Plan your trip

Find hotels near Crumpton Auction, Chestertown from $70

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices

    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

  • Check prices for these dates

    Check prices for these dates, December 14 – 15, 2026

    View in a map

    Recommended

    Price (low to high)

    Distance

    Star rating

    Our top choices for Crumpton Auction hotels

    1. Comfort Inn & Suites Chestertown

    A hotel lobby with a fireplace, seating area, and a television.

    2. Red Roof Inn & Suites Chestertown

    A living room with a fireplace, a television, and a stone accent wall.

    3. Driftwood Inn

    A row of motel rooms with stone walls and red doors.

    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.

    View all properties

    Hotels recommended for families near Crumpton Auction

    Red Roof Inn & Suites Chestertown

    A living room with a fireplace, a television, and a stone accent wall.

    Comfort Inn & Suites Chestertown

    A hotel lobby with a fireplace, seating area, and a television.

    Newly restored apartment in the heart of Chestertown

    A spacious living area with a dining table, sofa, and a kitchen in the background.

    First Floor Studio Apartment in Historic Chestertown

    A house with a swimming pool, surrounded by a fence, and two red umbrellas.

    Family Retreat at Lansdowne Manor

    An outdoor patio with a brick wall, a grill, and metal chairs.

    The Lodge at Great Oak Landing

    A campfire in a stone fire pit by a lakeside at sunset.

    Fairfield Inn & Suites by Marriott Middletown

    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.

    Quality Inn Smyrna

    A breakfast buffet with a variety of food items and a bowl of fruit.

    Other attractions near Crumpton Auction

    Crumpton Park

    After visiting Crumpton Park, make a plan to see the other sights and activities in Crumpton.

    See properties

    Pinkney Park

    Explore the great outdoors at Pinkney Park, a lovely green space in Millington.

    See properties

    Chase Island

    Commune with nature and explore the great outdoors at Chase Island during your travels in Chestertown. Experience the area's festivals and art scene.

    See properties

    Roundtop Park

    Roundtop Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Experience the area's festivals and art scene.

    See properties

    Church Hill Theatre

    You can enjoy a show at Church Hill Theatre during your trip to Church Hill.

    See properties

    Rolphs Wharf Marina

    Rating: 8.2/10 (15 reviews)

    Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.

    See properties

    Top Crumpton Auction Hotel Reviews

    Comfort Inn & Suites Chestertown

    A hotel lobby with a fireplace, seating area, and a television.

    Holiday Inn Express & Suites Middletown by IHG

    A lobby area with seating, a reception desk, and a refrigerator stocked with beverages.

    Fairfield Inn & Suites by Marriott Middletown

    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.

    Inn at Huntingfield Creek

    A boat deck with a white bench and a view of a calm lake and distant trees.

    Hampton Inn Middletown

    A hotel dining area with a long wooden table, six chairs, and a fruit bowl.

    Quality Inn Smyrna

    A breakfast buffet with a variety of food items and a bowl of fruit.

    Holiday Inn Express Hotel & Suites Dover by IHG

    A modern lobby with a grey sofa, blue armchairs, and a small table. There are artwork on the walls and a map.

    Hilton Garden Inn Dover

    A modern kitchen with a central island, bar stools, and a variety of appliances including a coffee maker and a toaster.

    Bally's Dover Casino Resort

    A spacious lobby with a grand staircase, multiple seating areas, and a central decorative column.

    Sleep Inn & Suites Dover University Area

    A Sleep Inn & Suites hotel with a clear entrance, parking lot, and a sign indicating the entrance.

    Hampton Inn Dover

    A hotel entrance with a covered walkway, stone pillars, and a clear sky.

    Relax Inn Smyrna Dover Coastal Gateway

    A hotel room with a large bed, a black leather sofa, a wooden table, two bedside tables with lamps, and a wall-mounted air conditioner.

    Fairfield Inn & Suites by Marriott Dover

    A multi-story Fairfield by Marriott Inn & Suites building with a prominent entrance, a covered outdoor area, and a parking lot.

    Comfort Inn & Suites Dover near Speedway

    A spacious living room with a blue sofa set, a fireplace, a staircase with a patterned carpet, and a framed eye chart on the wall.

    Miller-Dunham House Bed & Breakfast

    A sunroom with white wicker furniture, large windows, and a ceiling fan.

    Residence Inn Marriott Dover

    A patio area with outdoor seating, a fire feature, and a stone wall.

    Home2 Suites by Hilton Dover, DE

    An outdoor seating area with a fire pit, lounge chairs, and a covered patio.

    Frequently Asked Questions

    What are the top-rated hotels near Crumpton Auction?

    Discovering the perfect stay near Crumpton Auction can enhance any visit, especially when looking for top-rated accommodations that create an unforgettable experience.


    Waterfront venue on secluded 60 acres with 2 homes great for a family retreat
    The Waterfront venue on secluded 60 acres offers an idyllic escape just 1.5 miles from Crumpton Auction, with an impressive review rating of 10. This unique hotel features two homes, perfect for a tranquil retreat. Guests can enjoy amenities like a fully equipped kitchen with a stovetop, oven, and refrigerator for convenient meal preparation. Additional comforts include air conditioning and a hot tub, ensuring a relaxing stay amidst nature.

    How much is a hotel near Crumpton Auction?

    Staying near Crumpton Auction is a treat, with plenty of hotels from $70 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.

    What are the best affordable hotels near Crumpton Auction?

    Finding an affordable and family-friendly hotel near Crumpton Auction can enhance your experience in Chestertown. Here are some great options that cater to families while ensuring comfort and convenience.


    Waterfront venue on secluded 60 acres with 2 homes great for a family retreat
    This stunning waterfront venue is just 1.5 miles from Crumpton Auction, offering a perfect family retreat. With a perfect review rating of 10, travelers will enjoy spacious rooms featuring a kitchen equipped with a dishwasher, oven, and stovetop, making meal preparation a breeze. Families can unwind in the hot tub after a day of exploring, and amenities like air conditioning and onsite parking enhance convenience.

    Can I book a fully refundable hotel close to Crumpton Auction?

    Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter “Crumpton Auction”, set your travel dates, and use the “Fully refundable” filter under “Deals & Discounts” on the results page. Alternatively, explore deals with free cancellation options on Expedia.

    Explore a world of travel with Expedia