The best deals on hotels when visiting Chester Harbor in Maryland.

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Top 24 Hotels In Chester Harbor, Maryland 21620

Driftwood Inn

609 Washington Avenue Chestertown, MD

For those traveling to Chester Harbor, Driftwood Inn offers inviting accommodations with rooms starting at $63.50, creating a warm and welcoming space perfect for unwinding. Enjoy a worry-free stay with rooms that provide standard amenities and a welcoming environment, perfect for a comfortable visit.

From Driftwood Inn, a short drive brings guests right into downtown Chester Harbor, where the city’s best attractions are just a few minutes away. Book a value-packed, comfortable hotel for your Chester Harbor visit—reserve now!

  Call (855) 239-4019 to book with an agent.
  2.2 miles from Chester Harbor, MD 21620

Starting at

$63.50

per night

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Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown, MD

Guests visiting Chester Harbor can enjoy the budget-friendly comfort of Red Roof Inn & Suites Chestertown, where plush rooms start at $90.00, creating a clean and welcoming environment. Trust in Red Roof Inn's commitment to guest satisfaction, with a focus on providing a positive experience for every traveler.

Guests staying at Red Roof Inn & Suites Chestertown will love the convenience of being close to downtown Chester Harbor, where a brief drive brings them to the city’s most exciting spots. Enjoy Chester Harbor adventures in a stress-free, affordable hotel—lock in your stay today!

  Call (855) 233-7850 to book with an agent.
  2.4 miles from Chester Harbor, MD 21620

Starting at

$90.00

per night

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Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown, MD

Guests traveling to Chester Harbor will find inviting accommodations at Comfort Inn & Suites Chestertown, with rooms starting at $114.99, creating a clean and welcoming environment ideal for relaxation. Opt for Comfort Inn, where you can expect a warm, inviting atmosphere and all the essentials for a memorable stay.

From Comfort Inn & Suites Chestertown, guests can quickly reach downtown Chester Harbor, where the city’s most popular destinations are just minutes away. Step into Chester Harbor and discover a hotel that enhances your visit with added perks—secure now!

  Call (855) 239-4019 to book with an agent.
  2.4 miles from Chester Harbor, MD 21620

Starting at

$114.99

per night

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Quality Inn

101 Vfw Ave Grasonville, MD

For an inviting and comfortable stay near Chester Harbor, Quality Inn offers budget-friendly rooms with rates beginning at $89.99, creating a warm space. Experience personalized room settings at Quality Inn, where preferences for lighting, temperature, and pillow type are remembered for returning guests.

At Quality Inn, guests can unwind in a calm environment while knowing that downtown Chester Harbor remains within easy reach. Embrace the best of Chester Harbor with a welcoming, cost-effective hotel—book your stay today!

  Call (855) 239-5277 to book with an agent.
  19.5 miles from Chester Harbor, MD 21620

Starting at

$89.99

per night

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Holiday Inn Express Annapolis Kent Island an IHG Hotel

1020 Kent Narrows Rd Grasonville, MD

For budget-savvy travelers, Holiday Inn Express Annapolis Kent Island an IHG Hotel offers inviting accommodations with rates starting at $129.00, creating a clean and welcoming environment ideal for relaxation. Trust in Holiday Inn Express for a consistently pleasant stay, where you can expect quality service and accommodations across all locations.

From Holiday Inn Express Annapolis Kent Island an IHG Hotel, a brief drive into downtown Chester Harbor allows guests to enjoy the best of both worlds—city exploration and a peaceful retreat afterward. Experience Chester Harbor with ease by booking a hotel that makes value a priority—lock in now!

  Call (855) 234-7135 to book with an agent.
  20.0 miles from Chester Harbor, MD 21620

Starting at

$129.00

per night

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Best Western Kent Narrows Inn

3101 Main Street Grasonville, MD

For budget-conscious travelers headed to Chester Harbor, Best Western Kent Narrows Inn offers comfortable rooms starting at $84.99, creating a clean and inviting atmosphere. Relax in the unique charm of Best Western's eco-friendly rooms, featuring sustainable practices and natural decor.

Enjoy a peaceful stay at Best Western Kent Narrows Inn, where guests can relax and still visit Chester Harbor's lively streets whenever they choose. Enjoy Chester Harbor in comfort and without financial stress—book your room today!

  Call (855) 234-7135 to book with an agent.
  20.1 miles from Chester Harbor, MD 21620

Starting at

$84.99

per night

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Hilton Garden Inn Kent Island Marina

3206 Main St Grasonville, MD

Relax at Hilton Garden Inn Kent Island Marina when traveling to Chester Harbor, with welcoming rooms that provide a cushy retreat from the road, all from a friendly rate of $127.99 per night. Appreciate Hilton Garden Inn's commitment to guest satisfaction, with attentive staff and a 100% satisfaction guarantee.

