Stephenson Holidays from £896

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    Packages with flights are ATOL protected

Your Stephenson Holiday

Let our holiday packages to Stephenson inspire your next adventure. You'll find loads to like about this captivating city, starting with the neighbourhood 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 holiday to Stephenson to suit your travel style, whatever that may be.

Top Stephenson Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Washington DC - Crystal City

DoubleTree by Hilton Washington DC - Crystal City

4 out of 5
Crystal City
Price was £1,058, price is now £896 per person
£896
per person
25 Dec - 1 Jan
found 17 hours ago
Return flight included
London (LHR) to Baltimore (BWI)
8.4/10 Very good! (1,589 reviews)

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Northwest
Price was £1,653, price is now £1,337 per person
£1,337
per person
28 Dec - 2 Jan
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9.6/10 Exceptional! (1,005 reviews)

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was £1,454, price is now £1,196 per person
£1,196
per person
12 Dec - 16 Dec
found 1 day ago
Return flight included
London (LHR) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)
Rooms were short on closet space and no dressers to put clothes for an 8 day stay

Reviewed on 9 Nov 2026

The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Price was £2,025, price is now £1,673 per person
£1,673
per person
28 Dec - 2 Jan
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9.8/10 Exceptional! (1,001 reviews)

Hilton Garden Inn Arlington/Courthouse Plaza

Hilton Garden Inn Arlington/Courthouse Plaza

3 out of 5
Radnor - Fort Myer Heights
Price was £1,061, price is now £898 per person
£898
per person
25 Dec - 1 Jan
found 17 hours ago
Return flight included
London (LHR) to Baltimore (BWI)
8.8/10 Excellent! (1,219 reviews)

Stephenson Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
Museum of the Shenandoah Valley, Shenandoah Valley Discovery Museum and Bright Box Theatre

Top hotels in Stephenson

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is £57 per night from 7 Dec to 8 Dec
£57
7 Dec - 8 Dec
includes taxes & fees
Travelodge 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
The price is £66 per night from 15 Nov to 16 Nov
£66
15 Nov - 16 Nov
includes taxes & fees
Microtel Inn & Suites by Wyndham Winchester
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
The price is £110 per night from 24 Nov to 25 Nov
£110
24 Nov - 25 Nov
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"The property was clean, quiet and comfortable. We had a room not facing the street, others in our party were facing the street and it was noisy. The bar was great, as well as the staff. Will definitely try to go back."

Reviewed on 7 Nov 2026

The George Washington Hotel, A Wyndham Grand Hotel
See all 700 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Stephenson attractions

Frederick County Fairgrounds

Enjoy an outing to Frederick County Fairgrounds during your stay in Stephenson.
See properties

Frequently asked questions

How much does a Stephenson travel package cost?
Live it up in Stephenson from as low as £896. We offer a wonderful selection of rental cars, hotels and flights to suit every budget. Score even more discounts when you add a couple of tours or experiences to your package.
If I'm not able to travel, can I cancel my Stephenson travel package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel or amend your Stephenson travel package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make changes, but your airline, hotel or car rental company may charge a fee. Looking for more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Stephenson?
Combine your flight and hotel bookings, throw in extras such as tours, and save with a Stephenson holiday package. You won't just land superb discounts on your escape — you'll have lots of choice at your fingertips too. When you book through Expedia, you can select from more than 550 air carriers and 1,000,000 hotels globally. Your next affordable adventure begins right here, right now!
Does Expedia offer Book Now, Pay Later Stephenson holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a terrific getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that fit all budgets, so you can jet away on that well-deserved holiday now.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.

What are the top hotels in Stephenson?
Lock in a room at Travelodge by Wyndham Winchester. It's one of this neighbourhood's most popular hotels. Another highly rated option in Stephenson is Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel.
How far in advance should I book my Stephenson holiday?
While prices change frequently, we generally suggest reserving your seat as soon as possible. Many international fares can be compared on Expedia up to 12 months in advance. If you're booking last minute, you might still be lucky. Cheap tickets to Stephenson sometimes emerge only weeks before departure.
What does an Expedia Stephenson travel package include?
Packages include rental cars, flights and hotels, but you can combine any of them to create your dream Stephenson escape. You can also add on fun things like experiences and activities once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Stephenson travel package?
Locking in all the parts of your holiday together is one of the best ways to save. Combine car rentals, airfares and hotels into one little package. But you're not restricted to hotels. Expedia has all types of properties, including holiday rentals like beachside villas and short-term homes. The list goes on!
Can I choose my airline with a Stephenson Expedia travel package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Simply select the airline you want and create your ideal Stephenson holiday.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.