Book 2 Star Hotels in Chestertown
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Featured Chestertown 2 Stars Hotels

Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
Free Cancellation
0.64 mi from city center
$114 nightly
The price is $126 total per night
$126 total
May 25 - May 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.
Pool
Breakfast included

The Lodge at Great Oak Landing
22170 Great Oak Landing Rd Chestertown MD
Free Cancellation
7.76 mi from city center
$128 nightly
The price is $142 total per night
$142 total
May 17 - May 18
Total with taxes and fees
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.
Pool
Parking included

Blue Heron Farm Waterfront Chalet
Chestertown MD
7.06 mi from city center
Guests staying at this farm stay have access to laundry facilities, a garden, and barbecue grills.
Air conditioning
Parking available

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
$98 nightly
The price is $113 total per night
$113 total
May 10 - May 11
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 dry cleaning/laundry and securing valuables. Other amenities at this family-friendly hotel include meeting rooms, a conference center, and a 24-hour business center.
Pool
Pet friendly

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
$74 nightly
The price is $85 total per night
$85 total
May 4 - May 5
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 concierge services and securing valuables. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Breakfast included
Pet friendly

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
$107 nightly
The price is $125 total per night
$125 total
May 10 - May 11
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 concierge services, dry cleaning/laundry, and luggage storage. Additional amenities include a hot tub, meeting rooms, and a conference center.
Pool
Hot Tub

Hampton Inn Baltimore/Glen Burnie
6617 Ritchie Hwy Glen Burnie MD
Free Cancellation
Reserve now, pay when you stay
29.11 mi from city center
$93 nightly
The price is $107 total per night
$107 total
May 10 - May 11
Total with taxes and fees
Guests of Hampton Inn Baltimore/Glen Burnie enjoy access to free WiFi in public areas, conference space, and a 24-hour business center. If you plan to drive, free parking is available. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include coffee/tea in a common area, express check-out, and a water dispenser.
Breakfast included
Pet friendly

Historic Inns of Annapolis
58 State Circle Annapolis MD
27.98 mi from city center
$173 nightly
The price is $197 total per night
$197 total
May 25 - May 26
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

Pendry Baltimore
1715 Thames St. Baltimore MD
28.3 mi from city center
$359 nightly
The price is $422 total per night
$422 total
May 27 - May 28
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 tours or tickets, luggage storage, 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
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 hotels essential information
Accommodation | 1,090 hotels |
|---|---|
Lowest Price | $85 |
Highest Price | $422 |
Popular hotels | Comfort Inn & Suites Chestertown, The Lodge at Great Oak Landing, Blue Heron Farm Waterfront Chalet, Hampton Inn Baltimore/Glen Burnie, Historic Inns of Annapolis, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Pendry Baltimore, Best Western Plus Hotel & Conference Center, Hilton Garden Inn Baltimore/White Marsh |
Recent Reviews

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
1/5 Terrible
"During our stay, both the hotel lobby and our room had an unpleasant smell. We requested towels from the front desk, and they were never delivered Also , housekeeping never cleaned our room during our stay. The next day, we asked again for towels and washcloths and were told housekeeping would bring them, but they never did. I eventually went downstairs and found housekeeping myself— they only had two towels and no washcloths, which were taken from a black garbage bag.
Overall, I rate this hotel 0/10. I would not recommend staying here, especially with children."
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Posted 7 hours ago


