Round Hill Vacation Packages

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Your Round Hill Vacation

Our Round Hill vacation packages give you the power to customize your own adventure. Tailor your getaway to your interests and style and make every moment count in this wonderful city. Fill up your itinerary with visits to Bluemont Vineyard, Doukenie Winery and Twin Oaks Tavern Winery, some of the top attractions you simply have to see during a trip to Round Hill. Don't put off your visit to this city any longer. Your perfect Round Hill vacation is just a few clicks away with Expedia.

Top Round Hill Vacation Deals

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

Hotel Arboretum

2 out of 5
Northeast
Price was CA $733, price is now CA $432 per person
CA $432
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Washington (WAS)
8/10 Very Good! (1,007 reviews)
Easy access from main road.

Reviewed on Aug. 23, 2025

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Price was CA $5,799, price is now CA $3,621 per person
CA $3,621
per person
Oct 25 - Oct 31
found 21 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Washington (WAS)
9.2/10 Wonderful! (187 reviews)
Enjoyed my stay here. Our room was spacious. The staff were friendly. A lovely staff member named Abrehet was most especially helpful, and accommodating! Will be back.

Reviewed on Jul. 8, 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $1,273, price is now CA $825 per person
CA $825
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Washington (WAS)
9/10 Wonderful! (1,009 reviews)
It was very clean and in a great location for tourism

Reviewed on Aug. 23, 2025

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Price was CA $821, price is now CA $534 per person
CA $534
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Washington (WAS)
8.8/10 Excellent! (1,830 reviews)
Be aware that random amounts will be taken from your account that the card you use for incidentals is associated with. I was not informed at any time that this would occur and the amounts taken out, three times, had a major impact on my trip as I had budgeted and did not anticipate I would have all these debits that would mean I could not afford to eat and had to skip a planned excursion. I was told the amounts were usually small but again was NEVER told the debits would occur. I have been trying to resolve this for close to a week now with an email having been sent, two voicemail being left but no one has responded to let me know how this would be resolved. The hotel is in a nice part of town, a quick drive to most “tourist” locations, the room was very nice and spacious, the on site restaurant was nice as well but having money taken from your account that has a significant impact on your trip, that you were not told would occur would be the biggest drawback for this hotel along with being informed as to when you’d have the funds returned which hasn’t occurred as of this writing.

Reviewed on Aug. 22, 2025

Landing Washington DC near Washington Navy Yard

Landing Washington DC near Washington Navy Yard

2 out of 5
Southeast
Price was CA $2,951, price is now CA $1,946 per person
CA $1,946
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Washington (WAS)
No reviews

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Round Hill Hotel Deals

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 Sep 1 to Sep 2
CA $142
CA $154 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,130 reviews)
"A"

Reviewed on Aug. 22, 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 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

Quality Inn
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is CA $257 per night from Sep 1 to Sep 2
CA $257
CA $345 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Excellent couples getaway for Fourth of July, including great fireworks display. The pools and spa/fitness amenities are top notch and charming historic Leesburg is a 10-minute drive from the property."

Reviewed on Aug. 11, 2025

Lansdowne Resort and Spa
See all 797 properties in Round Hill
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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What to do in Round Hill

Harpers Ferry Tour

Harpers Ferry Tour

CA $178
per traveller
Harpers Ferry Tour
See all activities in Round Hill

Frequently asked questions

How much does a Round Hill vacation package cost?
Offering excellent value package deals from CA $432 on Expedia, you'll be pleasantly surprised at how much a vacation to Round Hill costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Round Hill?
To score cheap Round Hill vacation packages, organize your trip outside of busy periods like public holidays and major events. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Round Hill?
When planning your Round Hill vacation, a few days will be enough to tour the best spots. Be sure to stop by Twin Oaks Tavern Winery — it's one of the main attractions in this destination. If you're after more activities, consider basing yourself here and venturing off on some tours from Round Hill.
Is it worth booking a vacation package to Round Hill?
Round Hill is a good vacation destination with attractions like Round Hill Arts Centre among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a Round Hill vacation promises a good time for everyone.
How to find the best Round Hill package deals?
Landing a cheap Round Hill package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Round Hill package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Round Hill vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Round Hill vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Round Hill?
If you have your Round Hill travel dates finalized, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Round Hill?

  1. Choose your travel dates: What you want to do in Round Hill and your preferred season will help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to airfares and activities. Your hotel will probably be the biggest expense during your trip to Round Hill.
  3. Work out your trip length: Consider how long you'd like to spend exploring Round Hill. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalized Round Hill vacation package.

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