Compare Cheap Hotels in Chestertown
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
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 1 - Dec 2
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
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct, Rosedale, MD
The price is $80 per night
$80
includes taxes & fees
$69 per night
Nov 24 - Nov 25
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
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
The price is $157 per night
$157
includes taxes & fees
$117 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 10 - Nov 11
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
Sagamore Pendry Baltimore
1715 Thames St., Baltimore, MD
The price is $417 per night
$417
includes taxes & fees
$355 per night
Nov 26 - Nov 27
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
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 24 - Nov 25
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.
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.
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie
6323 Ritchie Highway, Glen Burnie, MD
The price is $84 per night
$84
includes taxes & fees
$74 per night
Nov 18 - Nov 19
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
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
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
2112b Emmorton Park Rd, Edgewood, MD
The price is $69 per night
$69
includes taxes & fees
$62 per night
Nov 24 - Nov 25
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
Located in Edgewood, La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A is within a 15-minute drive of CopperPlex and Cedar Lane Regional Park.
Breakfast included
Pet friendly
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.
Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.
Chestertown hotels essential information
Accommodation | 1,019 hotels |
|---|---|
Lowest Price | $57 |
Highest Price | $417 |
Popular hotels | Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown, 350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock , La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Historic Inns of Annapolis, Best Western Plus Hotel & Conference Center, Sagamore Pendry Baltimore, Quality Inn & Suites Bel Air I-95 Exit 77A, Hampton Inn Baltimore Bayview Campus, La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie, Annapolis Waterfront Hotel, Autograph Collection, La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A |
Most Recent Chestertown Hotel Reviews
Best Western Plus Hotel & Conference Center
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Everything "
A verified traveler stayed at Best Western Plus Hotel & Conference Center
- Types of Hotels
- Top 20 Chestertown Hotels
- Hotels Near Chestertown
- Top Hotel Brands
- Hotels By Star Rating
- Cities near Chestertown
- More Ways to Book
- Hotels with Air Conditioning (9)
- Hotels with WiFi (6)
- Hotels with Free Parking (6)
- Hotels with Restaurants (5)
- Adventure Sport Hotels (5)
- Hotels with Free Breakfast (5)
- Romantic Getaways & Hotels (5)
- Kid Friendly Hotels (5)
- Pet Friendly Hotels (4)
- Beach Resorts & Hotels (4)
- Hotels with Pools (3)
- Historic Hotels (3)
- Hotels with a Gym (3)
- Hotels with a Wedding Venue (2)
- Cheap Hotels (2)
- Hotels with an Indoor Pool (2)
- Hotels with Bars (1)
- Hotels with Shopping (1)
- Golf Resorts & Hotels (1)
- Business Hotels (1)
- Hotels with Suites (1)
- Spa Resorts & Hotels (1)
- Oceanfront Hotels (1)
- Hotels with Kitchenettes (1)
- Arcade Hotels (1)
- Luxury Hotels (1)
- Hotels near Wilmer Park
- Hotels near Crumpton Auction
- Hotels near U.S. Naval Academy
- Hotels near Ripken Stadium
- Hotels near White Marsh Mall
- Hotels near Navy-Marine Corps Memorial Stadium
- Hotels near Chesapeake Bay Bridge
- Hotels near Sandy Point State Park
- Hotels near Cedar Lane Regional Park
- Hotels near Elk Neck State Park
- Hotels near Gunpowder Falls State Park
- Hotels near Chesapeake Bay Environmental Center
- Hotels near Concord Point Lighthouse
- Hotels near Ego Alley
- Annapolis Hotels
- Dover Hotels
- St. Michaels Hotels
- Edgewood Hotels
- Aberdeen Hotels
- Easton Hotels
- Glen Burnie Hotels
- Elkton Hotels
- Perryville Hotels
- Bel Air Hotels
- Grasonville Hotels
- White Marsh Hotels
- Middletown Hotels
- Delaware Beaches Hotels
- Havre De Grace Hotels
- Stevensville Hotels
- Kent Island Hotels
- North East Hotels
- Appalachian Mountains Hotels
- Chesapeake Bay Hotels
- Chesapeake City Hotels
- Pasadena Hotels
- Rosedale Hotels
- Eastern Shore Hotels
- Rock Hall Hotels
- Parole Hotels
- Parkville Hotels
- Harrington Hotels
- Severna Park Hotels
- Smyrna Hotels
- Arnold Hotels
- Middle River Hotels
- Kent Narrows Hotels
- Essex Hotels
- Dundalk Hotels
- Crownsville Hotels
- Queenstown Hotels
- Belcamp Hotels
- Millersville Hotels
- Centreville Hotels
More to Explore in Chestertown
Top Picks
Hotels
Cheap Hotels in Daytona BeachCheap Hotels in AnnapolisCheap Hotels in GalvestonCheap Hotels in South Padre IslandCheap Hotels in Huntington BeachCheap Hotels in North BeachCheap Hotels in Virginia BeachCheap Hotels in Chesapeake BeachCheap Hotels in EdgewaterCheap Hotels in Gulf ShoresCheap Hotels in Palm SpringsCheap Hotels in DestinCheap Hotels in Myrtle BeachCheap Hotels in St. LeonardCheap Hotels in Folly BeachCheap Hotels in Ocean City
Flights