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.
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Price was CA $1,473, price is now CA $1,154 per person
CA $1,154
per person
Nov 28 - Dec 5
found 16 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
8.8/10 Excellent! (1,016 reviews)
Staff were very friendly and helpful.

Reviewed on Oct 28, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was CA $2,768, price is now CA $1,862 per person
CA $1,862
per person
Nov 28 - Dec 5
found 16 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)
Great restaurant and fantastic location

Reviewed on Oct 29, 2026

Crowne Plaza Crystal City-Washington, D.C. by IHG

Crowne Plaza Crystal City-Washington, D.C. by IHG

3.5 out of 5
Crystal City
Price was CA $1,967, price is now CA $1,405 per person
CA $1,405
per person
Nov 28 - Dec 5
found 16 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
8.2/10 Very good! (1,007 reviews)
Horrible experience. We reserved through expedia, got charged different rates and were

Reviewed on Oct 28, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $1,742, price is now CA $1,309 per person
CA $1,309
per person
Nov 28 - Dec 5
found 16 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
8.6/10 Excellent! (1,007 reviews)

citizenM Washington DC Georgetown

citizenM Washington DC Georgetown

4 out of 5
Northwest
Price was CA $1,551, price is now CA $1,190 per person
CA $1,190
per person
Nov 28 - Dec 5
found 16 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
9/10 Wonderful! (186 reviews)

Ready to book your vacation to Round Hill?

 

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Round Hill Hotel Deals

Fairfield Inn & Suites by Marriott at Dulles Airport

Fairfield Inn & Suites by Marriott at Dulles Airport

3 out of 5
23000 Indian Creek Dr Sterling VA
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Nov 28 to Nov 29
CA $137
CA $156 total
Nov 28 - Nov 29
includes taxes & fees
Fairfield Inn & Suites by Marriott at Dulles Airport
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 $215 per night from Nov 22 to Nov 23
CA $215
CA $304 total
Nov 22 - Nov 23
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Went to Lansdowne for a last minute girls trip and it didn’t disappoint! The spa was our favorite part."

Reviewed on Oct 27, 2026

Lansdowne Resort and Spa
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Nov 5 to Nov 6
CA $99
CA $110 total
Nov 5 - Nov 6
includes taxes & fees
8.6/10 Excellent! (1,090 reviews)
"First off, the staff was awesome! The room was clean and the bed was comfortable. The TV didn't work, but after we told the front desk, the maintenance man was there within 10 minutes and brought use one that worked. Again, the staff was awesome! I guess the things that swayed me to give this just ..."

Reviewed on Oct 28, 2026

Travelodge by Wyndham Winchester
See all 859 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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Round Hill attractions

Stoneleigh Golf and Country Club

Enjoy a round of golf in Round Hill at Stoneleigh Golf and Country Club. While you're in the area, find time to visit its casinos.
See properties

What to do in Round Hill

Luxe Day Trip: 3 VA Wineries & Optional Tasting-Inclusive Upgrade

Loudoun County 3-Winery Tour from DC Metro or Leesburg

CA $169
per adult
Loudoun County 3-Winery Tour from DC Metro or Leesburg
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 $1,154 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.

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.