Compare Chestertown Motels

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Featured Chestertown Motels

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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.

Chestertown 2 Star Accommodation

    Fairfield Inn & Suites by Marriott White Marsh

    Fairfield Inn & Suites by Marriott White Marsh

    8477 Cordon Way Baltimore MD
    $97 nightly
    The price is $112 total per night from Jan 22 to Jan 23
    $112 total
    Jan 22 - Jan 23
    Total with taxes and fees
    8.4/10 Very Good! (1,001 reviews)
    Best Western Plus Hotel & Conference Center

    Best Western Plus Hotel & Conference Center

    5625 O'Donnell Street Baltimore MD
    $98 nightly
    The price is $115 total per night from Jan 25 to Jan 26
    $115 total
    Jan 25 - Jan 26
    Total with taxes and fees
    7.8/10 Good! (1,000 reviews)
    Quality Inn & Suites Bel Air I-95 Exit 77A

    Quality Inn & Suites Bel Air I-95 Exit 77A

    2112a Emmorton Park Road Edgewood MD
    $53 nightly
    The price is $59 total per night from Feb 1 to Feb 2
    $59 total
    Feb 1 - Feb 2
    Total with taxes and fees
    7.2/10 Good! (1,030 reviews)

Pet Friendly Motels in Chestertown

    Comfort Inn & Suites Chestertown

    Comfort Inn & Suites Chestertown

    150 Scheeler Road Chestertown MD
    $100 nightly
    The price is $111 total per night from Feb 1 to Feb 2
    $111 total
    Feb 1 - Feb 2
    Total with taxes and fees
    8.4/10 Very Good! (866 reviews)
    Pendry Baltimore

    Pendry Baltimore

    1715 Thames St. Baltimore MD
    $367 nightly
    The price is $431 total per night from Feb 17 to Feb 18
    $431 total
    Feb 17 - Feb 18
    Total with taxes and fees
    9.2/10 Wonderful! (1,002 reviews)
    Historic Inns of Annapolis

    Historic Inns of Annapolis

    58 State Circle Annapolis MD
    $179 nightly
    The price is $204 total per night from Jan 20 to Jan 21
    $204 total
    Jan 20 - Jan 21
    Total with taxes and fees
    9/10 Wonderful! (1,888 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
11 Motels
Lowest Price
$59
Highest Price
$431
Popular accommodation
Super 8 by Wyndham Baltimore/Essex Area, Village Inn Annapolis MD , Days Inn by Wyndham Aberdeen, Super 8 by Wyndham Aberdeen MD, Mariners Motel, Driftwood Inn, White Marsh Motel, Rodeway Inn, Regal Inn & Suites