Dickerson Vacations from $280

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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.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
Price was $490, price is now $280 per person
$280
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8/10 Very Good! (1,099 reviews)
Needs to be remodeled and better breakfast options. However, they provide great service and are friendly.

Reviewed on Nov 1, 2025

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Price was $948, price is now $346 per person
$346
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
9.4/10 Exceptional! (1,022 reviews)
There were a few spiderwebs along the windows.

Reviewed on Nov 1, 2025

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 $819, price is now $449 per person
$449
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
9/10 Wonderful! (1,074 reviews)
Room was spotless and comfortable and quiet. All staff were very friendly and helpful. Great location to walk to the Metro and restaurants and the White House!

Reviewed on Oct 28, 2025

Washington Hilton

Washington Hilton

4 out of 5
Northwest
Save 100% on your flight
Price was $634, price is now $376 per person
$376
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8/10 Very Good! (1,018 reviews)
Staff was nice but the hotel rooms need a serious remodel, also what is up with this destination fee that forces me to spend my money at the hotel restaurant each day.

Reviewed on Oct 30, 2025

Hilton Washington DC Capitol Hill

Hilton Washington DC Capitol Hill

4 out of 5
Northwest
Save 100% on your flight
Price was $960, price is now $608 per person
$608
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
9/10 Wonderful! (1,011 reviews)
Great hotel and great service

Reviewed on Oct 30, 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 Bethesda

Hyatt Regency Bethesda

4 out of 5
1 Bethesda Metro Ctr, 7400 Wisconsin Ave, Bethesda, MD
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Nov 24 to Nov 25
$144 total
Nov 24 - Nov 25
Total with taxes and fees
8.6/10 Excellent! (1,272 reviews)
Noisy and parking is complicated

Reviewed on Oct 23, 2025

Hyatt Regency Bethesda
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
$99 nightly
The price is $112 total per night from Nov 23 to Nov 24
$112 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (1,698 reviews)
Staff

Reviewed on Oct 30, 2025

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
$166 nightly
The price is $190 total per night from Nov 23 to Nov 24
$190 total
Nov 23 - Nov 24
Total with taxes and fees
9.6/10 Exceptional! (2,455 reviews)
Amazing place, would stay again!

Reviewed on Oct 28, 2025

The Watermark Hotel
See all 1,530 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 $280 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.