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Seaview Hotels in Chestertown - Compare & Book Today

Only Handpicked and Verified Accommodations for Your Stay in Chestertown, United States

Check-in
30May
Check-out
31May
Rooms and Guests2 Guests, 1 Room
Chestertown offers waterfront views of the Chester River. Check out the historic Chestertown Wharf and the scenic Wilmer Park. You can visit the nearby Eastern Neck National Wildlife Refuge for birdwatching. This city features many hotels with stunning water views, including cozy inns and modern waterfront properties. Our selection highlights hotels chosen based on glowing reviews and great amenities. Consider booking early during summer or special events like the Chestertown Tea Party Festival for the best choices. Public transport and bike rentals can help you explore easily.
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1-2 out of 2
Sort by: high popularity
  • Price: low to high
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Friends Lake Inn
8.2
Great
Friends Lake Inn
2.7 mi from City Centre
FromUS$ 232 /nightSelect
The Lodge At Loon Lake
8.2
Great
The Lodge At Loon Lake
2.1 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
USD 232
⬇️ The lowest price
USD 159
💸 Average price for
5-star hotels
USD 210

Best hotels in Chestertown

Based on guest reviews over the last 12 months

Serene Lakeside Retreat:
The Lodge At Loon Lake
Charming Cozy Inn:
Friends Lake Inn

FAQs about hotels in Chestertown

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

Which hotels in Chestertown offer the best value for money?
Both The Lodge At Loon Lake and Friends Lake Inn provide competitive pricing, with average nightly rates ranging from $150-$200. The best value often comes during the shoulder seasons (late spring and early fall), where rates can drop by 20%.
Which hotels in Chestertown are best located to visit the town's popular sites?
Both The Lodge At Loon Lake and Friends Lake Inn are centrally located, about 5 km from the Chestertown Historic District and 10 km from the nearby outdoor attractions on the Schroon River.
Are there hotels in Chestertown with unique views or couple-friendly amenities?
The Lodge At Loon Lake offers scenic views of the lake, making it ideal for couples seeking a romantic getaway. Friends Lake Inn also provides cozy accommodations perfect for couples, with opportunities for outdoor activities.
Which hotel in Chestertown is most suitable for families?
Friends Lake Inn is family-friendly, providing spacious accommodations and easy access to local parks and outdoor activities. The Lodge At Loon Lake also welcomes families and has a variety of outdoor amenities.
What are the top-rated hotels in Chestertown based on guest reviews?
Friends Lake Inn ranks highly among guests for its excellent service and beautiful surroundings. The Lodge At Loon Lake is also praised for its serene environment and comfortable accommodations.

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