Unwind at Hilton Garden Inn Kent Island Marina, where guests can relax in quiet comfort while keeping the dynamic energy of Chester Harbor within reach. Take advantage of a Chester Harbor hotel that keeps your comfort and budget in mind—reserve now!

  Call (855) 234-5074 to book with an agent.
  20.2 miles from Chester Harbor, MD 21620

Starting at

$127.99

per night

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Home2 Suites by Hilton Baltimore / Aberdeen MD

20 Newton Road Aberdeen, MD

Unwind at Home2 Suites by Hilton Baltimore / Aberdeen MD near Chester Harbor, where comfortable rooms create a warm environment, with nightly rates starting from a welcoming $128.99. Enjoy the peace of mind with Home2 Suites' enhanced Wi-Fi security, protecting your privacy and data during your stay.

Stay at Home2 Suites by Hilton Baltimore / Aberdeen MD for a serene retreat, where guests can relax in comfort and still have easy access to Chester Harbor's top spots. Experience the best of Chester Harbor with a hotel that delivers on both comfort and cost savings—secure now!

  Call (855) 235-6136 to book with an agent.
  20.9 miles from Chester Harbor, MD 21620

Starting at

$128.99

per night

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Holiday Inn Belcamp Aberdeen Area an IHG Hotel

1326 Policy Dr Belcamp, MD

At Holiday Inn Belcamp Aberdeen Area an IHG Hotel, travelers to Chester Harbor can unwind in relaxed accommodations designed to provide a sense of relaxation, with inviting rates starting at $102.99 per night. Adapt your meetings and events with Holiday Inn’s flexible meeting spaces, capable of accommodating any group size and type.

Enjoy spacious rooms at Holiday Inn Belcamp Aberdeen Area an IHG Hotel, a quiet retreat where you can unwind and still explore Chester Harbor with ease. Find your ideal base in Chester Harbor with a hotel that turns your stay into an experience—book today!

  Call (855) 239-5277 to book with an agent.
  21.6 miles from Chester Harbor, MD 21620

Starting at

$102.99

per night

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Homewood Suites by Hilton Bel Air

4170 Philadelphia Road Bel Air, MD

Stay at Homewood Suites by Hilton Bel Air as you explore Chester Harbor, where comfortable rooms create a welcoming atmosphere, with nightly rates starting at a friendly $131.99. Experience the family-oriented design of Homewood Suites, with special suites equipped with bunk beds and child-safe amenities.

At Homewood Suites by Hilton Bel Air, guests can relax in peaceful surroundings while having quick access to Chester Harbor's lively downtown. Experience Chester Harbor like never before with well-rounded, budget-friendly accommodations—reserve now!

  Call (855) 234-2997 to book with an agent.
  21.9 miles from Chester Harbor, MD 21620

Starting at

$131.99

per night

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Hilton Garden Inn Bel Air

4160 Philadelphia Road Bel Air, MD

Choose Hilton Garden Inn Bel Air for your journey to Chester Harbor, where comfortable rooms provide quality and relaxation, with budget-friendly rates beginning at $155.99. Maintain your workout routine at Hilton Garden Inn's fitness center, featuring the latest equipment and open 24 hours for your convenience.

Discover the perfect escape at Hilton Garden Inn Bel Air, where the peaceful ambiance is matched by the convenience of Chester Harbor's nearby attractions. Relax and recharge in Chester Harbor with accommodations that keep you feeling your best—reserve now!

  Call (855) 236-8982 to book with an agent.
  21.9 miles from Chester Harbor, MD 21620

Starting at

$155.99

per night

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Country Inn & Suites by Radisson Bel Air / Aberdeen MD

1435 Handlir Dr Bel Air, MD

Choose Country Inn & Suites by Radisson Bel Air / Aberdeen MD for a comfortable escape near Chester Harbor, where serene rooms offer relaxation, with inviting nightly rates beginning at just $93.99. Experience the convenience of early check-in at Country Inn & Suites, subject to availability, to start your relaxation sooner.

Positioned perfectly for relaxation, Country Inn & Suites by Radisson Bel Air / Aberdeen MD offers a quiet getaway while keeping Chester Harbor easily accessible. Stay comfortably in Chester Harbor with lodging that makes every moment enjoyable—secure your room now!

