Hotels and accommodations: Chestertown 
North Mill Street 214, unit B, 21620 - Chestertown, United States
Apartment
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Nestled in the heart of Chestertown, Maryland, the Carriage House Hideaway offers a cozy retreat complete with a lovely garden.
Pets are welcome
Entirely smoke-free property
Air-conditioned public areas and rooms
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25227 Chestertown Road, MD 21620 - Chestertown, United States
Bed and breakfast
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A full breakfast is served every morning. Ingredients are sourced locally. The menu changes daily. Afternoon refreshments are served buffet style. Each guest room boasts unique decor.
- Air-conditioned public areas and rooms
Parking directly at the property
Daily room cleaning service
Complimentary wi-fi property-wide- Entirely smoke-free property
Sun-filled terrace
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609 Washington Avenue, MD 21620 - Chestertown, United States
Motel
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If you're looking for a cozy spot near Washington College, Driftwood Inn is just a quick 6-minute stroll away.
24/7 front desk support
Complimentary guest parking- Non-smoking rooms available
- Daily room cleaning service
Comfortable family rooms- Air-conditioned public areas and rooms
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150 Scheeler Road, 21620 - Chestertown, United States
Hotel
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Comfort Inn & Suites Chestertown provides accommodation in Chestertown. This 2-star hotel features a fitness center and a shared lounge. Guests can enjoy either a buffet or American breakfast.
- Non-smoking rooms available
- Complimentary guest parking
- 24/7 front desk support
Modern fitness centre- Pets are welcome
- Air-conditioned public areas and rooms
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205 Fey Rd , 21620 - Chestertown, United States
Holiday home
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The property is located 78 km from New Castle Airport. This pet-friendly residence on the Chester River features air-conditioned accommodations and a private pool.
- Seasonal outdoor pool
- Parking directly at the property
- Non-smoking rooms available
- Complimentary wi-fi property-wide
- Pets are welcome
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Discover unique accommodations and deals nearby! - Chestertown
Motel
Chestertown: 1.56 km- 609 Washington Avenue MD 21620 Chestertown
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If you're looking for a cozy spot near Washington College, Driftwood Inn is just a quick 6-minute stroll away.
- Complimentary guest parking
- Pets are welcome
- Daily room cleaning service
- Non-smoking rooms available
- 24/7 front desk support
- Comfortable family rooms
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Hotel
Chestertown: 2.09 km- 150 Scheeler Road 21620 Chestertown
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Comfort Inn & Suites Chestertown provides accommodation in Chestertown. This 2-star hotel features a fitness center and a shared lounge. Guests can enjoy either a buffet or American breakfast.
- 24/7 front desk support
- Entirely smoke-free property
- Modern fitness centre
- Guest parking available
- Air-conditioned public areas and rooms
- Pets are welcome
Show prices
Bed and breakfast
Chestertown: 2.47 km- 25227 Chestertown Road MD 21620 Chestertown
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A full breakfast is served every morning. Ingredients are sourced locally. The menu changes daily. Afternoon refreshments are served buffet style. Each guest room boasts unique decor.
- Daily room cleaning service
- Sun-filled terrace
- Complimentary wi-fi property-wide
- Complimentary guest parking
- Air-conditioned public areas and rooms
- Non-smoking rooms available
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Holiday home
Chestertown: 14.97 km- 201 Pine Forest Farm Ln 21651 Millington
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The holiday home features seven bedrooms and a kitchen that is fully equipped, including a dishwasher, oven, and coffee machine. Bed linen and towels are supplied for guests' convenience.
- Complimentary wi-fi property-wide
- Entirely smoke-free property
- Guest parking available
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Holiday home
Chestertown: 15.69 km- 300 Twin Ponds Ln 21617 Centreville
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Twin Ponds Lodge is located in the charming Centreville, offering a perfect getaway retreat. You’ll enjoy complimentary WiFi and hassle-free on-site parking — all at no extra cost.
