Best 20 Hotels in Chestertown (MD) to Explore in 2024

Chestertown (MD) Hotels (city in Maryland, United States)

1. Comfort Inn & Suites Chestertown

Rated 8.5 /10 (6 reviews)

Great care is taken to ensure guests experience comfort through top-notch services and amenities. Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit.To facilitate your arrival and departure, you can pre-book airport transfer services prior to checking in. When arriving by car, you'll be grateful for the on-site complimentary parking at hotel.The hotel also features a fireplace, providing a cozy ambience during cool evenings. To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire hotel.Smoking is permitted solely in the specified smoking zones allocated by hotel. Each day, arise to a delightful complimentary morning meal at Comfort Inn & Suites Chestertown. Throughout the day and night, guests can enjoy light refreshments with the hotel offering vending machines.Throughout the day, engage in the entertaining activities available at Comfort Inn & Suites Chestertown. Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by hotel.

2. Red Roof Inn & Suites Chestertown

0.01 Km from Chestertown (MD)

Rated 8.3 /10 (3 reviews)

At Red Roof Inn & Suites Chestertown, exceptional service and top-notch amenities create a memorable experience for guests. Complimentary internet access is available in the hotel to ensure you stay connected during your visit.Complimentary parking is available for guests. Chilly nights become more delightful than balmy ones, as you snuggle near the hotel's inviting hearth.Due to health concerns, smoking is strictly prohibited within the entire premises of hotel. For the health and well-being of all guests and staff, smoking is restricted exclusively to assigned zones. At Red Roof Inn & Suites Chestertown, affordable refreshments are available 24/7 through the convenient vending machines on-site.

Number of Rooms : 53

Number of Floors : 3

Year opened : 1996

Year renovated : 2016

Checkin : 3:00 PM

Checkout : 11:00 AM

3. Driftwood Inn

0.35 Km from Chestertown (MD)

Rated 6.2 /10 (2 reviews)

Welcome to Driftwood Inn, a charming 2-star motel located in the heart of Chestertown, Maryland. This cozy establishment offers a peaceful retreat for guests looking to unwind and relax. With a total of 20 rooms spread across multiple floors, Driftwood Inn provides a comfortable and intimate setting for your stay. Check-in is at 2:00 PM, and check-out is at 11:00 AM, ensuring a seamless experience for guests. The motel has received positive reviews, with an average rating of 6.2, making it a popular choice among travelers. Come and experience the warmth and hospitality of Driftwood Inn during your visit to Chestertown.

Checkin : 2:00 PM

Checkout : 11:00 AM

4. Home2 Suites by Hilton Baltimore / Aberdeen, MD

19.36 Km from Chestertown (MD)

Rated 8.9 /10 (5 reviews)

Great care is taken to ensure guests experience comfort through top-notch services and amenities. Remain linked during your visit by utilizing the complimentary internet access available.The hotel offers complimentary parking for guests who arrive with their own mode of transport. The hotel is completely smoke-free. Begin your day on a delightful note with a scrumptious complimentary breakfast, consistently served at Home2 Suites by Hilton Baltimore / Aberdeen, MD.Home2 Suites by Hilton Baltimore / Aberdeen, MD provides a superb assortment of leisure amenities for guests to enjoy. Begin your holiday perfectly by taking a plunge into the swimming pool.Eliminate those holiday calories by stopping by hotel and making use of their well-equipped exercise amenities.

Number of Rooms : 107

Checkin : 3:00 PM

Checkout : 12:00 PM

5. Quality Inn

19.77 Km from Chestertown (MD)

Rated 7.9 /10 (7 reviews)

Great care is taken to ensure guests experience comfort through top-notch services and amenities. Remain linked during your visit by utilizing the complimentary internet access available.The hotel offers complimentary parking for guests who arrive with their own mode of transport. The hotel is completely smoke-free.In limited designated zones, smoking is exclusively permitted. Begin your day on a delightful note with a scrumptious complimentary breakfast, consistently served at Quality Inn. During your visit, indulge in a range of delightful culinary choices at hotel to enhance your experience.Snack vending machines operate around the clock, providing you with easy access to treats regardless of the hour.Indulge in the numerous pursuits available at Quality Inn. Begin your holiday perfectly by taking a plunge into the swimming pool.Eliminate those holiday calories by stopping by hotel and making use of their well-equipped exercise amenities.

