Chewsville Vacations from $940

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The Latest Chewsville vacation packages

Price found within the past 48 hours. Click for updated prices.
Cub House

Cub House

4 out of 5
Price was $1,034, price is now $940 per person
$940
per person
Jan 17 - Jan 24
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Hagerstown (HGR)
6/10 (2 reviews)
The Old World Chalet

The Old World Chalet

3 out of 5
Price was $1,337, price is now $1,182 per person
$1,182
per person
Jan 17 - Jan 24
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Hagerstown (HGR)
10/10 Exceptional! (2 reviews)
Amazing property! Incredibly clean, well-stocked with necessities, great location, comfy mattresses, more spacious than it appeared in photos, and the best hot tub I've ever experienced! Highly recommend for a group of 4 or less!

Reviewed on Nov 4, 2025

Laurel Ridge

Laurel Ridge

3.5 out of 5
Price was $1,615, price is now $1,438 per person
$1,438
per person
Jan 17 - Jan 24
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Hagerstown (HGR)
2/10 (1 review)
Owl's Retreat

Owl's Retreat

3.5 out of 5
Price was $1,448, price is now $1,292 per person
$1,292
per person
Jan 17 - Jan 24
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Hagerstown (HGR)
2/10 (1 review)
The Hideaway House

The Hideaway House

3 out of 5
Sky Valley
Price was $1,545, price is now $1,405 per person
$1,405
per person
Jan 17 - Jan 24
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Hagerstown (HGR)
No reviews
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Chewsville Hotel Deals

Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick

2.5 out of 5
1565 Opossumtown Pike Frederick MD
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $111 total per night from Dec 21 to Dec 22
$111 total
Dec 21 - Dec 22
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Nice design/layout in public spaces Large room Could be a little cleaner

Reviewed on Nov 21, 2025

Hampton Inn & Suites Frederick-Fort Detrick
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd Hagerstown MD
Fully refundable
$91 nightly
The price is $102 total per night from Dec 7 to Dec 8
$102 total
Dec 7 - Dec 8
Total with taxes and fees
8.4/10 Very Good! (1,174 reviews)
Breakfast was good, staff was very helpful ,clean rooms and reasonable rates. Excellent

Reviewed on Nov 25, 2025

Country Inn & Suites by Radisson, Hagerstown, MD
Liberty Mountain Resort

Liberty Mountain Resort

2.5 out of 5
78 Country Club Trail Fairfield PA
Fully refundable
$159 nightly
The price is $176 total per night from Dec 7 to Dec 8
$176 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (491 reviews)
Staff was very awesome! Everything was super clean, They even offered to carry our luggage upstairs.

Reviewed on Nov 18, 2025

Liberty Mountain Resort
See all 328 properties in Chewsville
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.

Find the Best Chewsville Vacation Packages

Chewsville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hagerstown Regional Airport (HGR)
Population
240

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Frequently asked questions

How much does a Chewsville vacation package cost?
You can snap up a vacation package to this top destination from $940 on Expedia. However, how much your vacation to Chewsville costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Chewsville?
You can usually find lower prices and better availability in February, November and December. Browse our cheap Chewsville vacation packages and you could score some great off-season discounts.
How many days is enough for Chewsville?
Usually, a handful of days is enough to explore the major sights during your Chewsville vacation. However, if you want to have more time to chill out or go on day trips, consider extending your trip.
How to find the best Chewsville package deals?
Bagging a cheap Chewsville package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Chewsville package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Chewsville vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Chewsville vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Chewsville?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Chewsville vacation.
Does Expedia offer Book Now, Pay Later Chewsville vacation packages?
Jet off on your perfect escape to Chewsville with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stay on budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.