--- title: "Crumpton Vacation Packages 2026 from $336 | Expedia" description: "Bundle Crumpton flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels :white_check_mark:" canonical: "https://www.expedia.com/Crumpton.d3000440547.Destination-Travel-Guides" language: en-US market: US currency: USD prices_as_of: 2026-11-12T17:47:29Z --- # Crumpton Vacations from $336 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $2,000 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### 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](https://www.expedia.com/Crow-Farm-And-Vineyard-Maryland.d553248621532662417.Vacation-Attraction) and [Tilmons Island Winery](https://www.expedia.com/Tilmons-Island-Winery-Sudlersville.d553248621532662416.Vacation-Attraction) 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. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A Sheraton hotel with a landscaped garden featuring a pond and rocks.](https://images.trvl-media.com/lodging/1000000/20000/13900/13890/dc4fe95a.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern lobby with a sectional sofa, a round coffee table, and a decorative rug.](https://images.trvl-media.com/lodging/1000000/20000/13900/13890/faef6b49.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 12 - Jan 17** ### [Sheraton Baltimore North Hotel + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-12/2027-01-17/?FromAirport=ATL&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13890&dealMarker=&paandie=true&cabinClass=e) Towson 5 nights **8.4/10** \- Very good (1,000 reviews) "You pay for parking and thats is a disgrace after paying to enjoy the property the apple 🍎 al mo whatever was very good ,had a 😃 smile on my face. If infrastructures tax money supposed to take care of infrastructures then the 3rd floor room 303 needs its HVAC system looked at on the roof the bed was comfortable the AC WAS great the breakfast was good and I must add every problem i brought to attention was settled so I have no complaints" Reviewed November 10, 2026 Roundtrip • Atlanta (ATL) - Baltimore (BWI) ATL - BWI • Nonstop BWI - ATL • Nonstop Save 100% on your flight [~~$566~~](https://www.expedia.com/) **$336** per traveler found 1 day ago - ![A modern apartment with a kitchen, dining area, and living room.](https://images.trvl-media.com/lodging/136000000/135270000/135263800/135263706/13e982bb.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern kitchen with dark cabinets, stainless steel appliances, and a dining area with a white table and chairs.](https://images.trvl-media.com/lodging/136000000/135270000/135263800/135263706/74c2f19e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 12 - Jan 17** ### [Harbor free indoor parking + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-12/2027-01-17/?FromAirport=ATL&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=135263706&dealMarker=&paandie=true&cabinClass=e) Downtown Baltimore 5 nights Roundtrip • Atlanta (ATL) - Baltimore (BWI) ATL - BWI • Nonstop BWI - ATL • Nonstop Save 100% on your flight [~~$718~~](https://www.expedia.com/) **$438** per traveler found 1 day ago - ![A modern interior with a fireplace, seating area, and staircase leading to upper levels.](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/25821c34.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern hotel entrance with a glass canopy, large windows, and potted plants.](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/9d56ef4f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 12 - Jan 17** ### [Eurostars Saint Gregory Dupont Circle Georgetown + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-12/2027-01-17/?FromAirport=ATL&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=470863&dealMarker=&paandie=true&cabinClass=e) Downtown Washington D.C. 5 nights **8.6/10** \- Excellent (1,001 reviews) "I really enjoyed my stay at this hotel. It was an easy place to navigate from they had restaurants in a bar on the property. The staff was very kind and I love my room in the space we were in. I would absolutely stay here again." Reviewed November 11, 2026 Roundtrip • Atlanta (ATL) - Baltimore (BWI) ATL - BWI • Nonstop BWI - ATL • Nonstop Save 100% on your flight [~~$736~~](https://www.expedia.com/) **$462** per traveler found 1 day ago - ![A modern living room with a fireplace, two sofas, a coffee table with a book, and a view of the sea.](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/69afdf6b.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A waterfront hotel with a pool, outdoor seating, and a view of the cityscape.](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/45fde7f6.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 4 - Feb 7** ### [Pendry Baltimore + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-04/2027-02-07/?FromAirport=ATL&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17395897&dealMarker=&paandie=true&cabinClass=e) Fells Point 3 nights **9.4/10** \- Exceptional (1,000 reviews) Roundtrip • Atlanta (ATL) - Baltimore (BWI) ATL - BWI • Nonstop BWI - ATL • Nonstop [~~$1,013~~](https://www.expedia.com/) **$664** per traveler found 1 day ago - ![A spacious lobby with a bar area, seating arrangements, and a staircase.](https://images.trvl-media.com/lodging/1000000/30000/22700/22666/4b5e0630.