Number of Rooms : 59

Checkin : 3:00 PM

Checkout : 11:00 AM

6. Americas Best Value Inn Edgewood

19.95 Km from Chestertown (MD)

7. Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area

19.98 Km from Chestertown (MD)

Rated 6.8 /10 (16 reviews)

At Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area, exceptional service and top-notch amenities create a memorable experience for guests. Complimentary internet access is available in the hotel to ensure you stay connected during your visit.Complimentary parking is available for guests. Due to health concerns, smoking is strictly prohibited within the entire premises of hotel. At Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area, each day commences with a scrumptious breakfast offered at no additional cost. At Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area, affordable refreshments are available 24/7 through the convenient vending machines on-site.At Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area, guests can take pleasure in the delightful recreational amenities provided for their entertainment. At Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area, a wide array of amenities guarantees a fulfilling experience throughout your visit. Make your holiday truly memorable by taking a rejuvenating plunge into the pool.At the hotel fitness center, you have the option to engage in your daily exercise routine or simply alleviate your jet lag by breaking a sweat.

Number of Rooms : 84

Number of Floors : 3

Checkin : 3:00 PM

Checkout : 11:00 AM

8. Ramada Hotel & Conference Center by Wyndham Edgewood

20.01 Km from Chestertown (MD)

Rated 6.9 /10 (7 reviews)

Ramada Hotel & Conference Center by Wyndham Edgewood offers top-notch services and amenities, ensuring guests experience utmost comfort. Share your photos and respond to emails at your convenience, thanks to the free Wi-Fi internet access offered by hotel.Visitors can take advantage of complimentary parking directly at the hotel. The hotel maintains a completely smoke-free zone, providing a breathable atmosphere.Smoking is limited to specified smoking zones. Begin your holiday on a high note. At Ramada Hotel & Conference Center by Wyndham Edgewood, your mornings are greeted with a delightful, free breakfast.Ramada Hotel & Conference Center by Wyndham Edgewood provides a superb assortment of leisure amenities for guests to enjoy. Each day at hotel, immerse yourself in the invigorating waters of the pool, perfect for a rejuvenating plunge or a series of revitalizing laps.For individuals who don't want to skip their exercise routine, visiting the hotel fitness center ensures you maintain your vitality and wellness.

Number of Rooms : 100

Checkin : 3:00 PM

Checkout : 11:00 AM

9. TownePlace Suites Edgewood Aberdeen

20.03 Km from Chestertown (MD)

Rated 9.4 /10 (2 reviews)

Experience an abundance of unparalleled facilities and features at TownePlace Suites Edgewood Aberdeen. Guests can avail parking facilities at the hotel.During chilly days and evenings, the hotel provides an in-house fireplace to ensure your warmth. Begin your day carefree at TownePlace Suites Edgewood Aberdeen, as complimentary breakfast is offered for your convenience.During your stay at hotel, an array of engaging activities and amenities guarantees a delightful experience. Be sure to drop by the pool at hotel at least once during your stay.

10. Holiday Inn Express Annapolis East Kent Island

20.05 Km from Chestertown (MD)

Rated 9 /10 (5 reviews)

Holiday Inn Express Annapolis East Kent Island offers top-notch services and amenities, ensuring guests experience utmost comfort. Share your photos and respond to emails at your convenience, thanks to the free Wi-Fi internet access offered by hotel.Visitors can take advantage of complimentary parking directly at the hotel. The hotel maintains a completely smoke-free zone, providing a breathable atmosphere. Begin your holiday on a high note. At Holiday Inn Express Annapolis East Kent Island, your mornings are greeted with a delightful, free breakfast. Experience the delight of a fresh morning by savoring excellent coffee at the cafe situated within hotel.Should you prefer not to venture out for a meal, the enticing culinary choices at hotel are always available for your satisfaction.Indulge in the numerous pursuits available at Holiday Inn Express Annapolis East Kent Island. Each day at hotel, immerse yourself in the invigorating waters of the pool, perfect for a rejuvenating plunge or a series of revitalizing laps.For individuals who don't want to skip their exercise routine, visiting the hotel fitness center ensures you maintain your vitality and wellness.

Number of Rooms : 76

Checkin : 3:00 PM

Checkout : 11:00 AM

11. Extended Stay America Suites - Baltimore - Bel Air - Aberdeen

20.06 Km from Chestertown (MD)

Rated 8.4 /10 (45 reviews)

Great care is taken to ensure guests experience comfort through top-notch services and amenities. Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit.When arriving by car, you'll be grateful for the on-site complimentary parking at hotel. To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire hotel. Each day, arise to a delightful complimentary morning meal at Extended Stay America Suites - Baltimore - Bel Air - Aberdeen.

