Dickerson Vacations from $590

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Your Dickerson Vacation

Prepare to experience Dickerson on your terms with a custom Dickerson vacation package! Discovering the charms of this lively city is simpler with a base in a neighborhood such as Lansdowne, which is great for golfing, among plenty of other things. If seeing the sights is a must during your trip to Dickerson, make sure you stop by well-known attractions like Sugarloaf Mountain Park and Sugarloaf Mountain Vineyard. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Dickerson vacation is simple with Expedia.

The Latest Dickerson vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Arlington National Landing

Hilton Arlington National Landing

4 out of 5
Crystal City
Save 100% on your flight
Price was $878, price is now $590 per person
$590
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8.8/10 Excellent! (753 reviews)
Good overall customer service, room was a bit dusty but clean otherwise

Reviewed on Mar 17, 2026

Global Luxury Suites at Capitol Hill

Global Luxury Suites at Capitol Hill

4 out of 5
Northeast
Save 100% on your flight
Price was $1,476, price is now $943 per person
$943
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.2/10 Very Good! (816 reviews)
The room was perfect! Will stay again. Thank you!

Reviewed on Mar 13, 2026

Akeem's guest house

Akeem's guest house

2 out of 5
Save 100% on your flight
Price was $1,069, price is now $741 per person
$741
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
No reviews
Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Save 100% on your flight
Price was $4,909, price is now $3,475 per person
$3,475
per person
May 11 - May 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
9.2/10 Wonderful! (201 reviews)
My stay at the Rosewood Hotel was absolutely wonderful from start to finish. The level of service, attention to detail, and overall atmosphere made it a truly memorable experience. From the moment I arrived, the staff was warm, welcoming, and genuinely attentive. Check‑in was smooth and effortless, and I immediately felt like a valued guest. The room was beautifully designed—spacious, spotless, and thoughtfully arranged with luxurious touches throughout. The bed was incredibly comfortable, and the overall ambiance made it easy to relax. The hotel’s amenities were equally impressive. Whether enjoying the dining options, unwinding in the lounge areas, or simply taking in the elegant décor, everything felt refined and well-curated. Every interaction with the staff felt sincere, and the service consistently exceeded my expectations. Overall, my stay at the Rosewood was exceptional. I would highly recommend this hotel to anyone looking for comfort, luxury, and top‑tier hospitality. I’m already looking forward to returning!

Reviewed on Feb 19, 2026

Landing at Bridge District

Landing at Bridge District

4 out of 5
Southeast
Save 100% on your flight
Price was $1,100, price is now $783 per person
$783
per person
May 20 - May 25
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (8 reviews)
Great property! The Landing staff went out of their way to make sure I was comfortable.

Reviewed on Jan 24, 2026

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Discover the most popular places to visit in Dickerson

Sugarloaf Mountain Park

Explore the great outdoors at Sugarloaf Mountain Park, a lovely green space in Urbana. Experience the area's festivals or attend a sporting event.

Sugarloaf Mountain Park

Sugarloaf Mountain Vineyard

You can enjoy a tasting or tour at Sugarloaf Mountain Vineyard during your travels to Dickerson. While you're here, you can savor the top-notch restaurants.

Sugarloaf Mountain Vineyard

Dickerson Hotel Deals

Hyatt Regency Dulles International Airport

Hyatt Regency Dulles International Airport

4 out of 5
2300 Dulles Corner Blvd Herndon VA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from Apr 3 to Apr 4
$116 total
Apr 3 - Apr 4
Total with taxes and fees
8.8/10 Excellent! (1,649 reviews)
All was fine but when I arrived they charged me about $50 more than the Hotels.com quote

Reviewed on Mar 18, 2026

Hyatt Regency Dulles International Airport
The Bethesdan Hotel, Tapestry Collection by Hilton

The Bethesdan Hotel, Tapestry Collection by Hilton

4 out of 5
8120 Wisconsin Ave Bethesda MD
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $147 total per night from Apr 3 to Apr 4
$147 total
Apr 3 - Apr 4
Total with taxes and fees
8.6/10 Excellent! (1,777 reviews)
The room was very nice and clean !

Reviewed on Mar 19, 2026

The Bethesdan Hotel, Tapestry Collection by Hilton
The Watermark Hotel

The Watermark Hotel

4 out of 5
1825 Capital One Dr McLean VA
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $216 total per night from Apr 2 to Apr 3
$216 total
Apr 2 - Apr 3
Total with taxes and fees
9.6/10 Exceptional! (2,801 reviews)
It was fantastic

Reviewed on Mar 19, 2026

The Watermark Hotel
See all 1,562 properties in Dickerson
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 Dickerson Vacation Packages

Dickerson Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Washington Dulles Intl. Airport (IAD)
Top Sights
Sugarloaf Mountain Vineyard, Bowl America Gaithersburg and Sugarloaf Mountain Park

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Frequently asked questions

How much does a Dickerson vacation package cost?
You can snap up a vacation package to this popular destination from $590 on Expedia. However, how much your vacation to Dickerson costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Dickerson?
If you're hoping to score a cheap Dickerson vacation package, consider planning a trip in December, January and February. You'll typically find better rates on hotels and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Dickerson?
With a well-planned itinerary, you can easily tick off the most popular Dickerson attractions in a few days. But if you prefer to discover hidden gems or take day trips, consider booking your Dickerson vacation for longer.
How to find the best Dickerson package deals?
Finding a cheap Dickerson package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Dickerson package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Dickerson vacation as a package?
You can enjoy significant savings on your next Dickerson escape by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. 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 Dickerson?
If you have your Dickerson vacation dates locked in, book as early as you can to score some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Dickerson vacation packages?
If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Dickerson vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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