Shenandoah Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Shenandoah Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel St. James
PUBLIC, an Ian Schrager hotel
Sheraton New York Times Square Hotel
Holiday Inn New York City - Times Square by IHG
Hyatt Grand Central New York

Top hotels in Shenandoah

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 ฿3,919 per night from 12 Nov to 13 Nov
฿3,919
฿4,630 total
12 Nov - 13 Nov
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"A bit dated and worn. Signage could be better. But the setting is fabulous So beautiful in autumn!"

Reviewed on 4 Nov 2026

Overlook Lodge at Bear Mountain
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 ฿3,142 per night from 6 Dec to 7 Dec
฿3,142
฿3,648 total
6 Dec - 7 Dec
includes taxes & fees
9/10 Wonderful! (1,156 reviews)
"My sister and I only stayed for one night, but we truly enjoyed it! The front staff made us feel welcome and safe. One of the front desk staff members, Mike, was super accommodating and made sure we got our dinner (and plenty of it), even though it was close to closing time. Breakfast was good and ..."

Reviewed on 5 Nov 2026

Hyatt Place Poughkeepsie / Hudson Valley
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
Fully refundable
The price is ฿3,300 per night from 29 Nov to 30 Nov
฿3,300
฿3,815 total
29 Nov - 30 Nov
includes taxes & fees
Comfort Suites Fishkill near Interstate 84
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 from ฿29,656 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.