Crumpton Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Crumpton Vacation Deals

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

Hotel Arboretum

2 out of 5
Northeast
per person
Sep 17 - Sep 21
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
8/10 Very Good! (944 reviews)
Bed very comfortable and bedding looked and felt clean and in very good condition. Very impressed with the cleanliness and condition of the room and property- I’ve paid much more for much, much less. 10/10

Reviewed on Aug. 6, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
per person
Sep 17 - Sep 21
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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.
per person
Oct 10 - Oct 13
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) 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

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
per person
Sep 17 - Sep 21
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
9.4/10 Exceptional! (1,001 reviews)
The property staff were incredibly accommodating friendly and helpful. The only issue was the waitresses were non existent anytime you needed a drink or for someone to take your order.

Reviewed on Aug. 3, 2025

Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
per person
Sep 17 - Sep 21
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (WAS)
8.4/10 Very Good! (453 reviews)
Great walkable location! In the heart of the harbor and very close to MGM. Friendly and accommodating staff

Reviewed on Jul. 4, 2025

Ready to book your vacation to Crumpton?

 

Choose your dates

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
The price is CA $151 per night from Aug 17 to Aug 18
CA $151
CA $168 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (791 reviews)
"Please move waffle station….it needs its own space! Could hardly get a plate and utensils with people trying to and waiting for their turn to make waffles. Breakfast choices just okay."

Reviewed on Aug. 4, 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
The price is CA $99 per night from Aug 13 to Aug 14
CA $99
CA $110 total
Aug 13 - Aug 14
includes taxes & 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
The price is CA $160 per night from Aug 17 to Aug 18
CA $160
CA $177 total
Aug 17 - Aug 18
includes taxes & 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Crumpton vacation package cost?
You can snap up a vacation package to this destination from CA $608 on Expedia. But how much your vacation to Crumpton costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Crumpton?
January, February and November are the best times to look for cheap Crumpton vacation packages. Travelling in less busy periods means you can usually find lower prices on flights and accommodations.
How many days is enough for Crumpton?
Typically, a handful of days is enough to tick off the top sights during your Crumpton vacation. But if you'd like to have some time to kick back or go on day tours, think about extending your trip.
How to find the best Crumpton package deals?
Finding a cheap Crumpton package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most affordable Crumpton package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Crumpton vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can personalize your Crumpton getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Crumpton?
Score incredible bargains by booking your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Crumpton trip.
How to plan a trip to Crumpton?

  1. Pick your travel dates: What you'd like to do in Crumpton and your preferred season will help you decide when to get away.
  2. Budget wisely: On top of the price of your accommodations, you should consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Crumpton.
  3. Decide how long to go for: Now that you know more about Crumpton, you can work out the ideal length of your vacation. Put together a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Crumpton vacation package.

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