Stephenson Vacation Packages

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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.

Top Stephenson Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8/10 Very Good! (848 reviews)
I was there overnight, so It was a quick stay. I loved the cleanliness, the breakfast, the staff, and the beauty of the suite.

Reviewed on Jul. 25, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
10/10 Exceptional! (12 reviews)
Staff extremely friendly and welcoming Rooms very clean

Reviewed on Jul. 16, 2025

The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.6/10 Excellent! (1,007 reviews)
Nice staff, good location, large well-appointed room. Power outage immediately before our stay meant that the hotel was warm from lack of AC when we checked in. But they had mimosa's and pastries in the lobby to make up for it! There was also a shortage of clean towels and linens due to power outage. Overall, I'd stay there again.

Reviewed on Jul. 23, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
per person
Sep 25 - Sep 28
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Washington (WAS)
8.2/10 Very Good! (1,001 reviews)
Beautiful facility inside Galludet University. Allowable price and free parking in the middle of Washington DC. Thoroughly enjoyed my stay. The room was large and had many amenities. My stay was quiet and peaceful. I will definitely be back!

Reviewed on Jul. 21, 2025

Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
per person
Oct 16 - Oct 20
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Washington (WAS)
8.4/10 Very Good! (451 reviews)
Great walkable location! In the heart of the harbor and very close to MGM. Friendly and accommodating staff

Reviewed on Jul. 4, 2025

Ready to book your vacation to Stephenson?

 

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Stephenson Hotel Deals

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 CA $120 per night from Aug 17 to Aug 18
CA $120
CA $135 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
"Great staff, good rates, breakfast included!"

Reviewed on Jul. 22, 2025

Quality Inn
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
The price is CA $142 per night from Jul 27 to Jul 28
CA $142
CA $154 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (2,087 reviews)
"Rooms were clean. Everything was kept in working order. Very nice property"

Reviewed on Jul. 23, 2025

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
The price is CA $112 per night from Aug 24 to Aug 25
CA $112
CA $122 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,318 reviews)
DA BOMB
"IT WAS A VERY NICE HOTEL. GREAT LOCATION & LIKE BRAND NEW (OPEN 3YRS BUT NO WEAR & TEAR).)"

Reviewed on Jul. 21, 2025

Microtel Inn & Suites by Wyndham Winchester
See all 666 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 Vacations
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Frequently asked questions

How much does a Stephenson vacation package cost?
You can pick up a vacation package to this popular destination from CA $486 on Expedia. But how much your vacation to Stephenson costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Stephenson?
If you're hoping to book a cheap Stephenson vacation package, consider travelling in January, February and November. You'll usually find better rates on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Stephenson?
We'd recommend booking a Stephenson vacation for around 2 days. This will allow you enough time to visit top sights such as Stonewall Jackson's Headquarters and Mt Hebron Cemetery, and also check out neighbourhoods like Old Town Winchester and College Park. You might even be able to slot in one or two day trips beyond Stephenson.
How to find the best Stephenson package deals?
Start 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 "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Stephenson package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Stephenson escape off to a flying start.
Is it cheaper to book a Stephenson vacation as a package?
You can enjoy significant savings on your Stephenson break by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Stephenson?
If you're considering a spontaneous Stephenson vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Stephenson?

  1. Pick your travel dates: The things you'd like to do in Stephenson and your preferred season can help you decide when to go.
  2. Set a budget: Factor in costs like flights, transportation and food when working out how much to set aside for your trip to Stephenson. Then, pick a hotel that works with your budget, whether that's a wallet-friendly stay or a deluxe getaway.
  3. Decide how long to go for: Now that you're more familiar with Stephenson, you can work out the perfect length of your vacation. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Stephenson vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.