Hotels in Chestertown

Only Handpicked and Verified Resorts for Your Stay in Chestertown, United States
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Rooms and Guests2 Guests, 1 Room
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  • Price: low to high
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Map3.3 mi from City Centre3.1 mi from City Centre
FromUS$ 665 /nightSelect
Map2.1 mi from City Centre2.2 mi from City Centre
FromUS$ 159 /nightSelect

Price range for hotels in Chestertown

A world of accommodation options awaits, from budget-friendly stays to luxurious retreats, with prices suited to every traveler's dream vacation.

⬆️ The highest price
US$ 665
⬇️ The lowest price
US$ 159
💸 Average price for
4-star hotels
US$ 604

Best hotels in Chestertown

Based on guest reviews over the last 12 months

Lakeside Escape:
The Lodge At Loon Lake
Cozy Inn Experience:
Luxury Lodge Retreat:
The Fern Lodge
Budget Friendly Stay:

FAQs about hotels in Chestertown

We hope that the answers to these questions will help you plan your trip

Which hotels in Chestertown are close to popular landmarks?
The Lodge At Loon Lake is approximately 20 km from the historic sites in downtown Chestertown, making it a convenient base for exploring the area.
Are there any hotels in Chestertown that offer unique views?
The Fern Lodge provides scenic views of the surrounding lakes, making it a great option for guests looking for picturesque landscapes during their stay.
Which hotel in Chestertown is best for families?
Friends Lake Inn is particularly family-friendly, offering spacious accommodations and easy access to outdoor activities suitable for all ages.
What are the average nightly rates for hotels in Chestertown?
Average nightly rates in Chestertown range from $90 in the off-peak season to $250 during peak season. Pine Tree Motel & Cabins often provides budget-friendly options starting around $90.
Which hotel in Chestertown is highly rated by guests?
The Fern Lodge consistently receives positive reviews for its customer service and amenities, making it a top-rated choice among travelers.

Essential Guide to Hotels in Chestertown

This guide evaluates four hotels in Chestertown, providing crucial details about pricing, proximity to attractions, and seasonal trends to assist travelers in making informed accommodation choices.

Typical nightly rates range from $120 to $250.

Chestertown features four distinct hotels.

Peak travel seasons include spring and summer months.

Local taxes and fees average around 10%.

Most hotels are within 2 km of the historic district.

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Check-in
29Jan2026Select date
Check-out
30Jan2026Select date
Rooms and Guests2 Guests, 1 Room