Photo by Julie Miller

Find Cheap Hotels in Chestertown, NY

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Chestertown Cheap Hotels

Tonight
Jun 29 - Jun 30
Tomorrow
Jun 30 - Jul 1
Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13

Top Chestertown Cheap Hotels

We don't have any properties that match your exact search

Recommended hotels in Chestertown

The Fern Lodge
Lake view

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (46)
"We had such a great experience the first night so we moved our plans and stayed a second, next time we will definitely stay even longer."
The Fern Lodge
Pine Tree Motel & Cabins
Exterior

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (127)
"Excellent location and staff was very friendly."
The price is ₩238,187
₩264,388 total
includes taxes & fees
Jun 30 - Jul 1
Pine Tree Motel & Cabins
Friends Lake Inn
Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (90)
"We visited the Inn hotel to celebrate my husband’s birthday and take a much-needed break from my role as a caregiver for my mother. The weekend turned out to be exactly what we needed—it gave us the chance to unplug, recharge, and truly rest. The staff were friendly, accommodating, and just lovely throughout our stay. The level of service we received far exceeded what you’d typically expect from a chain hotel. We were very pleased with every aspect of our experience and are so grateful for the...
The price is ₩303,546
₩336,933 total
includes taxes & fees
Jun 30 - Jul 1
Friends Lake Inn
Silver Bay YMCA Inn and Conference Center
Front of property

Silver Bay YMCA Inn and Conference Center

3.0 star property
8.4 out of 10, Very Good, (91)
"Nice , serene place with a lot of attractions within the property . I really liked the place and my family as well "
Silver Bay YMCA Inn and Conference Center
Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (11)
"Absolutely wonderful place and super friendly staff "
The price is ₩341,002
₩412,539 total
includes taxes & fees
Jul 6 - Jul 7
Trout House Village Resort
The Queensbury Hotel
Lobby

The Queensbury Hotel

3.0 star property
9.2 out of 10, Wonderful, (1254)
"Beautiful hotel!"
The Queensbury Hotel
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
View from property

Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

2.5 star property
9.6 out of 10, Exceptional, (427)
"Hotel was clean and staff was very friendly and helpful. "
The price is ₩219,132
₩243,236 total
includes taxes & fees
Jul 6 - Jul 7
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
Days Inn by Wyndham Queensbury/Lake George
Pillowtop beds, iron/ironing board, cribs/infant beds, rollaway beds

Days Inn by Wyndham Queensbury/Lake George

2.0 star property
5.8 out of 10, (1001)
"This was supposed to be a 2-day stay … we didn’t stay 2 min. The property and the room were dingy, smelled unclean … we never even made it to check out the bathroom. Wyndham Hotels should be ashamed to have this property as part of their hotel properties."
The price is ₩94,880
₩105,316 total
includes taxes & fees
Jul 2 - Jul 3
Days Inn by Wyndham Queensbury/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.

Frequently asked questions

What is Chestertown like for travelers on a budget?
Chestertown offers cheap accommodation options and a variety of places to visit, making it a great getaway spot for budget travelers. You can find ways to save money while getting to know this destination, which is home to attractions like Friends Lake, Loon Lake, and Hudson River.
What's the best place to stay on a budget in Chestertown?
Based on reviews, Pine Tree Motel & Cabins is a popular 2-star property for our travelers looking for an economical choice, and features free WiFi and free parking.
When is the best time for a budget trip to Chestertown?
Weather is probably a major factor when you plan your trip to Chestertown, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.
What is there to see and do in Chestertown?
Chestertown is known for its lake views and offers things to see and do without spending a fortune. You can budget for the local attractions that interest you most, and then fill your itinerary with activities that cost little or nothing at all. Enjoy the outdoors at Friends Lake and Loon Lake, or check out the area's cultural spots like Seagle Music Colony.
How can I get to Chestertown and get around on a budget?
Scoping out the transportation options in Chestertown is a smart way to keep your trip affordable. The closest airport is Glens Falls, NY (GFL-Floyd Bennett Memorial), situated 23.6 mi (38 km) away. Chestertown might not have very many public transportation choices so a car rental could be an economical alternative to see more of the area.