  Call (855) 234-2997 to book with an agent.
  21.9 miles from Chester Harbor, MD 21620

Starting at

$93.99

per night

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Candlewood Suites Aberdeen Bel Air an IHG Hotel

4216 Philadelphia Rd Bel Air, MD

At Candlewood Suites Aberdeen Bel Air an IHG Hotel, travelers to Chester Harbor can enjoy inviting accommodations with rooms from $94.00, creating a warm and comfortable space ideal for unwinding. In-suite entertainment options at Candlewood Suites include a variety of cable TV and streaming services for your enjoyment.

Guests seeking a peaceful stay will love Candlewood Suites Aberdeen Bel Air an IHG Hotel, where calm surroundings are complemented by proximity to Chester Harbor. Take your Chester Harbor trip to the next level with well-thought-out, budget-friendly lodging—lock in today!

  Call (855) 239-4019 to book with an agent.
  22.0 miles from Chester Harbor, MD 21620

Starting at

$94.00

per night

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

1807 Edgewood Rd Edgewood, MD

With rates from $59.99, Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area provides inviting accommodations for guests bound for Chester Harbor, creating a appealing and comfortable atmosphere for relaxation. Embrace Wingate's green initiatives, reflecting a commitment to environmental sustainability without compromising on guest comfort or convenience.

Experience the tranquility of Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area, where guests can enjoy a restful stay while still being close to the attractions of Chester Harbor. Take the stress out of Chester Harbor travel with a hotel that meets all your needs—book today!

  Call (855) 236-8982 to book with an agent.
  22.0 miles from Chester Harbor, MD 21620

Starting at

$59.99

per night

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Extended Stay America Suites Baltimore Bel Air Aberdeen

1361 James Way Bel Air, MD

Guests headed to Chester Harbor can unwind in affordable comfort at Extended Stay America Suites Baltimore Bel Air Aberdeen, where cozy-like rooms start at $98.65, creating a clean, welcoming atmosphere. Stay secure with the enhanced privacy of Extended Stay America’s discreet housekeeping services, maintaining your suite without disruption.

Experience relaxation at Extended Stay America Suites Baltimore Bel Air Aberdeen, where the calm surroundings invite you to unwind while still being near Chester Harbor. Get ready for an unforgettable Chester Harbor visit with thoughtfully designed, budget-friendly lodging—lock in today!

  Call (855) 239-4019 to book with an agent.
  22.1 miles from Chester Harbor, MD 21620

Starting at

$98.65

per night

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Ramada Hotel & Conference Center by Wyndham Edgewood

1700 Van Bibber Rd Edgewood, MD

At Ramada Hotel & Conference Center by Wyndham Edgewood, travelers bound for Chester Harbor can enjoy budget-conscious comfort with rooms starting at $87.99, creating a warm and inviting atmosphere for unwinding. Indulge in Ramada's luxury amenities, including designer toiletries and high-end bedding for a superior comfort experience.

Discover comfort at Ramada Hotel & Conference Center by Wyndham Edgewood, offering a peaceful stay with easy access to all the exciting activities in Chester Harbor. Make your Chester Harbor stay relaxing and cost-effective—reserve your room today!

  Call (855) 234-2997 to book with an agent.
  22.1 miles from Chester Harbor, MD 21620

Starting at

$87.99

per night

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Holiday Inn Express Edgewood Aberdeen Bel Air an IHG Hotel

2118 Emmorton Park Dr Edgewood, MD

At Holiday Inn Express Edgewood Aberdeen Bel Air an IHG Hotel, travelers to Chester Harbor can enjoy inviting accommodations with rooms from $109.00, creating a warm and comfortable space ideal for unwinding. Appreciate the cleanliness and safety protocols at Holiday Inn Express, ensuring a worry-free and healthy stay for all guests.

Guests seeking tranquility will love Holiday Inn Express Edgewood Aberdeen Bel Air an IHG Hotel, a peaceful retreat that offers quick access to Chester Harbor for easy exploration. Make your Chester Harbor adventure exceptional without breaking the bank—secure your room today!

  Call (855) 239-4019 to book with an agent.
  22.1 miles from Chester Harbor, MD 21620

Starting at

$109.00

per night

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

2112b Emmorton Park Rd Edgewood, MD

With rates from $58.99, La Quinta Inn & Suites by Wyndham Bel Air / I-95 Exit 77A provides inviting accommodations for guests bound for Chester Harbor, creating a harmonious and comfortable atmosphere for relaxation. Stay hydrated with complimentary bottled water provided daily in your room at La Quinta.

Escape to La Quinta Inn & Suites by Wyndham Bel Air / I-95 Exit 77A for a restful retreat, where the peace and quiet are perfectly paired with proximity to Chester Harbor. Get ready for a Chester Harbor adventure with accommodations that keep your budget intact—book today!

