Book Cheap Hotels in Chestertown

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Chestertown

Tonight
Check prices in Chestertown for tonight, Jul 29 - Jul 30
Jul 29 - Jul 30
Tomorrow night
Check prices in Chestertown for tomorrow night, Jul 30 - Jul 31
Jul 30 - Jul 31
This weekend
Check prices in Chestertown for this weekend, Aug 1 - Aug 3
Aug 1 - Aug 3
Next weekend
Check prices in Chestertown for next weekend, Aug 8 - Aug 10
Aug 8 - Aug 10

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
The price is CA $240 per night
CA $240
CA $267 total
Jul 30 - Jul 31
includes taxes & fees
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
Friends Lake Inn

Friends Lake Inn

4 out of 5
963 Friends Lake Rd, Chestertown, NY
4.28 km from city centre
The price is CA $330 per night
CA $330
CA $366 total
Aug 5 - Aug 6
includes taxes & fees
Stay at this 4-star hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Friends Lake and Loon Lake Beach are located nearby.
Parking included
Free WiFi
Best Western of Lake George

Best Western of Lake George

2.5 out of 5
2452 State Route 9N, Lake George, NY
Free cancellation
Reserve now, pay when you stay
28.59 km from city centre
The price is CA $176 per night
CA $176
CA $195 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this business-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Million Dollar Beach and Lake George Steamboat Company are located nearby.
Pool
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
Get rates
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
The price is CA $225 per night
CA $225
CA $250 total
Jul 31 - Aug 1
includes taxes & fees
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
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 $241 per night
CA $241
CA $268 total
Aug 26 - Aug 27
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 Million Dollar Beach and Six Flags Great Escape are located nearby.
On private beach
Pool
Lakefront Terrace Resort

Lakefront Terrace Resort

3 out of 5
2998 Lake Shore Dr, Lake George, NY
25.19 km from city centre
Get rates
Stay at this 3-star 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 Million Dollar Beach and Six Flags Great Escape are located nearby.
On private beach
Pool
Clarion Inn & Suites at the Outlets of Lake George

Clarion Inn & Suites at the Outlets of Lake George

2.5 out of 5
1454 State Route 9, Lake George, NY
Free cancellation
Reserve now, pay when you stay
32.9 km from city centre
The price is CA $139 per night
CA $139
CA $154 total
Aug 24 - Aug 25
includes taxes & fees
Book a stay at this business-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Six Flags Great Escape and Million Dollar Beach are located nearby.
Pool
Breakfast included
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

2.5 out of 5
1 Abbey Ln, Queensbury, NY
Free cancellation
Reserve now, pay when you stay
37.5 km from city centre
The price is CA $122 per night
CA $122
CA $136 total
Aug 24 - Aug 25
includes taxes & fees
Book a stay at this business-friendly hotel in Queensbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Six Flags Great Escape and Regal Aviation Mall are located nearby.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Chestertown
View all properties
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 $240 per night from Jul 30 to Jul 31
CA $240
CA $267 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (131 reviews)

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
1,548 hotels
Lowest Price
CA $122
Highest Price
CA $330
Popular hotels
Pine Tree Motel & Cabins, Friends Lake Inn, Best Western of Lake George, The Queensbury Hotel, Six Flags Great Escape Lodge & Indoor Waterpark, The Georgian Lakeside Resort, Lakefront Terrace Resort, Clarion Inn & Suites at the Outlets of Lake George, Baymont by Wyndham Queensbury / 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 CA $122 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 1,548 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 17 hours ago
Travelocity Verified Review
"The breakfast room is very small and too crowded. There were a couple tags to some clothes under the sink in the bathroom so they could’ve done a better job cleaning. Otherwise the stay was great and the staff was very friendly. I would definitely stay there again. "
A verified traveller stayed at La Quinta Inn & Suites by Wyndham Lake George
La Quinta Inn & Suites by Wyndham Lake George

Types of hotels

Hotels near…

Areas of Chestertown