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern building interior with a spiral staircase, glass railings, and a large, abstract metal sculpture.](https://images.trvl-media.com/lodging/1000000/30000/22700/22666/aaaabeb6.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 27 - Feb 2** ### [Hyatt Regency Washington on Capitol Hill + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-27/2027-02-02/?FromAirport=ATL&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=22666&dealMarker=&paandie=true&cabinClass=e) Northwest 6 nights **9.0/10** \- Wonderful (1,003 reviews) "Fantastic location near Union Station, SCOTUS, Capitol etc." Reviewed November 11, 2026 Roundtrip • Atlanta (ATL) - Baltimore (BWI) ATL - BWI • Nonstop BWI - ATL • Nonstop Save 100% on your flight [~~$1,046~~](https://www.expedia.com/) **$698** per traveler found 17 hours ago ## Where to stay near Crumpton Crumpton offers a perfect travel retreat for outdoor enthusiasts and families alike. Explore picturesque scenery, enjoy beach adventures, and discover nearby historical attractions. Plan your getaway ideas and trip calculations around local parks and the charming downtown area to create unforgettable memories for your bucket list. - [Chestertown](#) - [Millington](#) - [Sudlersville](#) - [Kennedyville](#) - [Galena](#) ![A lakeside town with a marina, a bridge, and a mix of residential and commercial buildings.](https://images.trvl-media.com/place/7215/2127ed08-151b-4865-9870-3d0463a3d88b.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Chestertown](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=7215) ### Chestertown Chestertown is the ideal destination for travelers seeking a blend of history and nature. With its historic Washington College, scenic Wilmer Park, and the engaging Historical Society of Kent County, visitors can immerse themselves in local culture and outdoor beauty. Located about 8 miles by car from Crumpton, Chestertown makes it easy to explore the area's rich offerings. This charming city is a smart choice for your stay, providing a perfect mix of relaxation and adventure. [See properties](https://www.expedia.com/Hotel-Search?regionId=7215) [View properties in map for Millington](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=3000440734) ### Millington Plan your stay in Millington, a top-rated choice for travelers seeking a blend of outdoor adventure and family-friendly experiences. With attractions like Pinkney Park, Crumpton Auction, and Crumpton Park nearby, you'll enjoy a vibrant mix of recreational activities and scenic beauty. Millington is located about 5 miles by car from Crumpton, making it an easy drive for a relaxing getaway. Choosing Millington for your stay ensures you'll have access to delightful experiences year-round. [See properties](https://www.expedia.com/Hotel-Search?regionId=3000440734) [View properties in map for Sudlersville](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=6359188) ### Sudlersville Make your vacation planning effortless by staying in Sudlersville, a haven for family and nature travelers thanks to its nearby attractions like Pinkney Park and Crumpton Park, perfect for outdoor activities. You can also explore the vibrant Crumpton Auction for a unique local experience. Located about 5 miles by car from Crumpton, Sudlersville offers a blend of scenic beauty and family-friendly venues, making it an ideal choice for your getaway. [See properties](https://www.expedia.com/Hotel-Search?regionId=6359188) [View properties in map for Kennedyville](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=3000440679) ### Kennedyville Immerse yourself in Kennedyville, where weekend getaway seekers and families can easily access stunning attractions like Betterton Beach and Turner's Creek Park. This charming city offers a blend of outdoor activities, from motor racing to golfing, making it a perfect destination for nature lovers. Located about 9 miles by car from Crumpton, Kennedyville is a smart choice for your next vacation, ensuring memorable experiences in a serene setting. [See properties](https://www.expedia.com/Hotel-Search?regionId=3000440679) [View properties in map for Galena](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=106992) ### Galena Travelers seeking a blend of family fun, nature, and culture will find Galena to be the ideal base for their vacation, featuring attractions like the Skipjack Cove Yachting Resort for water activities, the scenic Galena Town Park, and the historic charm of Galena Town Hall. With its seasonal appeal peaking in May and the summer months, Galena is just about a 7 miles drive from Crumpton, making it a smart choice for those looking to explore a mix of outdoor scenery and recreational opportunities. [See properties](https://www.expedia.com/Hotel-Search?regionId=106992) ## Discover the most popular places to visit in Crumpton ### Crumpton Park After visiting Crumpton Park, make a plan to see the other sights and activities in Crumpton. