
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
Northeast
Price was CA $671, price is now CA $459 per person
CA $459
per person
Oct 30 - Nov 2
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Washington (WAS)
8/10 Very Good! (1,007 reviews)
You have to pay for the parking even though the parking lot empty and there are not many cars
Reviewed on Aug. 26, 2025


DoubleTree by Hilton Hotel Laurel
West Laurel
Price was CA $999, price is now CA $679 per person
CA $679
per person
Nov 3 - Nov 8
found 3 hours ago
Roundtrip flight included
Montreal (YUL) to Baltimore (BWI)
8.2/10 Very Good! (1,006 reviews)
Convenient external room door made it easy walking my dog. Did not have to walk thru.obby.
Reviewed on Aug. 24, 2025

The Watergate Hotel
Northwest
Price was CA $1,011, price is now CA $713 per person
CA $713
per person
Oct 30 - Nov 2
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Washington (WAS)
8.8/10 Excellent! (1,007 reviews)
Only first day I noticed after showering that the water started leaking out of the shower causing a pool a of water. I notified the front desk immediately who then contacted maintenance to fix the shower leak. 24 hours later my shower was not fixed. I had to contact the front again to ask what is going on. They sent maintenance up to my room again to look at the leak. He came to look and didn’t return for an hour. I contacted the front again to ask what is going on which is when they offered to move me. I had to repack my things and move to another room which had a smell of mildew. I bought my own air freshener and left the patio door open because I was so tired of moving around. I was not compensated for the inconvenience at all. It was almost as if they just said ok well things happen which I totally understand but at the same time it’s about giving people outstanding customer service when running a business.
Reviewed on Aug. 28, 2025

Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Price was CA $1,132, price is now CA $813 per person
CA $813
per person
Oct 30 - Nov 2
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Washington (WAS)
9/10 Wonderful! (1,009 reviews)
Overall I had a pleasant stay at this hotel, I arrived early and they let me check in on time, The only thing I would complained is that when I asked for room cleaning, they didn’t change new towels for me everyday, some days they did refill new towels and some days they didn’t, I guess it depends on the person who do the cleaning bc I noticed it’s someone different everyday.
Reviewed on Aug. 28, 2025
Stephenson Hotel Deals

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Sep 1 to Sep 2
CA $141
CA $154 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,137 reviews)
"The bedroom was clean. Some area a bit older looking but good. Hall ways a little smelly like needs carpets refreshed. But not all that bad.."
Reviewed on Aug. 25, 2025

Quality Inn
25 Union St, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Sep 7 to Sep 8
CA $112
CA $126 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"The location was convenient, easy parking in a safe area. The lobby area was neat and clean and the check in staff very helpful. The breakfast server Norma did an excellent job keeping the food available and the room clean. We struggled with internet connectivity throughout our stay while not a major ..."
Reviewed on Aug. 21, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is CA $113 per night from Sep 1 to Sep 2
CA $113
CA $127 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Clean and staff was great."
Reviewed on Aug. 23, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.