Number of Rooms : 101

Checkin : 3:00 PM

Checkout : 11:00 AM

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

20.06 Km from Chestertown (MD)

Rated 8.9 /10 (24 reviews)

Country Inn & Suites By Radisson, Bel Air/Aberdeen, Md provides flawless service and all the necessary facilities for visitors. Remain linked during your visit by utilizing the complimentary internet access available.The hotel offers complimentary parking for guests who arrive with their own mode of transport. During your stay at this fantastic hotel, experience comfort and warmth from the delightful on-site fireplace on those chilly days and nights.The hotel is completely smoke-free. In limited designated zones, smoking is exclusively permitted. Begin your day on a delightful note with a scrumptious complimentary breakfast, consistently served at Country Inn & Suites By Radisson, Bel Air/Aberdeen, Md. During your visit, indulge in a range of delightful culinary choices at hotel to enhance your experience.During your stay at hotel, an array of engaging activities and amenities guarantees a delightful experience. Begin your holiday perfectly by taking a plunge into the swimming pool.Eliminate those holiday calories by stopping by hotel and making use of their well-equipped exercise amenities.

Number of Rooms : 81

Number of Floors : 3

Year opened : 2002

Year renovated : 2020

Checkin : 3:00 PM

Checkout : 12:00 PM

13. Hilton Garden Inn Bel Air

20.07 Km from Chestertown (MD)

14. Homewood Suites by Hilton Bel Air

20.09 Km from Chestertown (MD)

Rated 8.4 /10 (1 reviews)

Homewood Suites by Hilton Bel Air offers top-notch services and amenities, ensuring guests experience utmost comfort. Share your photos and respond to emails at your convenience, thanks to the free Wi-Fi internet access offered by hotel.Visitors can take advantage of complimentary parking directly at the hotel. The hotel maintains a completely smoke-free zone, providing a breathable atmosphere. Begin your holiday on a high note. At Homewood Suites by Hilton Bel Air, your mornings are greeted with a delightful, free breakfast. Throughout the day and evening, grab a bite to eat from hotel's self-service vending machines whenever you please.Indulge in the numerous pursuits available at Homewood Suites by Hilton Bel Air. Each day at hotel, immerse yourself in the invigorating waters of the pool, perfect for a rejuvenating plunge or a series of revitalizing laps.For individuals who don't want to skip their exercise routine, visiting the hotel fitness center ensures you maintain your vitality and wellness.

Number of Rooms : 92

Checkin : 3:00 PM

Checkout : 12:00 PM

15. SpringHill Suites Edgewood Aberdeen

20.09 Km from Chestertown (MD)

SpringHill Suites Edgewood Aberdeen offers top-notch services and amenities, ensuring guests experience utmost comfort. Share your photos and respond to emails at your convenience, thanks to the free Wi-Fi internet access offered by hotel.Visitors can take advantage of complimentary parking directly at the hotel. The hotel maintains a completely smoke-free zone, providing a breathable atmosphere. Begin your holiday on a high note. At SpringHill Suites Edgewood Aberdeen, your mornings are greeted with a delightful, free breakfast.SpringHill Suites Edgewood Aberdeen provides a superb assortment of leisure amenities for guests to enjoy. Each day at hotel, immerse yourself in the invigorating waters of the pool, perfect for a rejuvenating plunge or a series of revitalizing laps.Bypass the formal attire and choose a laid-back mixed drink or brew at hotel's waterside lounge. For individuals who don't want to skip their exercise routine, visiting the hotel fitness center ensures you maintain your vitality and wellness.

Number of Rooms : 119

Checkin : 4:00 PM

Checkout : 11:00 AM

16. Holiday Inn Express Edgewood-I-95 Hotel

20.11 Km from Chestertown (MD)

Rated 9.2 /10 (2 reviews)

Experience an abundance of unparalleled facilities and features at Holiday Inn Express Edgewood-I-95 Hotel. Maintain seamless communication using the complimentary Wi-Fi at hotel.For visitors traveling by automobile, complimentary parking is available. Kindly note that smoking is prohibited in the hotel to ensure fresher air for all visitors. Begin your day carefree at Holiday Inn Express Edgewood-I-95 Hotel, as complimentary breakfast is offered for your convenience. Begin your day feeling refreshed and invigorated as you enjoy a delightful cup of quality coffee available at the cafe situated within the hotel.At the hotel, an assortment of easily accessible and delicious meal choices are available to satisfy your appetite whenever it strikes.During your stay at hotel, an array of engaging activities and amenities guarantees a delightful experience. Be sure to drop by the pool at hotel at least once during your stay.Discover the fitness amenities at hotel to maintain your health and strength during your getaway.

Number of Rooms : 80

Checkin : 3:00 PM

Checkout : 11:00 AM

17. Candlewood Suites Aberdeen-Bel Air

20.11 Km from Chestertown (MD)

Rated 8.6 /10 (5 reviews)

Experience an abundance of unparalleled facilities and features at Candlewood Suites Aberdeen-Bel Air. Share your photos and respond to emails at your convenience, thanks to the free Wi-Fi internet access offered by hotel.Visitors can take advantage of complimentary parking directly at the hotel. The hotel maintains a completely smoke-free zone, providing a breathable atmosphere.Smoking is limited to specified smoking zones. Experience the delight of a fresh morning by savoring excellent coffee at the cafe situated within hotel.Indulge in the numerous pursuits available at Candlewood Suites Aberdeen-Bel Air. Each day at hotel, immerse yourself in the invigorating waters of the pool, perfect for a rejuvenating plunge or a series of revitalizing laps.For individuals who don't want to skip their exercise routine, visiting the hotel fitness center ensures you maintain your vitality and wellness.

