Clear Brook Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

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

With everything worked out before you go, our Clear Brook vacation packages mean you can simply focus on vacationing! One neighborhood to base yourself in this captivating city is Old Town Winchester, which is good for cafes and history. Fill your spare time with visits to Mackintosh Fruit Farm, Rocking S Ranch and Mt Hebron Cemetery, some of the top attractions you simply have to see during your trip to Clear Brook. Don't delay your visit to this city any longer. Your perfect Clear Brook vacation is only a few clicks away with Expedia.

Top Clear Brook Vacation Deals

Price found within the past 48 hours. Click for updated prices.
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (DCA)
9.4/10 Exceptional! (1,000 reviews)
Wish there was coffee in the lobby at all times

Reviewed on Jul. 8, 2025

The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
Save 100% on your flight
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Washington (DCA)
8.8/10 Excellent! (1,001 reviews)
Great staff. Nice rooms. Would stay here again.

Reviewed on Jul. 8, 2025

Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8.8/10 Excellent! (2,488 reviews)
I had a corner room with city view over 4th of July weekend to be able to see the fireworks. That was the nice part. What bothered me is that neighbors in the residences next to the hotel can see right into the hotel room if your shades are open. One of the windows had no room darkening shades which was miserable for me being on California time & waking up with the sun. Paid parking on the G2 level underground lot isn't ideal but at least there's guaranteed parking. I won't stay there again.

Reviewed on Jul. 10, 2025

Embassy Suites by Hilton Washington D.C. – Convention Center

Embassy Suites by Hilton Washington D.C. – Convention Center

3.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Sep 14 - Sep 21
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9/10 Wonderful! (1,851 reviews)
Everyone was great, then staff was amazing. The only issue we had was the TEXT System for room service was not good at all. We tried to us it 4 times and it did not work at all. The entire staff was amazing. We has a credit for the room service but was not aware. Once I brought it to the attention of the floor manager. I totally spaced on her name. She was blonde, wore a flowery blouse and had on khaki pants. Was super helpful. The front desk staff was also great, I had many of them help me out but Terri and Elvis were the names that stood out.

Reviewed on Jul. 9, 2025

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (DCA)
9.2/10 Wonderful! (621 reviews)
Very friendly, welcoming staff on arrival. Beautiful room and excellent service from housekeeping.

Reviewed on Jul. 13, 2025

Ready to book your vacation to Clear Brook?

 

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Clear Brook Hotel Deals

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 $94 per night from Jul 20 to Jul 21
CA $94
CA $103 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (1,098 reviews)
"Staff friendly and helpful.. room was clean and bed very comfortable."

Reviewed on Jul. 9, 2025

Travelodge by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3 out of 5
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is CA $122 per night from Jul 27 to Jul 28
CA $122
CA $137 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Staff was courteous and helpful."

Reviewed on Jul. 9, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
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 $111 per night from Aug 12 to Aug 13
CA $111
CA $124 total
Aug 12 - Aug 13
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"xxx"

Reviewed on Jul. 9, 2025

Quality Inn
See all 757 properties in Clear Brook
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

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Frequently asked questions

How much does a Clear Brook vacation package cost?
Offering great value package deals from CA $501 on Expedia, you'll be thrilled with how little a vacation to Clear Brook costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Clear Brook?
If you're looking to book a cheap Clear Brook vacation package, consider planning a trip in January, February and November. You'll typically find better prices on hotels and airfares during these months --- perfect for a budget-friendly break.
How many days is enough for Clear Brook?
The ideal length of your Clear Brook vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to hit all the major attractions and discover some hidden gems along the way.
How to find the best Clear Brook package deals?
Start your search for a Clear Brook package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Clear Brook package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Clear Brook escape underway.
Is it cheaper to book a Clear Brook vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still get the freedom to create a personalized Clear Brook vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Clear Brook?
If you have your Clear Brook travel dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Clear Brook?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Clear Brook.
  2. Set your budget: Factor in expenses such as flights, food and transportation when calculating how much to put aside for your trip to Clear Brook. Then, pick a property that suits your budget, whether that's an affordable option or a more upscale getaway.
  3. Set the duration of your trip: Start by making a list of all the activities and sights you'd like to experience in Clear Brook. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Clear Brook 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.