- Guest parking available
- Complimentary wi-fi property-wide
Prime beachfront location
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Holiday home
Chestertown: 16.73 km- 21298 Lee St 21661 Rock Hall
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Set in Rock Hall, Rock Hall Retreat with Balcony Near Park and Marina! offers air-conditioned accommodation with a balcony and free WiFi. This holiday home features a bar.
- Stylish bar and lounge
- Parking directly at the property
- Entirely smoke-free property
- Complimentary wi-fi property-wide
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Villa
Chestertown: 17.08 km- 116 Corsica Neck Road 21617 Centreville
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The villa features six spacious bedrooms, a television, and a kitchen that is fully equipped. It includes a dishwasher, oven, washing machine, microwave, and refrigerator.
Swimming pool complex- Air-conditioned public areas and rooms
- Parking directly at the property
- Entirely smoke-free property
- Complimentary wi-fi property-wide
- Modern fitness centre
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Holiday home
Chestertown: 17.35 km- 21017 Bayside Avenue MD 21661 Rock Hall
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Nestled in the charming area of Rock Hall, Maryland, the Bayside Cottage is just a stone's throw from the harbor, making it the perfect getaway for anyone looking to relax by the water.
- Pets are welcome
- Parking directly at the property
- Air-conditioned public areas and rooms
- Entirely smoke-free property
- Complimentary wi-fi property-wide
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Holiday home
Chestertown: 17.45 km- 204 Corsica Street MD 21617 Centreville
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Captain’s Quarters - a unique home on the Corsica River, offers you a cozy retreat with air-conditioned accommodation and a beautiful balcony.
- Non-smoking rooms available
- Complimentary guest parking
- Air-conditioned public areas and rooms
- Comfortable family rooms
- Stylish bar and lounge
- Sun-filled terrace
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Inn
Chestertown: 17.55 km- 20786 Rock Hall Avenue 21661 Rock Hall
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New Castle Airport is located 96 kilometers from the property.
Airport shuttle service- Complimentary guest parking
- Swimming pool complex
- Non-smoking rooms available
- Comfortable family rooms
- Air-conditioned public areas and rooms
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Frequently Asked Questions (FAQ)
In Chestertown, you can find various accommodations like hotels, apartments, and guesthouses. There are a total of 5 options.
Chestertown has plenty of attractions for families. Many hotels and apartments offer amenities like family rooms, baby cots, and extra beds.
In Chestertown, you can choose from hotels, apartments, guesthouses, hostels, and B&Bs. Options range from luxury hotels to budget-friendly choices to suit your needs.
Chestertown offers various public transport options like buses, trams, and metro. The system is well-developed, making it easy to get around the city. It's a good idea to use mobile apps or websites to plan your trips and check schedules.
Cancellation and date change policies in Chestertown vary by accommodation. Be sure to review the reservation terms before making your final decision.
Accommodations in Chestertown implement various COVID-19 safety measures, including social distancing and disinfection. Find detailed information on the accommodation's website.
Most tourist spots in Chestertown have English-speaking staff, and tourist information is available in several languages. It's also helpful to know a few basic phrases in the local language.
Many hotels and apartments in Chestertown welcome pets. Check the pet policy before booking to ensure it meets your needs.
Many hotels, tourist attractions, and restaurants in Chestertown offer discounts for tourists. Check for available tourist cards or discount programs that can reduce costs for accommodation, transport, and museum tickets.
Book accommodation in Chestertown, United States
Discover the perfect place to stay in Chestertown, United States, tailored to your needs and budget. With over 5 hotels, apartments, and hostels, there's something for everyone.
- Filter by location — Find accommodation in the heart of Chestertown, near attractions, or in a quiet neighborhood.
- Accommodation for every budget — Search for offers in Chestertown tailored to your budget, from luxury hotels to affordable hostels.
- Key amenities — Search for hotels in Chestertown with a pool, Wi-Fi, parking, and other options important to you.
- Verified guest reviews — Browse ratings and comments from other travelers about hotels in Chestertown.
- Attractive promotions — Take advantage of special offers and discounts on accommodation in Chestertown.
- Various types of properties — Choose from hotels, apartments, guesthouses, and hostels in Chestertown.
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Chestertown Hotels
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