Hillsboro Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Hillsboro Vacation

Skip the stress of organizing your next big adventure with a Hillsboro vacation package. Whether you're in town for its food, history, art or other highlights, there's a never-ending supply of new experiences to be had. Want to venture out and explore? Breaux Vineyards, 868 Estate Vineyards and Doukenie Winery are among the top places to visit during your trip to Hillsboro. Don't put off your visit to this destination any longer. The perfect Hillsboro vacation is just a few clicks away with Expedia.

Top Hillsboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
citizenM Washington DC Georgetown

citizenM Washington DC Georgetown

4 out of 5
Northwest
Price was CA $1,356, price is now CA $966 per person
CA $966
per person
Jan 24 - Jan 30
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9/10 Wonderful! (186 reviews)
The room was cute and modern, but there was a shower leak that had not been resolved. Aside from the leak, everything else was perfect. The location is prefect within Georgetown.

Reviewed on Nov 12, 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 $1,551, price is now CA $1,033 per person
CA $1,033
per person
Jan 31 - Feb 4
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)

Pendry Baltimore

Pendry Baltimore

5 out of 5
Fells Point
Price was CA $3,189, price is now CA $2,187 per person
CA $2,187
per person
Jan 24 - Jan 30
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.4/10 Exceptional! (1,001 reviews)

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Save 100% on your flight
Price was CA $2,211, price is now CA $1,527 per person
CA $1,527
per person
Jan 24 - Jan 30
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.4/10 Exceptional! (1,229 reviews)
Great hotel and exelent service

Reviewed on Nov 11, 2026

The Potomac Hotel, Autograph Collection

The Potomac Hotel, Autograph Collection

5 out of 5
Southwest
Save 100% on your flight
Price was CA $2,038, price is now CA $1,446 per person
CA $1,446
per person
Jan 31 - Feb 4
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.4/10 Exceptional! (1,072 reviews)

Ready to book your vacation to Hillsboro?

 

Choose your dates

Hillsboro Hotel Deals

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 $230 per night from Nov 23 to Nov 24
CA $230
CA $322 total
Nov 23 - Nov 24
includes taxes & fees
Lansdowne Resort and Spa
Salamander Middleburg

Salamander Middleburg

5 out of 5
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
The price is CA $922 per night from Nov 30 to Dec 1
CA $922
CA $1,125 total
Nov 30 - Dec 1
includes taxes & fees
9.2/10 Wonderful! (430 reviews)
"There needs to be better resort signage (both before and after you arrive on hotel property) since hotel quests sometimes arrive when it's dark. Some front desk employees were unsure regarding directions or gave wrong information re use of checks. The turkey sandwich that I ordered was unappetizing ..."

Reviewed on Nov 10, 2026

Salamander Middleburg
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 out of 5
4328 William L Wilson Fwy Harpers Ferry WV
Fully refundable
The price is CA $138 per night from Nov 23 to Nov 24
CA $138
CA $155 total
Nov 23 - Nov 24
includes taxes & fees
Clarion Inn Harpers Ferry - Charles Town
See all 688 properties in Hillsboro
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 Hillsboro attractions

Doukenie Winery

You can enjoy a tasting or tour at Doukenie Winery during your travels to Hillsboro. While you're in the area, find time to visit its casinos.
See properties

What to do in Hillsboro

Leesburg Premium Outlets Shopping Tour

Leesburg Premium Outlets Shopping Tour

CA $141
per adult
Leesburg Premium Outlets Shopping Tour
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
Guided Thrift Store Walking Tour in Historic Leesburg

Guided Thrift Store Walking Tour in Historic Leesburg

CA $71
per adult
Guided Thrift Store Walking Tour in Historic Leesburg
See all activities in Hillsboro

Frequently asked questions

How much does a Hillsboro vacation package cost?
Offering excellent value package deals from CA $966 on Expedia, you'll be surprised at how little a vacation to Hillsboro costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Hillsboro?
If you're hoping to score a cheap Hillsboro vacation package, consider travelling in January, February and July. You'll typically find lower prices on flights and accommodations during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Hillsboro?
With a well-planned schedule, you can easily hit the top Hillsboro sights in a handful of days. But if you want to explore off the beaten track or go on day tours, consider booking your Hillsboro vacation for longer.
How to find the best Hillsboro package deals?
Bagging a cheap Hillsboro package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Hillsboro package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Hillsboro vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Hillsboro vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Hillsboro?
If you have your Hillsboro vacation dates confirmed, book as early as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Hillsboro?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite season and the type of activities on offer will also help you decide when to visit Hillsboro.
  2. Budget wisely: Besides the price of your stay, you should consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Hillsboro.
  3. Decide how long to go away for: Now that you're more familiar with Hillsboro, you can work out the perfect length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Hillsboro vacation package.

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