Dickerson Vacations from $277

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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.
DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Save 100% on your flight
per person
Oct 17 - Oct 22
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,005 reviews)
I really enjoyed my stay. Staff was excellent. It was quite and very comfortable

Reviewed on Jul 27, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
8.2/10 Very Good! (1,001 reviews)
Beautiful facility inside Galludet University. Allowable price and free parking in the middle of Washington DC. Thoroughly enjoyed my stay. The room was large and had many amenities. My stay was quiet and peaceful. I will definitely be back!

Reviewed on Jul 21, 2025

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Save 100% on your flight
per person
Oct 17 - Oct 22
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,795 reviews)
Enjoyed the stay! Beautiful place!

Reviewed on Jul 28, 2025

Beacon Hotel & Corporate Quarters

Beacon Hotel & Corporate Quarters

3.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Oct 21 - Oct 25
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
7.6/10 Good! (1,027 reviews)
Nice facility. Expected a slightly nicer bathroom for the price

Reviewed on Jul 26, 2025

Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Oct 21 - Oct 25
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.8/10 Excellent! (1,550 reviews)
There were none. No restaurant and only limited restaurants nearby

Reviewed on Aug 1, 2025

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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

Hyatt Regency Dulles

4 out of 5
2300 Dulles Corner Blvd, Herndon, VA
Fully refundable
$119 nightly
The price is $137 total per night from Aug 15 to Aug 16
$137 total
Aug 15 - Aug 16
Total includes taxes and fees
8.8/10 Excellent! (1,378 reviews)
"Nice spot for a travel issue at Dulles. Bed was A++++"

Reviewed on Jul 29, 2025

Hyatt Regency Dulles
The Watermark Hotel

The Watermark Hotel

4 out of 5
1825 Capital One Dr, McLean, VA
$152 nightly
The price is $175 total per night from Aug 9 to Aug 10
$175 total
Aug 9 - Aug 10
Total includes taxes and fees
9.6/10 Exceptional! (2,252 reviews)
"Everything was good except the beds. Too small (feet were sticking out and I’m not that tall) and the bed was SUPER moist/humid. Barely got any sleep. Other than a good night’s sleep, property was quite nice."

Reviewed on Jul 29, 2025

The Watermark Hotel
Hyatt Regency Bethesda

Hyatt Regency Bethesda

4 out of 5
1 Bethesda Metro Ctr, 7400 Wisconsin Ave, Bethesda, MD
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $124 total per night from Aug 3 to Aug 4
$124 total
Aug 3 - Aug 4
Total includes taxes and fees
8.6/10 Excellent! (1,212 reviews)
"Nome"

Reviewed on Jul 30, 2025

Hyatt Regency Bethesda
See all 1,483 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.

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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 $277 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.