Hotels with WiFi in Chestertown
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Chestertown Hotels with WiFi

Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $113 total per night
$113 total
Nov 2 - Nov 3
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

Driftwood Inn
609 Washington Avenue, Chestertown, MD
At Driftwood Inn, guests have access to free WiFi in public areas, express check-in, and express check-out. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
Pet friendly
Parking included

Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $80 total per night
$80 total
Nov 30 - Dec 1
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 vending machine, and a TV in a common area.
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.
Chestertown hotels essential information
Accommodation | 1,077 hotels |
|---|---|
Lowest Price | $80 |
Highest Price | $113 |
Popular hotels | Comfort Inn & Suites Chestertown, Driftwood Inn, Red Roof Inn & Suites Chestertown |
Recent Hotels with WiFi Reviews

Hilton Garden Inn Baltimore/White Marsh
5/5 Excellent
"On arrival we met Catalina on reception. An extremely pleasant and helpful girl. After that our stay was very comfortable."
A verified traveler stayed at Hilton Garden Inn Baltimore/White Marsh
Posted 6 days ago


