Stephenson Holidays from £651

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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.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
per person
11 Oct - 17 Oct
found 1 hour ago
Return direct flight included
London (LHR) to Washington (WAS)
8/10 Very Good! (968 reviews)
People camping on the medium strip between highways. Stranger in front of hotel door cornered me and talked for over 30 minutes when all I wanted to do is get in my room and chill.

Reviewed on 18 Aug 2025

Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Save 100% on your flight
per person
1 Nov - 8 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Washington (WAS)
8.4/10 Very Good! (453 reviews)
Great walkable location! In the heart of the harbor and very close to MGM. Friendly and accommodating staff

Reviewed on 4 Jul 2025

The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
per person
23 Oct - 27 Oct
found 21 hours ago
Return flight included
London (LON) to Washington (WAS)
8.6/10 Excellent! (1,005 reviews)
Good location, friendly staff, great breakfast, clean and quiet rooms, best sleep in a week

Reviewed on 12 Aug 2025

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
per person
22 Sept - 28 Sept
found 1 day ago
Return direct flight included
London (LON) to Washington (WAS)
9.4/10 Exceptional! (1,510 reviews)
Staff were very friendly and accommodating. Room fine. Hotel very clean. Reasonable prices.

Reviewed on 18 Aug 2025

The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
22 Sept - 28 Sept
found 1 day ago
Return direct flight included
London (LON) to Washington (WAS)
9.8/10 Exceptional! (961 reviews)
Very well trained staff and clean rooms. They earned their high ratings

Reviewed on 30 Jul 2025

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

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
The price is £82 per night from 1 Sept to 2 Sept
£82
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (2,125 reviews)
"Loved this hotel Clean, friendlt staff, great breakfast and dog friendly"

Reviewed on 14 Aug 2025

La Quinta Inn & Suites by Wyndham Winchester
Quality Inn

Quality Inn

2.5 out of 5
25 Union St, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
The price is £67 per night from 1 Sept to 2 Sept
£67
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"We found the motel comfortable and convenient."

Reviewed on 13 Aug 2025

Quality Inn
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 £68 per night from 24 Aug to 25 Aug
£68
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Bed comfort"

Reviewed on 12 Aug 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Stephenson travel package cost?
Live it up in Stephenson from as low as £651. 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.