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Tonight
Check prices in Chestertown for tonight, Jun 29 - Jun 30
Jun 29 - Jun 30
Tomorrow night
Check prices in Chestertown for tomorrow night, Jun 30 - Jul 1
Jun 30 - Jul 1
This weekend
Check prices in Chestertown for this weekend, Jul 3 - Jul 5
Jul 3 - Jul 5
Next weekend
Check prices in Chestertown for next weekend, Jul 10 - Jul 12
Jul 10 - Jul 12

Most frequently booked Chestertown hotels

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
The price is CA $178 per night
CA $178
CA $197 total
Jul 12 - Jul 13
includes taxes & fees
Book a stay at this business-friendly hotel in Glens Falls. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Six Flags Great Escape and Charles R. Wood Theater are located nearby.
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
The price is CA $255 per night
CA $255
CA $283 total
Jul 7 - Jul 8
includes taxes & fees
Book a stay at this 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.
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
The price is CA $297 per night
CA $297
CA $329 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this 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.
Lakefront Terrace Resort

Lakefront Terrace Resort

3 out of 5
2998 Lake Shore Dr Lake George NY
25.19 km from city centre
The price is CA $174 per night
CA $174
CA $193 total
Jul 2 - Jul 3
includes taxes & fees
Book a stay at this beach hotel in Lake George. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Six Flags Great Escape and Lake George Steamboat Company are located nearby.
The Georgian Lakeside Resort

The Georgian Lakeside Resort

2.5 out of 5
384 Canada Street Lake George NY
25.91 km from city centre
The price is CA $240 per night
CA $240
CA $266 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this beach hotel in Lake George. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. Popular attractions Lake George Steamboat Company and Fort William Henry Museum are located nearby.
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
The price is CA $190 per night
CA $190
CA $211 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this 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.
Waterfront Home on Lake George w/ Boat Dock!

Waterfront Home on Lake George w/ Boat Dock!

3 out of 5
Queensbury NY
24.13 km from city centre
Get rates
Stay at this cottage in Queensbury. Enjoy free parking, patios, and air conditioning. Popular attractions Million Dollar Beach and Lake George Steamboat Company are located nearby.
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

2.5 out of 5
435 Canada Street Lake George NY
25.7 km from city centre
The price is CA $126 per night
CA $126
CA $145 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this family-friendly motel in Lake George. Enjoy free WiFi, free parking, and an area shuttle (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Six Flags Great Escape and Lake George Steamboat Company are located nearby.
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

3 out of 5
48 Canada Street Lake George NY
26.81 km from city centre
Get rates
Book a stay at this business-friendly resort in Lake George. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Six Flags Great Escape and Fort William Henry Museum are located nearby.
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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
The price is CA $248 per night from Jun 30 to Jul 1
CA $248
CA $276 total
Jun 30 - Jul 1
includes taxes & fees
9.2/10 Wonderful! (148 reviews)

Chestertown hotels essential information

Accommodation
1,658 hotels
Lowest Price
CA $145
Highest Price
CA $660
Popular hotels
The Queensbury Hotel, Six Flags Great Escape Lodge & Indoor Waterpark, Holiday Inn Resort Lake George - Adirondack Area by IHG, Lakefront Terrace Resort, The Georgian Lakeside Resort, La Quinta Inn & Suites by Wyndham Lake George, Waterfront Home on Lake George w/ Boat Dock!, Adirondack Retreat Inn & Suites, Fort William Henry Hotel and Conference Center

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 CA $145 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 1,658 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

Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Location, the room was very good! Lack of a detachable hand held shower head was the only possible drawback"
A verified traveller stayed at Adirondack Retreat Inn & Suites
Adirondack Retreat Inn & Suites