Book 2 Star Hotels in Chestertown
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Featured Chestertown 2 Stars 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
$76 nightly
The price is $85 total per night
$85 total
Sep 23 - Sep 24
Total with taxes and fees
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 fireplace in the lobby, and a vending machine.

Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
0.64 mi from city center
$116 nightly
The price is $129 total per night
$129 total
Sep 28 - Sep 29
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.

The Lodge at Great Oak Landing
22170 Great Oak Landing Rd, Chestertown, MD
Free Cancellation
7.76 mi from city center
$118 nightly
The price is $131 total per night
$131 total
Sep 18 - Sep 19
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.

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
$54 nightly
The price is $61 total per night
$61 total
Oct 16 - Oct 17
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.
Breakfast included
Parking included

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
$102 nightly
The price is $117 total per night
$117 total
Sep 18 - Sep 19
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.

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
Sep 21 - Sep 22
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.

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
$119 nightly
The price is $136 total per night
$136 total
Sep 21 - Sep 22
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 luggage storage, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include coffee/tea in a common area, express check-out, and free newspapers.

Historic Inns of Annapolis
58 State Circle, Annapolis, MD
27.98 mi from city center
$159 nightly
The price is $181 total per night
$181 total
Sep 29 - Sep 30
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 securing valuables, luggage storage, and tours or tickets. 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
28.3 mi from city center
$392 nightly
The price is $461 total per night
$461 total
Sep 30 - Oct 1
Total with taxes and fees
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 securing valuables, 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.
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 | 1,077 hotels |
---|---|
Lowest Price | $61 |
Highest Price | $461 |
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, Hampton Inn Baltimore/Glen Burnie, Hilton Garden Inn Baltimore/White Marsh, Quality Inn & Suites Bel Air I-95 Exit 77A |
Recent Reviews

Historic Inns of Annapolis
5/5 Excellent
Historic hotel in central location
"Friendly check-in, let us store our bags at early arrival. Well-maintained historic hotel. Big room. Only complaint is that pillows are too big. "
A verified traveler stayed at Historic Inns of Annapolis
Posted 17 hours ago