  Call (855) 233-7850 to book with an agent.
  22.2 miles from Chester Harbor, MD 21620

Starting at

$58.99

per night

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Americas Best Value Inn Edgewood

1709 Edgewood Road Edgewood, MD

At Americas Best Value Inn Edgewood, guests visiting Chester Harbor can enjoy affordable comfort with rooms starting at $59.59, providing a welcoming and comfortable environment. Enjoy the flexibility of Americas Best Value Inn's accommodation options, suitable for both short stays and extended visits.

Discover the tranquility of Americas Best Value Inn Edgewood, where restful accommodations are perfectly balanced with proximity to Chester Harbor. Enjoy Chester Harbor from a hotel that balances comfort and cost savings—secure today!

  Call (855) 239-5277 to book with an agent.
  22.2 miles from Chester Harbor, MD 21620

Starting at

$59.59

per night

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Hampton Inn & Suites Edgewood / Aberdeen South

2110 Emmorton Park Rd Edgewood, MD

For budget-savvy travelers headed to Chester Harbor, Hampton Inn & Suites Edgewood / Aberdeen South offers comfortable comfort with rooms starting at $100.99, creating a clean, inviting environment. Trust in the consistent quality and service at Hampton by Hilton, where every stay is backed by a name you know and trust.

Rest easy at Hampton Inn & Suites Edgewood / Aberdeen South, a peaceful spot just outside Chester Harbor, perfect for unwinding after a day of exploration. Maximize your Chester Harbor adventure with thoughtfully designed, affordable lodging—secure your room now!

  Call (855) 235-6136 to book with an agent.
  22.2 miles from Chester Harbor, MD 21620

Starting at

$100.99

per night

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Red Roof Inn Edgewood

2116 Emmorton Park Road Edgewood, MD

Guests visiting Chester Harbor can relax at Red Roof Inn Edgewood, where budget-friendly rooms start at $72.99, creating a welcoming and inviting atmosphere perfect for relaxation. Appreciate the accessibility features at Red Roof Inn, ensuring a comfortable stay for guests with disabilities.

Relax at Red Roof Inn Edgewood, where guests can unwind in comfort and venture into Chester Harbor at their leisure. Enjoy a cozy, cost-effective hotel for your Chester Harbor visit—secure your stay now!

  Call (855) 234-2997 to book with an agent.
  22.4 miles from Chester Harbor, MD 21620

Starting at

$72.99

per night

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

2112a Emmorton Park Road Edgewood, MD

Guests headed to Chester Harbor can relax at Quality Inn & Suites Bel Air I-95 Exit 77A, where budget-friendly rooms start at $50.49, creating a warm and inviting atmosphere ideal for unwinding. Relax in Quality Inn's designated quiet zones, providing a peaceful escape from the hustle and bustle of travel.

Enjoy a tranquil stay at Quality Inn & Suites Bel Air I-95 Exit 77A, offering a peaceful environment with the excitement of Chester Harbor nearby for your enjoyment. Discover the smart way to stay in Chester Harbor with inviting and affordable lodging—reserve now!

  Call (855) 234-7135 to book with an agent.
  22.4 miles from Chester Harbor, MD 21620

Starting at

$50.49

per night

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Holiday Inn Express&Suites Middletown an IHG Hotel

315 Auto Park Dr Middletown, DE

For a comfortable and budget-friendly experience, Holiday Inn Express&Suites Middletown an IHG Hotel offers friendly rooms with rates starting at $139.00, creating a warm environment perfect for rest. Enjoy the flexibility of Holiday Inn Express's accommodations, catering to solo travelers, couples, and families with a range of room types.

At Holiday Inn Express&Suites Middletown an IHG Hotel, guests can enjoy both peaceful surroundings and the ease of exploring Chester Harbor whenever they wish. Stay comfortably and affordably in Chester Harbor with accommodations that deliver—book now!

  Call (855) 236-8982 to book with an agent.
  22.4 miles from Chester Harbor, MD 21620

Starting at

$139.00

per night

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Hilton Garden Inn Aberdeen

1050 Beards Hill Rd Aberdeen, MD

Relax in the inviting surroundings of Hilton Garden Inn Aberdeen near Chester Harbor, where comfy rooms offer a peaceful escape, with nightly rates beginning at $131.99. Stay connected in the communal areas of Hilton Garden Inn, which are equipped with ample power outlets and free Wi-Fi for all your devices.

Discover relaxation at Hilton Garden Inn Aberdeen, where guests can experience a quiet stay while keeping the vibrant life of Chester Harbor nearby. Make your Chester Harbor travels both comfortable and cost-effective with inviting lodging—book today!

  Call (855) 234-5074 to book with an agent.
  22.7 miles from Chester Harbor, MD 21620

Starting at

$131.99

per night

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