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Most frequently booked Chestertown hotels

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

2 out of 5
5537 State Route 8, Chestertown, NY
2.64 km from city centre
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Stay at this motel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Loon Lake Beach and Loon Lake are located nearby.
Pet-friendly
Parking included
The Fern Lodge

The Fern Lodge

3.5 out of 5
46 Fiddlehead Bay Rd., Chestertown, NY
4.93 km from city centre
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Stay at this 3.5-star beach B&B in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Friends Lake and Loon Lake Beach are located nearby.
Hot tub
Breakfast included
The Queensbury Hotel

The Queensbury Hotel

3 out of 5
88 Ridge St, Glens Falls, NY
Free cancellation
Reserve now, pay when you stay
40 km from city centre
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Stay at this 3-star business-friendly hotel in Glens Falls. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular attractions Six Flags Great Escape and Charles R. Wood Theater are located nearby.
Pool
Hot tub
Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 out of 5
89 Six Flags Dr, Queensbury, NY
34.47 km from city centre
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Stay at this 3.5-star family-friendly resort in Queensbury. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Six Flags Great Escape and Million Dollar Beach are located nearby.
Parking included
Free WiFi
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

3 out of 5
2223 Canada St, Lake George, NY
Free cancellation
27.42 km from city centre
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Stay at this 3-star family-friendly hotel in Lake George. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Fort William Henry Museum and Lake George Steamboat Company are located nearby.
Pool
Parking included
Waterfront Home on Lake George w/ Boat Dock!

Waterfront Home on Lake George w/ Boat Dock!

3 out of 5
24.13 km from city centre
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Stay at this 3-star cottage in Queensbury. Enjoy free parking, patios, and air conditioning. Popular attractions Million Dollar Beach and Lake George Steamboat Company are located nearby.
Kitchen
Parking included
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
19 Skyline Drive, PO Box 269, Bolton Landing, NY
14.76 km from city centre
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Stay at this 3-star golf castle in Bolton Landing. Enjoy free WiFi, free parking, and furnished balconies or patios. Popular attractions Veterans Memorial Park Beach and Adirondack Extreme Adventure Course are located nearby.
Parking included
Free WiFi
Walk to Million Dollar Beach from this awesome Cottage!

Walk to Million Dollar Beach from this awesome Cottage!

27.14 km from city centre
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Stay at this cottage in Lake George. Enjoy free WiFi, a water park, and a garden. Popular attractions Million Dollar Beach and Lake George Steamboat Company are located nearby.
Kitchen
Washer
La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

3 out of 5
1533 US-9, Lake George, NY
Free cancellation
Reserve now, pay when you stay
32.4 km from city centre
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Stay at this 3-star family-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Six Flags Great Escape and Million Dollar Beach are located nearby.
Pool
Hot tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top family friendly Chestertown hotel deals

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

5537 State Route 8, Chestertown, NY
Get rates

Top hotels in Chestertown for Extended Stay

The Mohican Resort Motel Groups House

The Mohican Resort Motel Groups House

Lake George
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chestertown hotels essential information

Accommodation
1,536 hotels
Lowest Price
Highest Price
Popular hotels
Pine Tree Motel & Cabins, The Fern Lodge, The Queensbury Hotel, Six Flags Great Escape Lodge & Indoor Waterpark, Holiday Inn Resort Lake George - Adirondack Area by IHG, Waterfront Home on Lake George w/ Boat Dock!, HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!, Walk to Million Dollar Beach from this awesome Cottage!, La Quinta Inn & Suites by Wyndham Lake George

Frequently asked questions

What are the top kid-friendly hotels in Chestertown?
Take some of the stress out of traveling with kids by choosing a family-friendly hotel in Chestertown. From useful amenities to additional services, these stays feature perks that'll help make your visit run like a dream: Historic Greek Revival style home w/ screened in porch -near attractions! will help make your trip the most memorable one yet. It features an assortment of conveniences geared toward families, such as a water park and a nearby theme park. Otherwise, spend your nights enjoying the comforts of The Loft at The Remington. Make the most of complimentary breakfast, extra bedding and more here.
Where can I find cheap hotels in Chestertown?
At Travelocity you'll find really nice hotels in Chestertown at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chestertown rather than in Chestertown. We may find you even better rates, too.
How do I find the best Chestertown hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chestertown then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chestertown?
The cheapest hotel in Chestertown is This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chestertown?
There are 1,536 hotels in Chestertown on Travelocity.
What are the best hotels in Chestertown?
Chestertown has so many great hotels to choose from at Travelocity --- and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chestertown for you!
When is the best time to visit Chestertown?
If you want the joy of a fun-filled trip in peak season, visit Chestertown during January, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as February, November and December.
When is the cheapest time to stay in Chestertown?
Based on historic data is usually the cheapest month to visit Chestertown. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chestertown?
There are multiple hotels in Chestertown that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chestertown. We have plenty of kid-friendly hotels in Chestertown to choose from on Travelocity!
Why book a hotel in Chestertown through Travelocity?
Because we have the top hotels in Chestertown! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chestertown on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chestertown hotel reviews by fellow wanderers

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Very nice hotel; staff friendly and efficient. Room was large, very clean, nice linens. Breakfast was very limited, lots of carbs. We will definitely stay there again and bring our own breakfast"
A verified traveller stayed at La Quinta Inn & Suites by Wyndham Lake George
La Quinta Inn & Suites by Wyndham Lake George

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