Hotels in Chestertown
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Top Rated Chestertown Hotels
Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
0.58 mi from city center
The price is $76 per night
$76
includes taxes & fees
$68 per night
May 7 - May 8
Red Roof Inn & Suites Chestertown features free WiFi in public areas, coffee in a common area, and free newspapers. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, a TV in a common area, and a vending machine.
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
0.64 mi from city center
The price is $122 per night
$122
includes taxes & fees
$110 per night
May 7 - May 8
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 coffee/tea in a common area, a meeting room, and laundry facilities.
The Lodge at Great Oak Landing
22170 Great Oak Landing Rd, Chestertown, MD
Free Cancellation
7.76 mi from city center
The price is $163 per night
$163
includes taxes & fees
$147 per night
May 1 - May 2
Guests staying at The Lodge at Great Oak Landing enjoy access to a golf course, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. Other amenities at this beach lodge include a seasonal outdoor pool, coffee/tea in a common area, and laundry facilities.
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
27.98 mi from city center
The price is $199 per night
$199
includes taxes & fees
$145 per night
May 7 - May 8
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 concierge services, dry cleaning/laundry, and securing valuables. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Sagamore Pendry Baltimore
1715 Thames St., Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
28.3 mi from city center
The price is $459 per night
$459
includes taxes & fees
$391 per night
May 26 - May 27
Guests of Sagamore 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 dry cleaning/laundry, securing valuables, and concierge services. 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.
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
25.92 mi from city center
The price is $115 per night
$115
includes taxes & fees
$98 per night
May 4 - May 5
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 luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include a hot tub, meeting rooms, and a conference center.
Hyatt Place Kent Narrows & Marina
3028 KENT NARROW WAY S, Grasonville, MD
Free Cancellation
Reserve now, pay when you stay
19.67 mi from city center
The price is $159 per night
$159
includes taxes & fees
$143 per night
May 7 - May 8
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 Baltimore Bayview Campus
6571 Eastern Avenue, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
25.39 mi from city center
The price is $142 per night
$142
includes taxes & fees
$121 per night
May 11 - May 12
Guests staying at Hampton Inn Baltimore Bayview Campus enjoy an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. 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, a 24-hour business center, and coffee/tea in a common area.
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct, Rosedale, MD
Free Cancellation
Reserve now, pay when you stay
24.05 mi from city center
The price is $91 per night
$91
includes taxes & fees
$79 per night
May 4 - May 5
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.
Hampton Inn Baltimore/White Marsh
8225 Town Center Drive, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
23.47 mi from city center
The price is $112 per night
$112
includes taxes & fees
$97 per night
May 4 - May 5
Renovated in 2023, Hampton Inn Baltimore/White Marsh offers a gym, free WiFi in public areas, and a seasonal outdoor pool. Self parking is available for USD 13.80 per day. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Hilton Garden Inn Baltimore/White Marsh
5015 Campbell Boulevard, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
23.36 mi from city center
The price is $122 per night
$122
includes taxes & fees
$105 per night
May 4 - May 5
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.
Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road, Edgewood, MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
The price is $62 per night
$62
includes taxes & fees
$55 per night
May 4 - May 5
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.
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.
How much is a Chestertown hotel?
Check Chestertown hotel room prices by star rating
5 Star Hotels
1 properties
Cheap Chestertown hotels options
Driftwood Inn
609 Washington Avenue, Chestertown, MD
The price is $70 per night from May 1 to May 2
$70
includes taxes & fees
$64 per night
May 1 - May 2
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
The price is $122 per night from May 7 to May 8
$122
includes taxes & fees
$110 per night
May 7 - May 8
8.4/10 Very Good! (758 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. Red Roof Inn & Suites Chestertown is a hotel offering free parking, laundry facilities, and free WiFi. You and your family can also consider Comfort Inn & Suites Chestertown, a hotel offering free parking, free full breakfast, and laundry facilities.
What are the best hotels in central Chestertown?
These are some of the most popular hotels in the center of Chestertown:
- Red Roof Inn & Suites Chestertown is a hotel offering free WiFi, free parking, and flat-screen TVs.
- Comfort Inn & Suites Chestertown is a hotel offering free breakfast, free WiFi, and free parking.
Close to central Chestertown, you'll find interesting places to visit like Historical Society of Kent County Maryland.
Chestertown hotels essential information
Accommodation | 1,075 hotels |
|---|---|
Lowest Price | $62 |
Highest Price | $459 |
Popular hotels | Red Roof Inn & Suites Chestertown, Comfort Inn & Suites Chestertown, The Lodge at Great Oak Landing, Historic Inns of Annapolis, Sagamore Pendry Baltimore, Best Western Plus Hotel & Conference Center, Hyatt Place Kent Narrows & Marina, Hampton Inn Baltimore Bayview Campus, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Hampton Inn Baltimore/White Marsh, Hilton Garden Inn Baltimore/White Marsh, Quality Inn & Suites Bel Air I-95 Exit 77A |
Recent Reviews
Sagamore Pendry Baltimore
5/5 Excellent
"Absolutely stunning property. Rooms are beautiful and CLEAN. The hotel itself is gorgeous and so well designed. This is our third stay and we will continue to treat ourselves to this wonderful luxurious hotel. The staff is extremely friendly and helpful. Can’t wait for our next stay! "
A verified traveler stayed at Sagamore Pendry Baltimore
Posted 1 day ago
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