Stephenson Vacations from $460

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Your Stephenson Vacation

Let our vacation packages to Stephenson inspire your next adventure. You'll find loads to like about this captivating city, starting with the neighborhood of Old Town Winchester, which is good for cafes and history. If your trip to Stephenson includes some sightseeing, take in famous attractions like Shenandoah University, Museum of the Shenandoah Valley and Apple Blossom Mall. Expedia will help you escape your routine. Tailor your vacation to Stephenson to suit your travel style, whatever that may be.

The Latest Stephenson vacation packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $735, price is now $460 per person
$460
per person
Jul 21 - Jul 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,002 reviews)
Great staff and a he beds were very comfortable

Reviewed on Apr 21, 2026

Kimpton Hotel Monaco Washington DC by IHG

Kimpton Hotel Monaco Washington DC by IHG

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $925, price is now $476 per person
$476
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,001 reviews)
Great location. Interesting decor.

Reviewed on Apr 15, 2026

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $843, price is now $524 per person
$524
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,001 reviews)
They don’t tell you that parking is not close, in a creepy parking lot, paying $45+$8 (parking tax for overnight parking)+1(parker membership)=$54 per night to park. There is a cool food hall nearby but that’s about it. The hotel accepts pets to keep that in mind.

Reviewed on Apr 28, 2026

Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Save 100% on your flight
Price was $924, price is now $590 per person
$590
per person
Jul 24 - Jul 27
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (480 reviews)
Everything was top notch would differently stay again

Reviewed on Mar 9, 2026

Residence Inn by Marriott Alexandria Old Town South at Carlyle

Residence Inn by Marriott Alexandria Old Town South at Carlyle

3 out of 5
Eisenhower East
Save 100% on your flight
Price was $793, price is now $515 per person
$515
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,001 reviews)
Hotel staff was friendly, it was easy to locate amenities, breakfast was delicious!

Reviewed on Apr 18, 2026

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Stephenson Hotel Deals

Hampton Inn Martinsburg

Hampton Inn Martinsburg

2.5 out of 5
975 Foxcroft Ave Martinsburg WV
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from May 24 to May 25
$110 total
May 24 - May 25
Total with taxes and fees
8.8/10 Excellent! (1,013 reviews)
Room was dirty when we came in and could hear everything in other rooms and hallways

Reviewed on May 6, 2026

Hampton Inn Martinsburg
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Jun 4 to Jun 5
$138 total
Jun 4 - Jun 5
Total with taxes and fees
9.4/10 Exceptional! (1,005 reviews)
Staff was excellent- friendly, courteous. Helpful. Gym - small - but clean and most that you need. Pool - beautiful- on smaller side. Great bar vibe. Excellent location. This Wyndham so much better quality than the Wyndham we stayed at in Savannah, GA. Uno Pizzaria - connected to hotel - terrible ...

Reviewed on May 2, 2026

The George Washington Hotel, A Wyndham Grand Hotel
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $84 total per night from May 31 to Jun 1
$84 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (1,023 reviews)
Clean room, friendly front desk

Reviewed on May 6, 2026

Spark by Hilton Winchester
See all 665 properties in Stephenson
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 Stephenson Vacation Packages

Stephenson Essential Information

Language
English
Currency
U.S dollars
Top Sights
Museum of the Shenandoah Valley, Shenandoah Valley Discovery Museum and Bright Box Theater

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Frequently asked questions

How much does a Stephenson vacation package cost?
Offering great value package deals from $460 on Expedia, you'll be thrilled with how little a vacation to Stephenson costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Stephenson?
December, January and February are great times to search for cheap Stephenson vacation packages. Choosing to travel in less busy periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for Stephenson?
Usually, a handful of days is enough to explore the major sights during your Stephenson vacation. But if you want to have more time to unwind or take day trips, think about extending your trip.
How to find the best Stephenson package deals?
Begin your search for a Stephenson package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Stephenson package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Stephenson adventure off to a flying start.
Is it cheaper to book a Stephenson vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Stephenson vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Stephenson?
Score incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Stephenson adventure.
Does Expedia offer Book Now, Pay Later Stephenson vacation packages?
Set off on your perfect escape to Stephenson with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait for your next paycheck — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.