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=924439696180879360) ## Crumpton Hotel Deals ### [Comfort Inn & Suites Chestertown](https://www.expedia.com/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![A hotel lobby with a fireplace, seating area, and a television.](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/8d9295fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 150 Scheeler Road, Chestertown, MD, 21620, US - Location: 8 mi from Crumpton - Star rating: 2.5/5 - Guest rating: 8.6/10 (Excellent, 1000 reviews) - Price: $96 nightly, $107 total, Dec 6 - Dec 7, Total with taxes and fees - Review: The front desk staff were so nice, room very clean. ### [Red Roof Inn & Suites Chestertown](https://www.expedia.com/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) ![A living room with a fireplace, a television, and a stone accent wall.](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/52e5598b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 160 Scheeler Rd, Chestertown, MD, 21620, US - Location: 8 mi from Crumpton - Star rating: 2/5 - Guest rating: 7.2/10 (Good, 514 reviews) - Price: $72 nightly, $80 total, Nov 19 - Nov 20, Total with taxes and fees ### [Fairfield Inn & Suites by Marriott Middletown](https://www.expedia.com/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information) ![A modern living room with a stone accent wall, a flat-screen TV, a dining area with a table and chairs, and a sofa with cushions.](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/52c8cc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 411 MERRIMAC AVENUE, Middletown, DE, 19709, US - Location: 17.1 mi from Crumpton - Star rating: 3/5 - Guest rating: 9.2/10 (Wonderful, 453 reviews) - Price: $124 nightly, $138 total, Nov 29 - Nov 30, Total with taxes and fees - Review: Beautiful and safe ### [Driftwood Inn](https://www.expedia.com/Chestertown-Hotels-Driftwood-Inn.h4862316.Hotel-Information) ![A row of motel rooms with stone walls and red doors.](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/4ed42fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 609 Washington Avenue, Chestertown, MD, 21620, US - Location: 7.9 mi from Crumpton - Star rating: 2/5 - Guest rating: 5.4/10 (183 reviews) - Price: $64 nightly, $70 total, Nov 13 - Nov 14, Total with taxes and fees - Review: Staff very friendly ### [Holiday Inn Express & Suites Middletown by IHG](https://www.expedia.com/Wilmington-Hotels-Holiday-Inn-Express-And-Suites-Middletown.h34796045.Hotel-Information) ![A lobby area with seating, a reception desk, and a refrigerator stocked with beverages.](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/3c1144bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 315 Auto Park Dr, Middletown, DE, 19709, US - Location: 17.3 mi from Crumpton - Star rating: 2.5/5 - Guest rating: 9.2/10 (Wonderful, 756 reviews) - Price: $103 nightly, $114 total, Dec 13 - Dec 14, Total with taxes and fees ### [Hampton Inn Middletown](https://www.expedia.com/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.Hotel-Information) ![A hotel dining area with a long wooden table, six chairs, and a fruit bowl.](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/50463ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 117 Sandhill Dr, Middletown, DE, 19709, US - Location: 17.7 mi from Crumpton - Star rating: 2.5/5 - Guest rating: 8.8/10 (Excellent, 943 reviews) - Price: $110 nightly, $122 total, Dec 1 - Dec 2, Total with taxes and fees - Review: The staff was very helpful and friendly. The room was clean and breakfast was tasty. ### [The Lodge at Great Oak Landing](https://www.expedia.com/Chestertown-Hotels-The-Lodge-At-Great-Oak-Landing.h96826266.Hotel-Information) ![A campfire in a stone fire pit by a lakeside at sunset.](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/b3c72334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 22170 Great Oak Landing Rd, Chestertown, MD, 21620, US - Location: 15 mi from Crumpton - Star rating: 3.5/5 - Guest rating: 8/10 (Very good, 129 reviews) - Price: $124 nightly, $137 total, Nov 15 - Nov 16, Total with taxes and fees - Review: Great place! Clean, comfortable and in a beautiful area. I won’t stay anywhere else when I’m in that area. ### [Quality Inn Smyrna](https://www.expedia.com/Dover-Hotels-Quality-Inn.h1781239.Hotel-Information) ![A breakfast buffet with a variety of food items and a bowl of fruit.](https://images.trvl-media.com/lodging/2000000/1790000/1781300/1781239/817be2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 190 Stadium St, Gateway North Plaza, Smyrna, DE, 19977, US - Location: 17.9 mi from Crumpton - Star rating: 2.5/5 - Guest rating: 7.6/10 (Good, 1001 reviews) - Price: $69 nightly, $77 total, Dec 13 - Dec 14, Total with taxes and fees 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. [See all properties in Crumpton](https://www.expedia.com/Hotel-Search?startDate=2026-11-26&endDate=2026-11-27®ionId=3000440547&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Frequently Asked Questions ### How much does a Crumpton vacation package cost? You can pick up a vacation package to this popular destination from $336 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](https://www.expedia.com/lp/b/vacations/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. ## Other language versions ```yaml hreflang: x-default: https://www.expedia.com/ ja-JP: https://www.expedia.co.jp/Crumpton.d3000440547.Travel ```