Compare Chestertown Motels

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Featured Motels in Chestertown

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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.

Hotel Options in Chestertown

    Comfort Inn & Suites Chestertown

    Comfort Inn & Suites Chestertown

    150 Scheeler Road Chestertown MD
    $107 nightly
    The price is $119 total per night from Jun 21 to Jun 22
    $119 total
    Jun 21 - Jun 22
    Total with taxes and fees
    8.6/10 Excellent! (913 reviews)
    Red Roof Inn & Suites Chestertown

    Red Roof Inn & Suites Chestertown

    160 Scheeler Rd Chestertown MD
    $72 nightly
    The price is $80 total per night from May 31 to Jun 1
    $80 total
    May 31 - Jun 1
    Total with taxes and fees
    7.2/10 Good! (442 reviews)
    The Lodge at Great Oak Landing

    The Lodge at Great Oak Landing

    22170 Great Oak Landing Rd Chestertown MD
    $145 nightly
    The price is $161 total per night from Jun 1 to Jun 2
    $161 total
    Jun 1 - Jun 2
    Total with taxes and fees
    8/10 Very Good! (82 reviews)

Motels

Book a motel in Chestertown
Simple and cost-effective, motels are a great choice for the budget traveler. If all you need is four walls, a roof and a comfy bed for the night, motels are for you. You’ll be spending all your time enjoying the sights and sounds of Chestertown, anyway.

Cheap motels can help you preserve your limited travel funds so you can spend more on good eats, great concerts or fascinating adventures around Chestertown. There’s no reason to spend more on a boutique hotel if you’ll be spending the majority of your time out on the town! Orbitz has a great selection of motels in Chestertown, so start browsing and planning your getaway.

Budget motels make travel a breeze
Cheap motels can make it possible for you to visit Chestertown and see everything it has to offer. They’re good for business travelers, too—budget motels help protect your bottom line. If you live in Chestertown and need somewhere local or “near me” to stay during a home renovation or between moves, a motel is a great option as a short-term solution. You can find motel accommodations near major Chestertown landmarks and off the beaten path.

Not every motel is the same, though. Some provide just the basics, while others offer swimming pools, gyms, cable TV, free Wi-Fi and other services. Extended stay motel rooms usually include a kitchenette and small fridge, which allows you to save even more money by cooking and storing your own food instead of eating out every night.

Is your furry friend coming with you on your trip to Chestertown? Search through Orbitz’s listings of pet-friendly motels in Chestertown to make sure your best friend has a place to stay as well.

Chestertown Motels essential information

Accommodation
10 Motels
Lowest Price
$66
Highest Price
$161
Popular accommodation
Days Inn by Wyndham Aberdeen, Super 8 by Wyndham Baltimore/Essex Area, Super 8 by Wyndham Aberdeen MD, Driftwood Inn, Village Inn Annapolis MD , White Marsh Motel, Regal Inn & Suites, Bayside Inn & Suites, Rodeway Inn