Chestertown Hotels from ₹4,727

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Check prices for these dates

Tonight
24 Jan - 25 Jan
Tomorrow
25 Jan - 26 Jan
Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb

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Our top choices for Chestertown hotels

Free daily full breakfast

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (869 reviews)
"staff is nice and place is good. proce wise is excellent"
United States
Janelle
The price is ₹9,493
₹10,537 total
includes taxes & fees
13 Feb - 14 Feb
Comfort Inn & Suites Chestertown
Lobby lounge

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (427 reviews)
"Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. "
United States
Linette
The price is ₹6,597
₹7,323 total
includes taxes & fees
2 Feb - 3 Feb
Red Roof Inn & Suites Chestertown
Property amenity

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
2.5 star property
Middletown
9.2 out of 10, Wonderful, (337 reviews)
"Clean room, great staff, recommended. "
United States
Tom
The price is ₹9,564
₹10,616 total
includes taxes & fees
29 Jan - 30 Jan
Fairfield Inn & Suites by Marriott Middletown
Exterior

La Quinta Inn & Suites by Wyndham Aberdeen-APG

La Quinta Inn & Suites by Wyndham Aberdeen-APG
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (1,005 reviews)
"Room was great and staff excellent. "
United States
Robert
The price is ₹7,738
₹8,667 total
includes taxes & fees
30 Jan - 31 Jan
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Lobby

Hampton Inn & Suites Baltimore/Aberdeen

Hampton Inn & Suites Baltimore/Aberdeen
2.5 star property
Aberdeen
9.0 out of 10, Wonderful, (616 reviews)
"Everything was great!"
United States
David
The price is ₹7,767
₹8,699 total
includes taxes & fees
30 Jan - 31 Jan
Hampton Inn & Suites Baltimore/Aberdeen
Exterior

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (659 reviews)
"Room was great the staff is so friendly every visit !!!!!"
United States
Dennis
The price is ₹10,023
₹11,126 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express & Suites Middletown by IHG
Desk, laptop workspace, iron/ironing board, free WiFi

Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,000 reviews)
"Great stay"
United States
Edward
The price is ₹6,207
₹6,890 total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Smyrna
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (131 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is ₹9,053
₹13,170 total
includes taxes & fees
26 Jan - 27 Jan
Kent Island Resort
Reception

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,005 reviews)
"Great stay as always"
United States
Linda
The price is ₹7,465
₹8,361 total
includes taxes & fees
30 Jan - 31 Jan
Hampton Inn & Suites Edgewood/Aberdeen-South
Lobby

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
3.0 star property
Bel Air
8.8 out of 10, Excellent, (1,004 reviews)
"We always enjoy our stay here when visiting our family as the facility is clean, comfortable and quiet. Only exception was on one of the days a fire alarm had gone off and scared us awake but it turned out to be a false alarm. "
United States
Cheryle
The price is ₹7,357
₹8,239 total
includes taxes & fees
16 Feb - 17 Feb
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Lobby sitting area

Comfort Inn & Suites Aberdeen near APG

Comfort Inn & Suites Aberdeen near APG
2.5 star property
Aberdeen
7.8 out of 10, Good, (834 reviews)
"Room was nice area was good"
United States
Armond
The price is ₹6,957
₹7,791 total
includes taxes & fees
30 Jan - 31 Jan
Comfort Inn & Suites Aberdeen near APG
Terrace/patio

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (343 reviews)
"Clean room, friendly staff"
United States
Julie
The price is ₹8,219
₹9,205 total
includes taxes & fees
30 Jan - 31 Jan
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Free daily continental breakfast

Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 star property
Edgewood
7.4 out of 10, Good, (1,039 reviews)
"Decent place not loud quiet and out of the way."
United States
Tarrell
The price is ₹5,002
₹5,603 total
includes taxes & fees
25 Jan - 26 Jan
Quality Inn & Suites Bel Air I-95 Exit 77A
Studio Suite, 1 King Bed with Sofa bed, Non Smoking | Free WiFi, bed sheets

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
3.0 star property
Edgewood
8.2 out of 10, Very good, (1,005 reviews)
"Delicious breakfast and very spacious rooms. "
United States
Jen
The price is ₹6,327
₹7,086 total
includes taxes & fees
29 Jan - 30 Jan
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Reception

