Kearneysville Vacation Packages

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Your Kearneysville Vacation

With a vacation package to Kearneysville, say goodbye to travel planning and hello to hassle-free adventure. Every detail of your journey has been taken care of before departing, so you can spend more time experiencing this lively city. Shepherd University, Shepherdstown Opera House and Shepherdstown Museum are just some of the sights worth exploring during your trip to Kearneysville. Whatever your travel plans or budget, organizing a tailored Kearneysville vacation is a walk in the park with Expedia.

Top Kearneysville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Columbia East-Jessup by IHG

Holiday Inn Columbia East-Jessup by IHG

3 out of 5
Price was CA $1,576, price is now CA $1,130 per person
CA $1,130
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.6/10 Excellent! (1,000 reviews)
The property is very nice unfortunately the night staff need to be more helpful when we reported things missing in the room like towels no one came up I call twice to the front desk to then be told I had to go down and get it my self other wise nice place to stay

Reviewed on Jul 7, 2026

Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Price was CA $2,096, price is now CA $1,403 per person
CA $1,403
per person
Sep 17 - Sep 21
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.6/10 Exceptional! (81 reviews)
The staff made the trip feel like I was welcomed and mattered! Absolutely would recommend!

Reviewed on Jul 5, 2026

Element by Marriott Arundel Mills BWI Airport

Element by Marriott Arundel Mills BWI Airport

3 out of 5
Arundel Mills
Price was CA $1,729, price is now CA $1,170 per person
CA $1,170
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8/10 Very good! (1,003 reviews)
Didn’t like that room service wasn’t available during my visit. Other than that the location was perfect!

Reviewed on Jul 5, 2026

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was CA $1,874, price is now CA $1,309 per person
CA $1,309
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (2,841 reviews)

Convention Center PH Free indoor parking

Convention Center PH Free indoor parking

4 out of 5
Downtown Baltimore
Price was CA $1,813, price is now CA $1,275 per person
CA $1,275
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
6/10 (1 review)

Ready to book your vacation to Kearneysville?

 

Choose your dates

Kearneysville Hotel Deals

Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
1937 Short Road Kearneysville WV
Fully refundable
The price is CA $91 per night from Jul 29 to Jul 30
CA $91
CA $101 total
Jul 29 - Jul 30
includes taxes & fees
7.2/10 Good! (894 reviews)
"The room was dirty and had bugs. hallways smelled like dog urine and dirty laundry."

Reviewed on Jul 7, 2026

Quality Inn & Suites
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Jul 19 to Jul 20
CA $129
CA $144 total
Jul 19 - Jul 20
includes taxes & fees
TRU By Hilton Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Jul 26 to Jul 27
CA $111
CA $125 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Great staff, clean rooms and delightful breakfast. I'll be back!"

Reviewed on Jul 5, 2026

Spark by Hilton Winchester
See all 961 properties in Kearneysville
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Kearneysville attractions

A-T Gift Company Farm Winery

10.0/10 (1 review)
You can enjoy a tasting or tour at A-T Gift Company Farm Winery during your travels to Kearneysville. While you're in the area, find time to visit its casinos.
See properties

Frequently asked questions

How much does a Kearneysville vacation package cost?
You can snap up a vacation package to this destination from CA $1,130 on Expedia. However, how much your vacation to Kearneysville costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Kearneysville?
If you're looking to snag a cheap Kearneysville vacation package, consider planning a trip in December, January and February. You'll usually find lower prices on accommodations and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Kearneysville?
With a well-organized travel plan, you can easily visit the main Kearneysville sights in a handful of days. But if you want to discover hidden gems or take day trips, think about booking your Kearneysville vacation for longer.
How to find the best Kearneysville package deals?
Bagging a cheap Kearneysville package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Kearneysville package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Kearneysville vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and stays individually. Better still, you can personalize your Kearneysville escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Kearneysville?
Secure fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Kearneysville adventure.
How to plan a trip to Kearneysville?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Kearneysville.
  2. Figure out your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Kearneysville.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Kearneysville. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Kearneysville vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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