Hotels in Chestertown
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Top Rated Chestertown Hotels
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 $126 per night
$126
per night
Jun 4 - Jun 5
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.
Pet friendly
Breakfast included
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 $107 per night
$107
per night
Jun 9 - Jun 10
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.
Pet friendly
Parking included
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
The price is $152 per night
$152
per night
Jun 30 - Jul 1
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 39.55 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, securing valuables, and concierge services. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Parking available
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 $107 per night
$107
per night
Jun 9 - Jun 10
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 spa tub, a conference center, and a 24-hour business center.
Hot Tub
Pet friendly
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 $396 per night
$396
per night
Jul 1 - Jul 2
Guests of Sagamore Pendry Baltimore enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is USD 60 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.
Pet friendly
Pool
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 $86 per night
$86
per night
Jul 4 - Jul 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 concierge services and securing valuables. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Pet friendly
Breakfast included
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie
6323 Ritchie Highway, Glen Burnie, MD
Free Cancellation
Reserve now, pay when you stay
29.16 mi from city center
The price is $78 per night
$78
per night
Jul 1 - Jul 2
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie features a gym, free WiFi in public areas, and meeting rooms. A stay here includes free parking. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include conference space, a business center, and a seasonal outdoor pool.
Pet friendly
Pool
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
per night
Jun 4 - Jun 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.
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
27.95 mi from city center
The price is $239 per night
$239
per night
Jun 9 - Jun 10
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 35 per day. The 24-hour front desk has staff standing by to help with luggage storage, 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
Breakfast available
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 $123 per night
$123
per night
Jul 4 - Jul 5
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.
Pet friendly
Pool
Holiday Inn Express White Marsh, An IHG Hotel
10542 Philadelphia Road, White Marsh, MD
Free Cancellation
22.56 mi from city center
The price is $116 per night
$116
per night
Jun 16 - Jun 17
At Holiday Inn Express White Marsh, An IHG Hotel, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include express check-in, express check-out, and a picnic area.
Pool
Breakfast included
WoodSpring Suites Baltimore White Marsh - Nottingham
4985 Mercantile Road, White Marsh, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
23.32 mi from city center
The price is $84 per night
$84
per night
Jun 4 - Jun 5
Guests of WoodSpring Suites Baltimore White Marsh - Nottingham enjoy features like a gym, free WiFi in public areas, and express check-out. A stay here includes free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include laundry facilities, a convenience store, and a vending machine.
Pet friendly
Parking 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.
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 $64 per night from Jun 4 to Jun 5
$64
per night
Jun 4 - Jun 5
5/10 (159 reviews)
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
The price is $126 per night from Jun 4 to Jun 5
$126
per night
Jun 4 - Jun 5
8.4/10 Very Good! (677 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 downtown Chestertown?
These are some of the most popular hotels in downtown Chestertown:
- Comfort Inn & Suites Chestertown is a hotel offering free breakfast, free WiFi, and free parking.
- Red Roof Inn & Suites Chestertown is a hotel offering free WiFi, free parking, and flat-screen TVs.
Chestertown hotels essential information
Accommodation | 993 hotels |
|---|---|
Lowest Price | $62 |
Highest Price | $396 |
Popular hotels | Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown, Historic Inns of Annapolis, Best Western Plus Hotel & Conference Center, Sagamore Pendry Baltimore, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie, Quality Inn & Suites Bel Air I-95 Exit 77A, Annapolis Waterfront Hotel, Autograph Collection, Hampton Inn Baltimore Bayview Campus, Holiday Inn Express White Marsh, An IHG Hotel, WoodSpring Suites Baltimore White Marsh - Nottingham |
Recent Reviews
Historic Inns of Annapolis
5/5 Excellent
"The location is great. Staff are really helpful and quick."
A verified traveler stayed at Historic Inns of Annapolis
Posted 2 days ago
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