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Cheap Chestertown Hotels
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
The price is $118 per night
$118
includes taxes & fees
$107 per night
Dec 12 - Dec 13
Free Cancellation
Reserve now, pay when you stay
0.64 mi from city center
When you stay at Comfort Inn & Suites Chestertown in Chestertown, you'll be in the historical district, within a 5-minute drive of Washington College and Historical Society of Kent County Maryland.
Breakfast included
Pet friendly
Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
The price is $88 per night
$88
includes taxes & fees
$79 per night
Dec 1 - Dec 2
Free Cancellation
Reserve now, pay when you stay
0.58 mi from city center
You'll be centrally located in Chestertown with a stay at Red Roof Inn & Suites Chestertown, and 11 minutes by foot from Washington College.
Pet friendly
Parking included
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
3.92 mi from city center
Located in Chestertown, this vacation home is on the waterfront, within a 15-minute drive of Washington College and Garfield Center for the Arts at the Prince Theater.
Pool
Kitchen
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
The price is $177 per night
$177
includes taxes & fees
$127 per night
Nov 24 - Nov 25
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.
Pet friendly
Free WiFi
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street, Baltimore, MD
The price is $115 per night
$115
includes taxes & fees
$98 per night
Nov 24 - Nov 25
Free Cancellation
Reserve now, pay when you stay
25.92 mi from city center
With a stay at Best Western Plus Hotel & Conference Center in Baltimore (Medford), you'll be within a 10-minute drive of Baltimore Cruise Terminal and Baltimore Inner Harbor Marina.
Pool
Hot Tub
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct, Rosedale, MD
The price is $85 per night
$85
includes taxes & fees
$74 per night
Dec 1 - Dec 2
Free Cancellation
Reserve now, pay when you stay
24.05 mi from city center
When you stay at La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh in Rosedale, you'll be in the business district, within a 15-minute drive of Baltimore Cruise Terminal and Johns Hopkins Hospital.
Breakfast included
Pet friendly
Sagamore Pendry Baltimore
1715 Thames St., Baltimore, MD
The price is $412 per night
$412
includes taxes & fees
$351 per night
Dec 1 - Dec 2
Free Cancellation
Reserve now, pay when you stay
28.3 mi from city center
With a stay at Sagamore Pendry Baltimore in Baltimore (Fells Point), you'll be within a 5-minute drive of Johns Hopkins Hospital and National Aquarium in Baltimore.
Pool
Spa
Hampton Inn Baltimore/Glen Burnie
6617 Ritchie Hwy, Glen Burnie, MD
The price is $117 per night
$117
includes taxes & fees
$102 per night
Nov 24 - Nov 25
Free Cancellation
Reserve now, pay when you stay
29.11 mi from city center
When you stay at Hampton Inn Baltimore/Glen Burnie in Glen Burnie, you'll be on the Strip, within a 15-minute drive of Baltimore Cruise Terminal and Oriole Park at Camden Yards.
Breakfast included
Pet friendly
Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road, Edgewood, MD
The price is $57 per night
$57
includes taxes & fees
$50 per night
Nov 18 - Nov 19
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
Located in Edgewood, Quality Inn & Suites Bel Air I-95 Exit 77A is within a 10-minute drive of CopperPlex and Cedar Lane Regional Park.
Breakfast included
Parking included
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie
6323 Ritchie Highway, Glen Burnie, MD
The price is $90 per night
$90
includes taxes & fees
$79 per night
Dec 17 - Dec 18
Free Cancellation
Reserve now, pay when you stay
29.16 mi from city center
When you stay at La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie in Glen Burnie, you'll be near the airport, within a 15-minute drive of Baltimore Cruise Terminal and Oriole Park at Camden Yards.
Pool
Breakfast included
Hampton Inn Baltimore Bayview Campus
6571 Eastern Avenue, Baltimore, MD
The price is $119 per night
$119
includes taxes & fees
$101 per night
Nov 28 - Nov 29
Free Cancellation
Reserve now, pay when you stay
25.39 mi from city center
With a stay at Hampton Inn Baltimore Bayview Campus, you'll be centrally located in Baltimore, within a 10-minute drive of Baltimore Cruise Terminal and Baltimore Inner Harbor Marina.
Pool
Breakfast included
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St, Annapolis, MD
The price is $200 per night
$200
includes taxes & fees
$175 per night
Nov 24 - Nov 25
Free Cancellation
Reserve now, pay when you stay
27.95 mi from city center
With a stay at Annapolis Waterfront Hotel, Autograph Collection, you'll be centrally located in Annapolis, within a 10-minute walk of U.S. Naval Academy and William Paca House.
Pet friendly
Free WiFi
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.
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Chestertown hotels essential information
Accommodation | 1,021 hotels |
|---|---|
Lowest Price | $57 |
Highest Price | $412 |
Popular hotels | Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown, 350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock , Historic Inns of Annapolis, Best Western Plus Hotel & Conference Center, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Sagamore Pendry Baltimore, Hampton Inn Baltimore/Glen Burnie, Quality Inn & Suites Bel Air I-95 Exit 77A, La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie, Hampton Inn Baltimore Bayview Campus, Annapolis Waterfront Hotel, Autograph Collection |
Most Recent Chestertown Hotel Reviews
Historic Inns of Annapolis
5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"My husband and I really enjoy staying at these properties. Comfortable, great location and employees are great too!"
A verified traveler stayed at Historic Inns of Annapolis
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