Hilton Garden Inn Aberdeen

Hilton Garden Inn Aberdeen
3.0 star property
Aberdeen
8.6 out of 10, Excellent, (636 reviews)
"High quality pillows Comfortable bed Clean room Kuerig Big room Strong WiFi Clean shower Good shampoo Excellent towels Plenty of drawers and closet space Comfy chair Great desk space"
United States
John
The price is ₹8,001
₹8,961 total
includes taxes & fees
6 Feb - 7 Feb
Hilton Garden Inn Aberdeen
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (955 reviews)
"Lovely location"
United States
Cheryl
The price is ₹8,000
₹8,880 total
includes taxes & fees
18 Feb - 19 Feb
Holiday Inn Express Annapolis East-Kent Island by IHG
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (868 reviews)
"Great hotel. Stayed multiple times at this location "
United States
Nicholas
The price is ₹8,177
₹9,076 total
includes taxes & fees
29 Jan - 30 Jan
Quality Inn Grasonville near Kent Island
Bar (on property)

Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.2 out of 10, Wonderful, (240 reviews)
"Very friendly staff and easy check in."
United States
Kurt
The price is ₹8,973
₹10,050 total
includes taxes & fees
31 Jan - 1 Feb
Hilton Garden Inn Bel Air
Indoor pool

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (872 reviews)
"Amazing stay"
United States
Katiana
The price is ₹8,715
₹9,674 total
includes taxes & fees
24 Feb - 25 Feb
Hampton Inn Middletown
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is ₹7,643
₹8,484 total
includes taxes & fees
17 Feb - 18 Feb
Best Western Kent Narrows Inn
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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Stay near popular Chestertown attractions

Washington College

4.1/5 (45 reviews)
Founded in 1782, Washington College is the first college chartered in the sovereign United States. Explore its picturesque campus with historic architecture and Chester River waterfront views.
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Wilmer Park

Nestled along the Chester River, Wilmer Park offers serene waterfront views and a modern playground for families. Bring a picnic to enjoy in the green spaces or time your visit for one of the community concerts.
See properties

Learn more about Chestertown

Colonial charm meets Chesapeake Bay beauty in this historic waterfront town where 18th-century buildings house art galleries and boutiques. Rent kayaks to explore the Chester River or time your visit for the Downrigging Weekend Festival when tall ships transform the harbour.

See all hotels in Chestertown
Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA

Top Chestertown Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"YES"
Jerry 3-night trip
Posted 5 days ago
Historic Inns of Annapolis

More cheap stays in Chestertown

Americas Best Value Inn Edgewood

Americas Best Value Inn Edgewood

1709 Edgewood Road Edgewood MD
The price is ₹4,221 per night from 26 Jan to 27 Jan
₹4,221
₹4,727 total
26 Jan - 27 Jan
includes taxes & fees
5.6/10 (1,001 reviews)

Frequently asked questions

Where is the best place for a stay in Chestertown?
Comfort Inn & Suites Chestertown is a favourite property for Expedia customers. This hotel offers free breakfast and free parking. Reviews from our site also recommend Red Roof Inn & Suites Chestertown and Driftwood Inn as top options for your stay. See all available top hotels, or vacation rentals in Chestertown.
If I need to cancel my hotel reservation in Chestertown, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chestertown.
What's the best family accommodation in Chestertown?
Comfort Inn & Suites Chestertown is a hotel with free parking and free full breakfast, and it's a top choice on Expedia for families. Red Roof Inn & Suites Chestertown is another good option for your stay with the kids. Also, children of all ages will enjoy a visit to Crumpton Auction. Find more child-friendly accommodations in Chestertown.
What is the top LGBTQ-friendly hotel in Chestertown?
Comfort Inn & Suites Chestertown is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. Red Roof Inn & Suites Chestertown and The Lodge at Great Oak Landing are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Chestertown.
What's the best dog-friendly accommodation option in Chestertown?
Comfort Inn & Suites Chestertown is a top hotel for people travelling with their pets, and offers a seasonal outdoor pool and a fitness centre for its human guests. Other good options for you and your pet include Red Roof Inn & Suites Chestertown and Driftwood Inn. See more pet-friendly hotel accommodations in Chestertown.
What's the best hotel to stay near the beach in Chestertown?
The Lodge at Great Oak Landing is a top lodge with a seasonal outdoor pool and 3 bars/lounges, and it's located near a private beach . See more stays near the beach in Chestertown.
What are some accommodation options with pools in Chestertown?
The Lodge at Great Oak Landing is a top lodge with a seasonal outdoor pool, 3 bars/lounges and free WiFi. View all hotels with pools in Chestertown.
How is it to stay in Chestertown?
Visitors to Chestertown will definitely enjoy the university setting. Tourists can also enjoy the city's sporting events, festivals and art. In Chestertown, there are 39 hotels and other accommodation options to choose from. Find out more about Chestertown.
What should I see while I'm in Chestertown?
Cultural venues include Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater. The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay exemplify the area's natural beauty. University life is a highlight and campuses to tour include Washington College and River Arts Chestertown. Take a look at what more there is to see and do in Expedia's Chestertown guide.
What's the seasonal weather like in Chestertown?
The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chestertown is 1232 mm.

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