Hotels in Chestertown
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Top Rated Chestertown 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
$129 nightly
The price is $143 total per night
$143 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, barbecue grills, and a garden.
Air conditioning
Parking available
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
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
$167 nightly
The price is $190 total per night
$190 total
May 31 - Jun 1
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
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
$75 nightly
The price is $87 total per night
$87 total
May 5 - May 6
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
Pendry Baltimore
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
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
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
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
27.93 mi from city center
$229 nightly
The price is $261 total per night
$261 total
May 10 - May 11
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 dry cleaning/laundry, securing valuables, and luggage storage. 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
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 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.
Pool
Pet friendly
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
$102 nightly
The price is $117 total per night
$117 total
May 10 - May 11
Total with taxes and fees
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 4.10 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.
Pool
Breakfast included
Hampton Inn Baltimore Bayview Campus
6571 Eastern Avenue Baltimore MD
Free Cancellation
Reserve now, pay when you stay
25.39 mi from city center
$122 nightly
The price is $144 total per night
$144 total
May 10 - May 11
Total with taxes and fees
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.
Pool
Breakfast included
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
609 Washington Avenue Chestertown MD
$64 nightly
The price is $70 total per night from May 8 to May 9
$70 total
May 8 - May 9
Total with taxes and fees
5.2/10 (175 reviews)
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
$114 nightly
The price is $126 total per night from May 25 to May 26
$126 total
May 25 - May 26
Total with taxes and fees
8.6/10 Excellent! (909 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 favorite hotels in Chestertown?
Here are some top hotels around Chestertown:
- Comfort Inn & Suites Chestertown is a hotel offering free breakfast, free WiFi, and free parking.
- The Lodge at Great Oak Landing is a lodge offering a golf course, 3 bars, and free WiFi.
- Hampton Inn Baltimore/Glen Burnie is located 29.1 mi away, and this hotel has free breakfast, free WiFi, and free parking.
Chestertown hotels essential information
Accommodation | 1,087 hotels |
|---|---|
Lowest Price | $70 |
Highest Price | $445 |
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, Annapolis Waterfront Hotel, Autograph Collection, Hilton Garden Inn Baltimore/White Marsh, Hampton Inn Baltimore/White Marsh, Hampton Inn Baltimore Bayview Campus |
Recent Reviews
Historic Inns of Annapolis
2/5 Poor
"Bar and restaurant not open till 5 o’clock had to go out for breakfast or lunch"
A verified traveler stayed at Historic Inns of Annapolis
Posted 21 hours ago
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