Hot Rates on Cheap Chestertown Motels

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Motels in Chestertown

Days Inn by Wyndham Aberdeen

Days Inn by Wyndham Aberdeen

2 out of 5
783 W Bel Air Ave, Aberdeen, MD
Fully refundableReserve now, pay when you stay
The price is AU$116 per night from 6 Apr to 7 Apr
AU$116
includes taxes & fees
6 Apr - 7 Apr
Located in Aberdeen, Days Inn by Wyndham Aberdeen is in the business district, a 4-minute drive from Ripken Stadium and 10 minutes from Harford Memorial ...
Days Inn by Wyndham Aberdeen
Super 8 by Wyndham Baltimore/Essex Area

Super 8 by Wyndham Baltimore/Essex Area

2 out of 5
98 Stemmers Run Rd, I-695 Exit 36, Essex, MD
Fully refundableReserve now, pay when you stay
With a stay at Super 8 by Wyndham Baltimore/Essex Area in Essex, you'll be within a 15-minute drive of Johns Hopkins Hospital and Essex Marina.
Super 8 by Wyndham Baltimore/Essex Area
Super 8 by Wyndham Aberdeen MD

Super 8 by Wyndham Aberdeen MD

2 out of 5
1008 Beards Hill Rd, I-95 Exit 85 Rt 22 East, Aberdeen, MD
Fully refundableReserve now, pay when you stay
The price is AU$101 per night from 27 Apr to 28 Apr
AU$101
includes taxes & fees
27 Apr - 28 Apr
With a stay at Super 8 by Wyndham Aberdeen MD in Aberdeen, you'll be in a shopping district, within a 5-minute drive of Ripken Stadium and Cal Ripken ...
Super 8 by Wyndham Aberdeen MD
Save an average of 15% on thousands of hotels when you're signed in
Village Inn

Village Inn

2 out of 5
69 Old Mill Bottom Rd, Annapolis, MD
Fully refundableReserve now, pay when you stay
With a stay at Village Inn in Annapolis, you'll be within a 10-minute drive of U.S. Naval Academy and Maryland World War II Memorial.
Village Inn
Mariners Motel

Mariners Motel

2 out of 5
5681 South Hawthorne Avenue, Rock Hall, MD
The price is AU$337 per night from 11 Apr to 12 Apr
AU$337
includes taxes & fees
11 Apr - 12 Apr
Located in Rock Hall, Mariners Motel is near the bay, a 3-minute walk from Rock Hall Harbor and 13 minutes by foot from Ferry Park.
Mariners Motel
Driftwood Inn

Driftwood Inn

2 out of 5
609 Washington Avenue, Chestertown, MD
Fully refundableReserve now, pay when you stay
With a stay at Driftwood Inn in Chestertown, you'll be a 3-minute walk from Washington College and 12 minutes by foot from Rolling Road Park.
Driftwood Inn
White Marsh Motel

White Marsh Motel

2 out of 5
11131 Pulaski Highway, White Marsh, MD
The price is AU$147 per night from 2 May to 3 May
AU$147
includes taxes & fees
2 May - 3 May
With a stay at White Marsh Motel in White Marsh, you'll be within a 10-minute drive of Johns Hopkins Medicine and White Marsh Mall.
White Marsh Motel
Regal Inn & Suites

Regal Inn & Suites

2 out of 5
8005 Pulaski Hwy, Rosedale, MD
With a stay at Regal Inn & Suites in Rosedale, you'll be within a 15-minute drive of Baltimore Cruise Terminal and National Aquarium in Baltimore.
Regal Inn & Suites
Rodeway Inn

Rodeway Inn

2.5 out of 5
74 Old Mill Bottom Rd N, Annapolis, MD
With a stay at Rodeway Inn, you'll be centrally located in Annapolis, within a 10-minute drive of U.S. Naval Academy and Maryland World War II Memorial.
Rodeway Inn
Don't see what you're looking for?
See all available properties in Chestertown
View all properties
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 Motel Accommodation

You live your life freestyle, always ready for the next adventure. You practically invented the phrase “YOLO”, and your most used hashtag is #travelgram. Or maybe it’s #wanderlust. The world can’t box you in with hashtags, that’s for sure! When you travel, that last thing on your mind is where you’re going to sleep—but you’ve come to the right place. At lastminute.com.au, not only do we get you, we also have plenty of motel rooms in Chestertown.

We bet one of these scenarios sounds familiar: You’re on your way back from an amazing overseas adventure or important conference, but your connecting flight is delayed, and you need a place to crash. Or maybe you were on the most epic of road trips, but you got distracted by all the sights and now you’ve gotta get some rest, stat. But just because you’re low maintenance doesn’t mean you don’t want a great deal. Chestertown motels have everything you need at the price you want, like parking, Wi-Fi, and maybe even a pool—not that you’ll be there long enough to even really need it. There are adventures to be had!

Listen, we get it. Motels come in handy in so many situations, they might as well be called “those shoes that go with everything”. And the time has come that you need a motel in Chestertown, and you need it ASAP. We’re not here to judge. We’re just here to save the day with our great selection of cheap motels in Chestertown.

Chestertown Motels essential information

Accommodation
11 Motels
Lowest Price
AU$101
Highest Price
AU$337
Popular accommodation
Days Inn by Wyndham Aberdeen, Super 8 by Wyndham Baltimore/Essex Area, Super 8 by Wyndham Aberdeen MD, Village Inn, Mariners Motel, Driftwood Inn, White Marsh Motel, Regal Inn & Suites, Rodeway Inn

Top trending hotels in Chestertown

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2 out of 5
160 Scheeler Rd, Chestertown, MD
Fully refundableReserve now, pay when you stay
The price is AU$121 per night from 8 Apr to 9 Apr
AU$121
includes taxes & fees
8 Apr - 9 Apr
A stay at Red Roof Inn & Suites Chestertown places you in the heart of Chestertown, within a 5-minute drive of Washington College and Chestertown Dog Park.
Red Roof Inn & Suites Chestertown
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road, Chestertown, MD
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 ...
Comfort Inn & Suites Chestertown
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 out of 5
22170 Great Oak Landing Rd, Chestertown, MD
Fully refundable
With a stay at The Lodge at Great Oak Landing in Chestertown, you'll be 8.8 mi (14.2 km) from Washington College and 9.6 mi (15.5 km) from Garfield Center for ...
The Lodge at Great Oak Landing
Save an average of 15% on thousands of hotels when you're signed in
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$316 per night from 13 Apr to 14 Apr
AU$316
includes taxes & fees
13 Apr - 14 Apr
With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.
Historic Inns of Annapolis
Don't see what you're looking for?
See all available properties in Chestertown
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.