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.
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.
Friends Lake is 2.8 mi (4.5 km) from central Chestertown, why not stop by during your stay. Chestertown has other popular natural features you might want to visit such as Lake George.
If you can't wait to get to the beach, you might enjoy a trip to Loon Lake Beach located 2 mi (3.3 km) from central Chestertown. Chestertown has other popular natural features you might want to visit such as Lake George.
Loon Lake is 3.2 mi (5.2 km) from central Chestertown, why not stop by during your stay. Chestertown has other popular natural features you might want to visit such as Lake George.
Commune with nature and explore the great outdoors at Tripp Pond during your travels in Chestertown. While you're in the area, stroll along the lakeside.
Chestertown is well-known for its attractions such as Loon Lake Beach and Friends Lake. The city has something for everyone including sights like Loon Lake and Hudson River within a secluded setting.
Check out the Chestertown hotels guests love right now
Comfort Inn & Suites Lake George
10/10 Excellent
"Spacious room with a very comfortable king sized bed. Best bed we have had at any of the places we've been. Clean room, we did request a change of towels earlier than they would have provided them. Tiny fridge but we didn't need it for much anyway.
Decent Continental breakfast selections. Scrambled or fried eggs, bacon or sausage patties, home fries, waffles, cereals, yogurts, bagels, toast, juices, teas, coffees, etc. Acceptable standard fare.
Nice outdoor and indoor pool areas, with a 100°F spa.
Pleasant staff, helpful with some suggestions for local eateries and attractions.
Quiet location just a short distance from Million Dollar Beach and the heart of Lake George.
We were very happy with our stay for the price. "
"10 out of 10! This little two day trip provided HIGH value for the prices we paid. The food on the property was excellent quality and room service was extremely fast and affordable. I am picky and avoided staying here in the past because I thought it would be a gimmicky money soak. But it was actually just the opposite. So much entertainment. Accommodating staff, Clean and quality facility. "
"We had a nice stay here. Location was perfect to town and lake. The rooms were small but very clean. Also, loved that the rooms were cleaned everyday. Pool area was a bit crowded and looked outdated but kids enjoyed it. Outside of hotel looks dated but it’s deceiving because the rooms are so well kept. Would come again. "
You can find top hotels in Chestertown from $73 with options to suit your budget and needs. To find an affordable hotel in Chestertown that meets all of your requirements, just apply filters on Hotels.com, and sort hotels by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Chestertown hotels?
Members can save up to 20% on select hotels in Chestertown. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.
Can I book Chestertown hotels with free cancellation?
To book a refundable Chestertown hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best hotels in Chestertown for couples?
Choose a top-rated Chestertown romantic hotel and enjoy your couple's getaway. Our travelers love Friends Lake Inn, a hotel with a restaurant as well as in-room champagne service. Another romantic hotel with top reviews is The Fern Lodge. This bed & breakfast offers a private hot tub and an in-room fireplace for a perfect stay. Discover more hotels in Chestertown on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are the top Chestertown hotels with a pool?
For some added luxury, discover the best Chestertown hotels with a pool. To find more stays in Chestertown with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Chestertown hotels with free parking?
If you're arriving by car, choosing a great Chestertown hotel with free parking is a plus. Our travelers' favorites include:
The Fern Lodge: A bed & breakfast with an average guest rating of 9.8 out of 10
What are some popular hotels in central Chestertown?
If you're looking for hotels in central Chestertown, check out Friends Lake Inn. Travelers love Friends Lake Inn for its location, as well as the restaurant, bar/lounge and proposal/romance packages this hotel offers. Chester Shores is a central neighborhood for your Chestertown vacation.
Are all taxes and fees included in the Chestertown hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What accommodations do travelers like in Chestertown?
Where can I find free parking with my stay in Chestertown?
Park your car for free at The Loft at The Remington.
Can I book a refundable accommodation in Chestertown?
If you want the flexibility to change your plans to Chestertown, most hotels offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay with my pet in Chestertown?
Your furry friend can stay with you at these pet-friendly hotels: Pine Tree Motel & Cabins, Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing and Three Bears, Immaculate 2 Bed/2.5 bath suite, Heat/ AC & Washer/dryer.
Find out more about Chestertown
Find out more about Chestertown
If you're looking to discover somewhere new, look no further than Chestertown. Whether you're planning to stay for a night or for the week, the area around Chestertown has accommodations to fit every need. Search for hotels in Chestertown with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Chestertown hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Chestertown hotel deals are here with our lowest price guarantee.
