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Find hotels near Crumpton Auction, Chestertown from $70

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Oct 14 - Oct 15
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Oct 15 - Oct 16
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Crumpton Auction hotels

A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.
A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
8.4 mi from Crumpton Auction
United States
Amy
$98 nightly
$108 total
Nov 8 - Nov 9
Total with taxes and fees
Comfort Inn & Suites Chestertown
A hotel room with a sofa, two beds, a painting, and a lamp.
A multi-story brick building with a covered entrance and a parking lot.
A hotel sign with a red background and white lettering, a parking lot, and a building with a brick facade.
A living room with a fireplace, a television, and a stone accent wall.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
8.4 mi from Crumpton Auction
United States
Kate
$72 nightly
$80 total
Oct 21 - Oct 22
Total with taxes and fees
Red Roof Inn & Suites Chestertown
A row of motel rooms with stone walls and red doors.
A two-story building with a brick facade, large windows, and a sloped roof.
A hotel room with a bed, a small refrigerator, a lamp, a picture on the wall, and a curtain.
A living room with a wooden cabinet, a television, a sofa, and a dining table.

3. Driftwood Inn

Driftwood Inn
8.3 mi from Crumpton Auction
United States
Kathy
$64 nightly
$70 total
Oct 15 - Oct 16
Total with taxes and fees
Driftwood Inn
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Hotels recommended for families near Crumpton Auction

A hotel room with a sofa, two beds, a painting, and a lamp.
A multi-story brick building with a covered entrance and a parking lot.
A hotel sign with a red background and white lettering, a parking lot, and a building with a brick facade.
A living room with a fireplace, a television, and a stone accent wall.

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown
$72 nightly
$80 total
Oct 21 - Oct 22
Total with taxes and fees
Red Roof Inn & Suites Chestertown
A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.
A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
$98 nightly
$108 total
Nov 8 - Nov 9
Total with taxes and fees
Comfort Inn & Suites Chestertown
A spacious living area with a dining table, sofa, and a kitchen in the background.
A laundry room with two front-loading washing machines, a drying rack, and a small cabinet above the machines.
A modern kitchen with a large island, white cabinetry, and a view of the city.
A bedroom with a large bed, a nightstand, a lamp, a patterned rug, and a view through an open door to a hallway.

Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
$319 nightly
$352 total
Oct 18 - Oct 19
Total with taxes and fees
Newly restored apartment in the heart of Chestertown
A house with a swimming pool, surrounded by a fence, and two red umbrellas.
A closet with a wooden floor, a white door, and a blue bag on top.
A building with a balcony and large windows, surrounded by trees and a fence.
A bedroom with a bed, a ceiling fan, a painting, and a door leading to another room.

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
$144 nightly
$159 total
Oct 19 - Oct 20
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
A kitchen with wooden cabinets, a dining table, and a refrigerator.
A cozy dining room with a wooden table and chairs, surrounded by bookshelves and a fireplace.
A two-story brick building with a symmetrical facade, a central entrance, and a well-maintained lawn.
A piano in a room with wooden flooring and a chair with a floral pattern.

Family Retreat at Lansdowne Manor

Family Retreat at Lansdowne Manor
Centreville
$305 nightly
$337 total
Oct 15 - Oct 16
Total with taxes and fees
Family Retreat at Lansdowne Manor
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.
A large brick building with a symmetrical facade, multiple chimneys, and a central entrance.
A spacious room with a large window, a seating area with a sofa and armchairs, a small table with a plant, and a display of various items including a mannequin and shelves with products.
A marina with docked boats, a wooden walkway with railings, and a sign indicating 'D DOCK'.

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
Chestertown
$124 nightly
$137 total
Oct 15 - Oct 16
Total with taxes and fees
The Lodge at Great Oak Landing
A modern building with a patio area featuring outdoor seating and a fire pit.
A modern living room with a stone fireplace, wooden ceiling, and a large TV mounted above it.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.
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.

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
Middletown
$119 nightly
$132 total
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Middletown
A hotel room with a sofa, armchair, ottoman, two side tables with lamps, a coffee table, a TV, and a window with curtains.
A reception desk with a sign reading "Quality Inn" and a potted plant beside it.
A hotel room with a sofa, a TV on a wooden stand, a lamp, and a door leading to another room.
A hotel room with two beds, a TV, a desk, and a window with curtains.

Quality Inn Smyrna

Quality Inn Smyrna
Smyrna
$94 nightly
$104 total
Oct 25 - Oct 26
Total with taxes and fees
Quality Inn Smyrna

Top Crumpton Auction Hotel Reviews

Comfort Suites Dover University Area

Comfort Suites Dover University Area

10/10 Excellent
"The room was clean, the breakfast was limited and staff were ok."
virginia 1-night trip
Posted 3 hours ago
Comfort Suites Dover University Area
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

8/10 Good
"Hotel was great. Really nice. loved having doormen considering area is not great. Just wished"
Lisa 1-night trip
Posted 5 hours ago
Fairfield Inn & Suites by Marriott Middletown
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

8/10 Good
"Friendly staff. Breakfast was adequate. Parking was close."
Charles 1-night trip
Posted 7 hours ago
Holiday Inn Express & Suites Middletown by IHG
Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

10/10 Excellent
"Great. Just an overnight stay"
Ronald 1-night trip
Posted 1 day ago
Red Roof Inn & Suites Dover Downtown
Sleep Inn & Suites Dover University Area

Sleep Inn & Suites Dover University Area

8/10 Good
"Room card did not work, we had to go to the front desk every time that we need to get into the room, because the card did not work at the room door."
Daryl 2-night trip
Posted 1 day ago
Sleep Inn & Suites Dover University Area
Relax Inn Smyrna Dover Coastal Gateway

Relax Inn Smyrna Dover Coastal Gateway

8/10 Good
"The area felt safe, the front desk guy was very kind. The room wasn’t in amazing condition but wasn’t terrible"
Kristen 1-night trip
Posted 9 days ago
Relax Inn Smyrna Dover Coastal Gateway
Hampton Inn Middletown

Hampton Inn Middletown

10/10 Excellent
"The male employee working night shift hours on 10/03/2026 was more than accommodating and polite."
Heather 1-night trip
Posted 10 days ago
Hampton Inn Middletown
Hampton Inn Dover

Hampton Inn Dover

10/10 Excellent
"nice"
Dawn 4-night trip
Posted 13 days ago
Hampton Inn Dover
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

10/10 Excellent
"We had a wonderful long weekend at the cottage. It is beautifully decorated and very clean. It was perfect for our needs. We spent our days boating on the upper bay (gorgeous weather) and evenings relaxing on the deck with a perfect view of the sunset and turkey point lighthouse. Thank you Chris and we would love to come back next season."
JoAnn W. 4-night trip
Posted 2 months ago
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

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.
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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.
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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.
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Church Hill Theatre

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

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

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 retreatThe 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 retreatThis 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.

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