Stephenson Vacations from $307

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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.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
Price was $524, price is now $307 per person
$307
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,178 reviews)
I appreciate the staff front desk was the most supportive and supportive and great personality and security

Reviewed on Jan 24, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Save 100% on your flight
Price was $1,025, price is now $581 per person
$581
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,005 reviews)
The room needs to be updated, furniture was banged up and the light shades had stains. Hotel staff wasn’t the friendliest. There was an event going on Saturday night, the music was so loud it was shaking the glass (we were on the 4th floor) in our room and even the bed. Thankfully it ended around 11:30pm. Breakfast was good although not free for our stay.

Reviewed on Jan 18, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,146, price is now $730 per person
$730
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,084 reviews)
Did not eat at the hotel.

Reviewed on Jan 21, 2026

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Save 100% on your flight
Price was $905, price is now $596 per person
$596
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (1,093 reviews)
Amazing staff and hotel room! We had a great time.

Reviewed on Jan 24, 2026

Hilton Washington DC Capitol Hill

Hilton Washington DC Capitol Hill

4 out of 5
Northwest
Save 100% on your flight
Price was $889, price is now $591 per person
$591
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,002 reviews)
First room we had to leave because of no hot water. Got a second on and was good. After that the gym was closed.

Reviewed on Jan 21, 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
$89 nightly
The price is $101 total per night from Feb 1 to Feb 2
$101 total
Feb 1 - Feb 2
Total with taxes and fees
8.6/10 Excellent! (1,012 reviews)
Staff great, breakfast great, perfect pet stop dogs loved it!

Reviewed on Jan 16, 2026

Hampton Inn Martinsburg
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $100 total per night from Jan 26 to Jan 27
$100 total
Jan 26 - Jan 27
Total with taxes and fees
9.2/10 Wonderful! (2,248 reviews)
Clean room. Friendly and helpful staff.

Reviewed on Jan 21, 2026

La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $91 total per night from Feb 2 to Feb 3
$91 total
Feb 2 - Feb 3
Total with taxes and fees
9/10 Wonderful! (1,438 reviews)
Perfect for a single night, relatively clean, very friendly staff and decent breakfast.

Reviewed on Jan 18, 2026

Microtel Inn & Suites by Wyndham Winchester
See all 667 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 $307 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.