18. Red Roof Inn Edgewood

20.16 Km from Chestertown (MD)

Rated 5.4 /10 (13 reviews)

At Red Roof Inn Edgewood, exceptional service and top-notch amenities create a memorable experience for guests. Complimentary internet access is available in the hotel to ensure you stay connected during your visit.Complimentary parking is available for guests. For the health and well-being of all guests and staff, smoking is restricted exclusively to assigned zones. At Red Roof Inn Edgewood, affordable refreshments are available 24/7 through the convenient vending machines on-site.

Number of Rooms : 69

Number of Floors : 2

Year opened : 1984

Year renovated : 2015

Checkin : 2:00 PM

Checkout : 11:00 AM

19. Best Western Kent Narrows Inn

20.18 Km from Chestertown (MD)

Rated 8.9 /10 (25 reviews)

Experience an abundance of unparalleled facilities and features at Best Western Kent Narrows Inn. Share your photos and respond to emails at your convenience, thanks to the free Wi-Fi internet access offered by hotel.Visitors can take advantage of complimentary parking directly at the hotel. The hotel maintains a completely smoke-free zone, providing a breathable atmosphere.Smoking is limited to specified smoking zones. Begin your holiday on a high note. At Best Western Kent Narrows Inn, your mornings are greeted with a delightful, free breakfast. Experience the delight of a fresh morning by savoring excellent coffee at the cafe situated within hotel.Should you prefer not to venture out for a meal, the enticing culinary choices at hotel are always available for your satisfaction. For those who prefer savoring meals within their personal space, Best Western Kent Narrows Inn offers the convenience of doorstep grocery delivery, allowing you to prepare and enjoy food in your room.Indulge in the numerous pursuits available at Best Western Kent Narrows Inn. Each day at hotel, immerse yourself in the invigorating waters of the pool, perfect for a rejuvenating plunge or a series of revitalizing laps.For individuals who don't want to skip their exercise routine, visiting the hotel fitness center ensures you maintain your vitality and wellness.

Number of Rooms : 95

Number of Floors : 4

Year opened : 1989

Year renovated : 2017

Checkin : 4:00 PM

Checkout : 11:00 AM

20. Quality Inn & Suites Bel Air I-95 Exit 77A (ex Comfort Inn & Suites Aberdeen Proving Grounds Area)

20.2 Km from Chestertown (MD)

Experience the perfect blend of comfort and convenience at the Quality Inn & Suites Bel Air I-95 Exit 77A in Edgewood, Maryland. This 2-star hotel offers modern amenities and cozy accommodations, ideal for both business and leisure travelers. Located just a short drive from Aberdeen Proving Grounds Area, our hotel provides easy access to top attractions and dining options in the area. With a warm and welcoming atmosphere, guests can relax in our well-appointed rooms and enjoy complimentary breakfast each morning. Whether you are here for a quick stopover or an extended stay, our friendly staff is dedicated to ensuring you have a memorable experience. Take advantage of our on-site amenities, including free Wi-Fi, parking, and a 24-hour front desk. Book your stay at the Quality Inn & Suites Bel Air I-95 Exit 77A for a comfortable and affordable stay in Edgewood, Maryland.

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Top 20 Chestertown (MD) Hotels (city in Maryland, United States)

Chestertown (MD) Hotels (city in Maryland, United States)

1. Comfort Inn & Suites Chestertown

2. Red Roof Inn & Suites Chestertown

3. Driftwood Inn

4. Home2 Suites by Hilton Baltimore / Aberdeen, MD

5. Quality Inn

6. Americas Best Value Inn Edgewood

7. Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area

8. Ramada Hotel & Conference Center by Wyndham Edgewood

9. TownePlace Suites Edgewood Aberdeen

10. Holiday Inn Express Annapolis East Kent Island

11. Extended Stay America Suites - Baltimore - Bel Air - Aberdeen

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

13. Hilton Garden Inn Bel Air

14. Homewood Suites by Hilton Bel Air

15. SpringHill Suites Edgewood Aberdeen

16. Holiday Inn Express Edgewood-I-95 Hotel

17. Candlewood Suites Aberdeen-Bel Air

18. Red Roof Inn Edgewood

19. Best Western Kent Narrows Inn

20. Quality Inn & Suites Bel Air I-95 Exit 77A (ex Comfort Inn & Suites Aberdeen Proving Grounds Area)

Top Destination hotels near Chestertown (MD)