Stephens City Holidays from £889

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Your Stephens City Holiday

Let our holiday packages to Stephens City inspire your next great escape. There's lots to love about this vibrant city, starting with the neighbourhood of Old Town Winchester, which is great for cafes and history. Apple Blossom Mall, Dinosaur Land and The Kernstown Battlefield are just some of the many sights worth exploring during your trip to Stephens City. Expedia has what you need to escape the everyday. Tailor your holiday to Stephens City to suit your style of travel, whatever that may be.

Top Stephens City Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Price was £1,225, price is now £889 per person
£889
per person
17 Sept - 24 Sept
found 24 hours ago
Return direct flight included
London (LHR) to Baltimore (BWI)
8.8/10 Excellent! (1,011 reviews)
The charm is wonderful, and I loved the room. Definitely had an old "DC" feel. I only gave it 3 stars because the amenities were lacking. My television frequently went in and out of connection, only two water bottles in the rooms (you had to ask the front desk and I felt lije it was an inconvenience each time I asked which was twice in 5 days) no vending machine to get cold drinks, limited signage to where anything is, my refrigerator didn't shut properly and a couple of things went bad the first night, the AC rattled the entire time, etc. Nothing major but it added up. It would be different if there were convenient stores or other needed essentials right next door, but I just felt like this was too expensive of a stay, 4th of July weekend or not, to not offer more convenience and creature comforts inside the hotel...especially considering the sweltering heat visitors to DC just endured. I did love the history of the building and the ambience but beyond that, I wouldn't stay again without more effort around the little things that you really expect at a place like this.

Reviewed on 6 Jul 2026

Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
Price was £1,442, price is now £998 per person
£998
per person
17 Sept - 24 Sept
found 24 hours ago
Return direct flight included
London (LHR) to Baltimore (BWI)
8.8/10 Excellent! (1,902 reviews)
Rooms were very clean. Only had trouble with tv

Reviewed on 8 Jul 2026

Hotel Washington

Hotel Washington

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was £2,143, price is now £1,526 per person
£1,526
per person
12 Sept - 19 Sept
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9/10 Wonderful! (2,424 reviews)
Most of the staff is lack luster. The food is average, the Vue food and ambience is average, but the general location of the property is ideal.

Reviewed on 8 Jul 2026

The River Inn

The River Inn

4 out of 5
Northwest
Price was £1,384, price is now £999 per person
£999
per person
17 Sept - 24 Sept
found 24 hours ago
Return direct flight included
London (LHR) to Baltimore (BWI)
9.4/10 Exceptional! (2,011 reviews)
Wonderful stay! Beautiful hotel!

Reviewed on 6 Jul 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was £1,571, price is now £1,158 per person
£1,158
per person
11 Sept - 18 Sept
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
8.8/10 Excellent! (1,005 reviews)
Nice spot- stayed here during a business trip. pros: comfy beds good pillows, lots of different lighting options, decent water pressure and a Mini fridge in the room and the temperature was comfortable. Cons: I was confused about the breakfast (it comes with some stay and not others but it was never offered as an option at check in and no explanation). Not sure what the extra $70 “resort” fee is for as I don’t believe there are any “resort” style amenities.I had to hunt down the ice machine (it’s on the 2nd floor btw). Could use a little spot to purchase snacks/soda/water, etc… since there’s no room service. Wanted to order from the restaurant downstairs but there were no menus or contacts in the room so I ordered door dash. Overall, I had a good stay, there’s just a few details and some clarification from the staff at check in, that I believe would have made it better.

Reviewed on 7 Jul 2026

Stephens City Essential Information

Language
English
Currency
U.S dollars
Population
1,950
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 Stephens City

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 out of 5
165 Town Run Ln Stephens City VA
Fully refundable
The price is £82 per night from 14 Jul to 15 Jul
£82
14 Jul - 15 Jul
includes taxes & fees
8.2/10 Very good! (864 reviews)
"I am not sure if they are under new management or something m but there was a lot going on that there was no help with. The pool was broken, the key cards weren’t working. The part that really got me was the room I booked had a pull out bed they had no pillows or bed sets for the pull out. When I ..."

Reviewed on 4 Jul 2026

Holiday Inn Express Winchester South-Stephens City 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 £68 per night from 30 Jul to 31 Jul
£68
30 Jul - 31 Jul
includes taxes & fees
TRU By Hilton Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is £60 per night from 30 Jul to 31 Jul
£60
30 Jul - 31 Jul
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Great staff, clean rooms and delightful breakfast. I'll be back!"

Reviewed on 5 Jul 2026

Spark by Hilton Winchester
See all 918 properties in Stephens City
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.
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Beach Holidays
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Stay near popular Stephens City attractions

Valerie Hill Winery

9.6/10 (5 reviews)
This 1807 Federal-style manor house winery blends Virginia's winemaking with historical elegance. Savour award-winning wines in rooms featuring original heart pine floors while overlooking the scenic Shenandoah Valley.
See properties

Frequently asked questions

How much does a Stephens City travel package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Stephens City from just £889. And the more you bundle, the more cash you save. Your dream holiday has never been so affordable.
If I'm not able to travel, can I cancel my Stephens City travel package?
Whether it's your flight or hotel, you can cancel or alter it. Booked your Stephens City travel package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For more details, visit our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to Stephens City?
Think of all the awesome things you could do in Stephens City with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and extras into a Stephens City travel package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of over 550 airlines and 1,000,000 properties throughout the world. Whether you're taking a holiday with the whole family or embarking on a solo adventure, organising a getaway to Stephens City is better with a package.
Does Expedia offer Book Now, Pay Later Stephens City holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book an incredible getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you'd like to pay for your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you see an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Stephens City?
Stephens City boasts numerous popular places to discover, like Valerie Hill Winery. Spend your nights in a hotel close by and make sightseeing simple.
What are the top hotels in Stephens City?
Travelodge by Wyndham Winchester and Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel are a couple of the most sought-after properties in Stephens City. Why not look up the amenities and facilities at each and then decide?
How far in advance should I book my Stephens City holiday?
Be rewarded with the biggest variety at the lowest prices by booking your adventure to Stephens City early. Airlines generally sell flights around a year in advance, so start your planning as soon as possible. Having said that, Expedia is dedicated to giving you the best bargains around, so it's always a good time to book your dream holiday!
What does an Expedia Stephens City travel package include?
Select from any combination of hotels, rental cars and flights. Once you've made your booking, you can also add on tours and experiences. Want to pick your airfare class? That's possible too. The choice is all yours when it comes to planning your perfect Stephens City getaway.
What should I know before booking a Stephens City travel package?
So many places to visit, so many things to do. With a travel package, you can cross more of them off your list. Bundle your flights, hotels and rental cars and enjoy big savings.
Can I choose my airline with a Stephens City Expedia travel package?
You can, and with more than 550 airlines to pick from around the world, you're spoiled for choice. Have a look through the available options and find out which airline suits your budget and needs.

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. Flight-inclusive packages are ATOL protected.