Hotels in Chestertown

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Jan 30 - Jan 31
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Top Rated Chestertown Hotels

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road Chestertown MD
Free Cancellation
Reserve now, pay when you stay
0.64 mi from city center
$101 nightly
The price is $112 total per night
$112 total
Feb 25 - Feb 26
Total with taxes and fees
Comfort Inn & Suites Chestertown features a gym, free WiFi in public areas, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

3 out of 5
4 Philadelphia Ct Rosedale MD
Free Cancellation
Reserve now, pay when you stay
24.05 mi from city center
$65 nightly
The price is $75 total per night
$75 total
Feb 1 - Feb 2
Total with taxes and fees
Guests of La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh enjoy a gym, free WiFi in public areas, and a business center. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with securing valuables and concierge services. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Pendry Baltimore

Pendry Baltimore

5 out of 5
1715 Thames St. Baltimore MD
Free Cancellation
Reserve now, pay when you stay
28.3 mi from city center
$379 nightly
The price is $445 total per night
$445 total
Feb 17 - Feb 18
Total with taxes and fees
Guests of Pendry Baltimore enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is USD 65 per night if you plan to drive, or hop aboard the airport shuttle (available 24 hours) for USD 108.39 per vehicle one-way. The 24-hour front desk has staff standing by to help with luggage storage, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a business center, a seasonal outdoor pool, and a terrace.
Pool
Spa
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
$189 nightly
The price is $215 total per night
$215 total
Feb 8 - Feb 9
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Free WiFi
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
27.93 mi from city center
$220 nightly
The price is $251 total per night
$251 total
Feb 8 - Feb 9
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection offers a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 39 per day. The 24-hour front desk has staff standing by to help with concierge services, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pet friendly
Free WiFi
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3 out of 5
5015 Campbell Boulevard Baltimore MD
Free Cancellation
Reserve now, pay when you stay
23.36 mi from city center
$105 nightly
The price is $122 total per night
$122 total
Feb 8 - Feb 9
Total with taxes and fees
At Hilton Garden Inn Baltimore/White Marsh, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and dry cleaning/laundry. Other amenities at this family-friendly hotel include meeting rooms, a conference center, and a 24-hour business center.
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

3 out of 5
2112b Emmorton Park Rd Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
$69 nightly
The price is $77 total per night
$77 total
Feb 1 - Feb 2
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, guests have access to free WiFi in public areas, coffee in a common area, and laundry facilities. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S Grasonville MD
Free Cancellation
Reserve now, pay when you stay
19.68 mi from city center
$135 nightly
The price is $150 total per night
$150 total
Feb 5 - Feb 6
Total with taxes and fees
Guests staying at Hyatt Place Kent Narrows & Marina enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a business center, coffee/tea in a common area, and a microwave in a common area.
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 out of 5
2110 Emmorton Park Rd Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.73 mi from city center
$81 nightly
The price is $91 total per night
$91 total
Feb 4 - Feb 5
Total with taxes and fees
At Hampton Inn & Suites Edgewood/Aberdeen-South, guests have access to a gym, free WiFi in public areas, and meeting rooms. Free parking is available if you drive. Multilingual staff at the front desk are standing by 24/7 to help with access to locker space, dry cleaning/laundry, and luggage storage. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Quality Inn & Suites Bel Air I-95 Exit 77A

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

2.5 out of 5
2112a Emmorton Park Road Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
$54 nightly
The price is $61 total per night
$61 total
Feb 15 - Feb 16
Total with taxes and fees
Guests of Quality Inn & Suites Bel Air I-95 Exit 77A have access to free WiFi in public areas. Free parking is included with your stay. Front-desk staff are standing by 24/7 to assist with any requests.
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

2.5 out of 5
5625 O'Donnell Street Baltimore MD
25.92 mi from city center
$98 nightly
The price is $115 total per night
$115 total
Feb 8 - Feb 9
Total with taxes and fees
Guests of Best Western Plus Hotel & Conference Center have access to an indoor pool, a gym, and free WiFi in public areas. There's free parking and a cruise ship terminal shuttle. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a hot tub, meeting rooms, and a conference center.
Fairfield Inn & Suites by Marriott White Marsh

Fairfield Inn & Suites by Marriott White Marsh

2.5 out of 5
8477 Cordon Way Baltimore MD
Free Cancellation
Reserve now, pay when you stay
23.54 mi from city center
$101 nightly
The price is $117 total per night
$117 total
Feb 2 - Feb 3
Total with taxes and fees
Guests of Fairfield Inn & Suites by Marriott White Marsh enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and securing valuables. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and express check-in.
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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.

Cheap Chestertown hotels options

    Driftwood Inn

    Driftwood Inn

    609 Washington Avenue Chestertown MD
    5/10 (175 reviews)
    Comfort Inn & Suites Chestertown

    Comfort Inn & Suites Chestertown

    150 Scheeler Road Chestertown MD
    $101 nightly
    The price is $112 total per night from Feb 25 to Feb 26
    $112 total
    Feb 25 - Feb 26
    Total with taxes and fees
    8.4/10 Very Good! (870 reviews)

Where should you stay in Chestertown?

What are some of the best hotels to stay with the kids in Chestertown?

Book one of these hotels for you and the kids in Chestertown. Comfort Inn & Suites Chestertown is a hotel offering free parking, free full breakfast, and laundry facilities. You and your family can also consider Red Roof Inn & Suites Chestertown, a hotel offering free parking, laundry facilities, and free WiFi.

What are some of the best hotels in Chestertown?

Here are some of the best reviewed hotels in Chestertown:

Close to central Chestertown, you'll find interesting places to visit like Garfield Center for the Arts at the Prince Theater.

Chestertown hotels essential information

Accommodation
1,081 hotels
Lowest Price
$61
Highest Price
$445
Popular hotels
Comfort Inn & Suites Chestertown, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Pendry Baltimore, Historic Inns of Annapolis, Annapolis Waterfront Hotel, Autograph Collection, Hilton Garden Inn Baltimore/White Marsh, La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, Hyatt Place Kent Narrows & Marina, Hampton Inn & Suites Edgewood/Aberdeen-South, Quality Inn & Suites Bel Air I-95 Exit 77A, Best Western Plus Hotel & Conference Center, Fairfield Inn & Suites by Marriott White Marsh

Recent Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

5/5 Excellent
"Due to the history and age of this beautiful bldg, we expected relatively dated rooms. Much to our surprise, the room was clean, spacious and modern. This is one of the most pleasurable experiences I ever have had not only in Annapolis, but anywhere. "
A verified traveler stayed at Historic Inns of Annapolis
Posted 2 days ago
Historic Inns of Annapolis

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