some excellent off-season deals.
How many days is enough for Shenandoah?
The ideal length for your Shenandoah holiday depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to go to all the leading sights 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 great Shenandoah package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Shenandoah package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Shenandoah holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and stays separately. Better still, you can personalise your Shenandoah escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Shenandoah?
Land amazing discounts by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Shenandoah getaway.
How to plan a trip to Shenandoah?

  1. Choose your dates: What you plan to do in Shenandoah and your preferred season can help you decide when to go.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your accommodation will probably be the largest expense during your trip to Shenandoah.
  3. Work out your trip length: Think about how long you want to spend exploring Shenandoah. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Shenandoah holiday package that brings all your bookings together.