Crumpton Vacations from $278

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Your Crumpton Vacation

Enjoy unforgettable adventures when you book a Crumpton vacation package. Whether you're a foodie, history buff or just a traveler who loves to discover new places, there's something for everyone in this vibrant city. Crow Farm and Vineyard and Tilmons Island Winery are among the must-see sights to check out during a trip to Crumpton. No matter your travel plans or budget, organizing your ultimate tailored Crumpton vacation is a cinch with Expedia.

The Latest Crumpton 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 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,011 reviews)
I really enjoyed my stay. Staff was excellent. It was quite and very comfortable

Reviewed on Jul 27, 2025

Hotel Arboretum

Hotel Arboretum

2 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 (DCA)
8/10 Very Good! (944 reviews)
This was probably a very nice hotel at one point. It is rather run down now. Our room had a broken deadbolt and latch and the card scanner barely worked. The bubbler in the workout room was empty. My mattress was worn out. The bathroom was functionally fine, but it was old and with scratches and cracks everywhere. The staff was fantastic...very friendly and helpful. The TV in the room was nice and the AC was very quiet. Breakfast was rather limited, but the staff was doing their best servering with the limited resources and food they had. The neighborhood seems to be going through some hard times...it is very run down with a lot of abandoned buildings.

Reviewed on Aug 4, 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! (1,007 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

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.8/10 Exceptional! (25 reviews)
Absolutely incredible hotel that we happened upon on a whim. Brand new, absolutely stunning and Johnny the concierge made our night and had us feeling right at home despite the grandeur of the establishment. Can’t recommend this place enough and shout out to Johnny ❤️

Reviewed on Aug 3, 2025

The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.6/10 Excellent! (1,004 reviews)
My stay was very pleasant

Reviewed on Jul 27, 2025

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Crumpton Hotel Deals

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road, Chestertown, MD
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from Aug 17 to Aug 18
$122 total
Aug 17 - Aug 18
Total includes taxes and fees
8.4/10 Very Good! (789 reviews)
"Service was great all the staff we came in contact with were kind and helpful from showing us how to work the TV to giving us bottled water when the drink vending machine was out. We enjoyed our stay and the location was very close to Chestertown and Rock Hall."

Reviewed on Jul 18, 2025

Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2 out of 5
160 Scheeler Rd, Chestertown, MD
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Aug 12 to Aug 13
$80 total
Aug 12 - Aug 13
Total includes taxes and fees
7.2/10 Good! (384 reviews)
"Great service"

Reviewed on Aug 1, 2025

Red Roof Inn & Suites Chestertown
Holiday Inn Express And Suites Middletown by IHG

Holiday Inn Express And Suites Middletown by IHG

2.5 out of 5
315 Auto Park Dr, Middletown, DE
Fully refundable
$116 nightly
The price is $129 total per night from Aug 10 to Aug 11
$129 total
Aug 10 - Aug 11
Total includes taxes and fees
9.2/10 Wonderful! (598 reviews)
"It was clean, staff was professional. Breakfast was good"

Reviewed on Jul 30, 2025

Holiday Inn Express And Suites Middletown by IHG
See all 182 properties in Crumpton
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 Crumpton vacation package cost?
You can pick up a vacation package to this popular destination from $278 on Expedia. However, how much your vacation to Crumpton costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Crumpton?
January, October and December are great times to look for cheap Crumpton vacation packages. Opting to travel in less busy months means you can usually find lower prices on hotels and flights.
How many days is enough for Crumpton?
Typically, a handful of days is enough to go to the major attractions during your Crumpton vacation. But if you prefer to have some time to unwind or take day tours, consider extending your trip.
How to find the best Crumpton package deals?
Use Expedia's handy filters to find some tempting Crumpton package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Crumpton package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Crumpton vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights separately. Better still, you can tailor your Crumpton trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Crumpton?
If you have your Crumpton travel dates finalized, book early to grab some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Crumpton vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Crumpton trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.