Kernstown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Your Kernstown Vacation

Create a custom vacation package to Kernstown and get ready for your next epic adventure. Consider basing yourself in the neighborhood of Old Town Winchester, which is good for cafes and history, for a true taste of this unique city. You'll want to do some exploring during your trip to Kernstown. Drop by big-name attractions such as Shenandoah University, Museum of the Shenandoah Valley and Apple Blossom Mall. A couple of clicks is all it takes to put together the perfect Kernstown vacation on Expedia.

Top Kernstown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was CA $907, price is now CA $668 per person
CA $668
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.2/10 Very good! (1,015 reviews)
Overall it was a good stay the room was clean.The staff was good in the beginning but at checkout the women working the front desk was rude and acted as if she didn’t want to be ask questions about the shuttles. And there was a problem with the printer I assume because I never received my receipt and she said she would email it .

Reviewed on Jul 13, 2026

Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Price was CA $1,276, price is now CA $987 per person
CA $987
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (2,206 reviews)
Good

Reviewed on Jul 18, 2026

Pendry Baltimore

Pendry Baltimore

5 out of 5
Fells Point
Price was CA $2,417, price is now CA $1,902 per person
CA $1,902
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Baltimore (BWI)
9.4/10 Exceptional! (1,005 reviews)
Great hotel. Great location. Very clean. Exceptionally helpful staff. An all around great experience.

Reviewed on Jul 18, 2026

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was CA $1,064, price is now CA $841 per person
CA $841
per person
Sep 17 - Sep 20
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.4/10 Very good! (2,841 reviews)
I had plans to go to the Skybar on Saturday evening before Inheaded out for the evening. It was closed for a private wedding reception or something. No signs or anything. I found myself wandering around there into different rooms passing staff members (maybe 3rd party catering crew) and nobody asked me if I was lost. Eventually I asked if I was in the right place for the Skybar and they said it was closed for a private function. That was it.

Reviewed on Jul 18, 2026

Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was CA $1,134, price is now CA $909 per person
CA $909
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Baltimore (BWI)
8.4/10 Very good! (1,000 reviews)

Ready to book your vacation to Kernstown?

 

Choose your dates

Kernstown Hotel Deals

Motel 6 Winchester, VA

Motel 6 Winchester, VA

2 out of 5
2951 Valley Avenue Winchester VA
Fully refundable
The price is CA $86 per night from Aug 2 to Aug 3
CA $86
CA $97 total
Aug 2 - Aug 3
includes taxes & fees
Motel 6 Winchester, VA
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Fully refundable
The price is CA $116 per night from Aug 2 to Aug 3
CA $116
CA $134 total
Aug 2 - Aug 3
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"The hotel was good. The room was nice, but there was a serious problem in the hallway. The carpet was lifting up in places. This should be an easy fix and would push this hotel into a higher rating for me. But overall a good stay."

Reviewed on Jul 18, 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
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 $128 per night from Jul 26 to Jul 27
CA $128
CA $142 total
Jul 26 - Jul 27
includes taxes & fees
TRU By Hilton Winchester
See all 361 properties in Kernstown
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 Kernstown attractions

Kernstown Battlefield

8.6/10 (30 reviews)
After visiting Kernstown Battlefield, make a plan to see the other sights and activities in Kernstown. While you're here, you can savor the top-notch restaurants.
See properties

Frequently asked questions

How much does a Kernstown vacation package cost?
You can pick up a vacation package to this destination from CA $668 on Expedia. However, how much your vacation to Kernstown costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Kernstown?
If you're looking to book a cheap Kernstown vacation package, consider travelling in January, February and November. You'll generally find lower prices on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Kernstown?
To get the most out of a Kernstown vacation, we recommend booking for 2 days. Divide your time between visiting Stonewall Jackson's Headquarters, Mt Hebron Cemetery and other leading sights, on top of exploring neighbourhoods like Old Town Winchester and College Park. If you've got some spare time, include a day trip or tour in your Kernstown vacation itinerary.
How to find the best Kernstown package deals?
Begin your search for a Kernstown package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Kernstown package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Kernstown getaway off to a flying start.
Is it cheaper to book a Kernstown vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a tailored Kernstown vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Kernstown?
If you've got your Kernstown travel dates locked in, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Kernstown?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Kernstown.
  2. Set a budget: Factor in costs such as transportation, flights and meals when calculating how much to set aside for your trip to Kernstown. Then, select a property that matches your budget, whether that's an affordable option or a deluxe getaway.
  3. Decide your trip length: Think about how long you want to spend discovering Kernstown. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you've nailed down your dates and duration, book the ideal Kernstown vacation package for you.

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.