Clear Brook Vacations from $272

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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.

The Latest Clear Brook vacation packages

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

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
Price was $482, price is now $272 per person
$272
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8/10 Very Good! (1,178 reviews)
The hotel itself is nice. Friendly front desk. Spacious, updated, but a little too heavy on the cleaning products as the smell was overwhelming in the hallway. However, the surrounding area is hit/miss. Not walkable, very congested, definitely need transportation to get around.

Reviewed on Jan 13, 2026

YOTEL Washington DC

YOTEL Washington DC

4 out of 5
Northwest
Save 100% on your flight
Price was $726, price is now $461 per person
$461
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (IAD)
8.2/10 Very Good! (2,262 reviews)
It was a great stay. Very central to where I needed to be in the city.

Reviewed on Jan 13, 2026

Hilton Washington DC Capitol Hill

Hilton Washington DC Capitol Hill

4 out of 5
Northwest
Save 100% on your flight
Price was $811, price is now $517 per person
$517
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9/10 Wonderful! (1,002 reviews)
Room was clean and staff was friendly

Reviewed on Jan 12, 2026

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 $1,336, price is now $855 per person
$855
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
9.4/10 Exceptional! (1,005 reviews)
Clean rooms, great amenities and delicious breakfast

Reviewed on Jan 12, 2026

Hotel AKA Washington Circle

Hotel AKA Washington Circle

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $857, price is now $569 per person
$569
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
9/10 Wonderful! (1,205 reviews)
very clean rooms are big was a very nice hotel

Reviewed on Jan 12, 2026

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Clear Brook Hotel Deals

Hampton Inn Martinsburg

Hampton Inn Martinsburg

2.5 out of 5
975 Foxcroft Ave Martinsburg WV
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $96 total per night from Jan 29 to Jan 30
$96 total
Jan 29 - Jan 30
Total with taxes and fees
8.6/10 Excellent! (1,010 reviews)
I was in room 516. The front desk staff was nice . Breakfast needed some improvement. For example the oatmeal was not completely cooked in the crock pot Pork was the only meet option. Bed was comfortable, good shower. Thermostat worked fine. Only alarming issue was the power went out in the whole ...

Reviewed on Jan 12, 2026

Hampton Inn Martinsburg
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $89 total per night from Jan 26 to Jan 27
$89 total
Jan 26 - Jan 27
Total with taxes and fees
9/10 Wonderful! (1,428 reviews)
This is our number one spot to stay in in Winchester. The location is perfect. Rooms are clean and modern.

Reviewed on Jan 14, 2026

Microtel Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $143 total per night from Jan 21 to Jan 22
$143 total
Jan 21 - Jan 22
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
Staff was amazing! Benjamin and Carla are two of the kindest people ever!

Reviewed on Jan 4, 2026

The George Washington Hotel, A Wyndham Grand Hotel
See all 767 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.

Find the Best Clear Brook Vacation Packages

Clear Brook Essential Information

Language
English
Currency
U.S dollars
Top Sights
Museum of the Shenandoah Valley, Shenandoah Valley Discovery Museum and Bright Box Theater

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Frequently asked questions

How much does a Clear Brook vacation package cost?
You'll find cheap prices from $272 on Expedia for your Clear Brook break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Clear Brook costs.
What are the cheapest months to go to Clear Brook?
If you'd like to book a cheap Clear Brook vacation package, consider planning a trip in December, January and February. You'll typically find lower rates on flights and accommodations during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Clear Brook?
With a well-planned itinerary, you can easily visit the most popular Clear Brook sights in a handful of days. But if you'd like to discover hidden gems or take day trips, consider booking your Clear Brook vacation for longer.
How to find the best Clear Brook package deals?
Landing a cheap Clear Brook package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Clear Brook package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Clear Brook vacation as a package?
You can enjoy significant savings on your next Clear Brook escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Clear Brook?
If you have your Clear Brook travel dates locked in, book early to bag some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Clear Brook vacation packages?
Secure your perfect escape to Clear Brook with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.