Photo by Julie Miller

Find Pet-friendly Hotels in Chestertown, NY from CA $238

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Top Chestertown Pet-friendly Hotels

Property grounds
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
10.0 out of 10, Exceptional, (20)
"A wonderful home base for a week of skiing at Gore"
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Fridge, microwave, oven, stovetop
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, (38)
"The place was amazing!!! So clean and had everything you need to stay away from home!!! Our do Oliver especially loved playing with Ruby and Pearl!!!"
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Property grounds
2-Story Home w/Pond Views, Gas Grill, Fire Pit, Washer/Dryer, and Partial A/C
10.0 out of 10, Exceptional, (5)
"Our group stayed here while on a ski trip to Gore Mountain. The home was very nice and our host was responsive and timely. We enjoyed this home as it felt cozy and suited all our needs. With a short drive to the mountain, this home is honestly a great value for anyone who wants a great stay without breaking the bank. We will be back!"
2-Story Home w/Pond Views, Gas Grill, Fire Pit, Washer/Dryer, and Partial A/C
Property grounds
Lakefront spacious contemporary. Large families welcome. Ski GORE nearby!
9.8 out of 10, Exceptional, (46)
"We recently stayed at the cottage and had a wonderful time. It has a very spacious kitchen and living room area for all to enjoy. There are so many DVDs and games to keep us entertained throughout the week. Patrick was an excellent host and very responsive."
Lakefront spacious contemporary. Large families welcome. Ski GORE nearby!
Exterior
Lakefront Adirondack Paradise on 40 private acres
9.8 out of 10, Exceptional, (41)
"My trip to Lake George was nothing short of magical, thanks to the hospitality of our host, Karen. Not only did she welcome my three dogs with open arms, but she also ensured that every aspect of our stay was exceptional. The location itself was breathtaking, nestled by a serene pond that provided the perfect backdrop for relaxation. What truly set this experience apart was Karen's attention to detail and genuine care for her guests. She went above and beyond by reaching out to us about the...
Lakefront Adirondack Paradise on 40 private acres
Property grounds
ADK Log Cabin with Trails and Lake
9.6 out of 10, Exceptional, (28)
"Wonderful stay at this extremely private cabin in the woods. Plenty of room and beds inside- would be great for a big family although it was also perfect for us as a couple with our dogs. The fireplace was lovely and the king size bed comfortable. Kitchen had everything we needed and was well equipped. The main bathroom has a large tub with a window next to it. Plenty of towels and comfortable linens. Entire cabin is decorated and smelled really pleasant. Host was very accommodating and quick to...
ADK Log Cabin with Trails and Lake
Property grounds
#2 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
9.6 out of 10, Exceptional, (11)
"Arrived around 5 on Saturday. Great location. Once I figured out how to open key holder, we moved in. We enjoyed our cabin, found the information folders helpful. We had a nice fire and enjoyed our stay. Our suggestions for improvement. The light in the main room was very bright. A dimmer light switch would have been appreciated. Would like to have had a reading light on both sides of the bed."
#2 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
9.4 out of 10, Exceptional, (13)
"Quiet and relaxing"
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
Property grounds
#5 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
9.4 out of 10, Exceptional, (6)
"Spectacular weekend AMAZING weather INCREDIBLE views our cabin was perfect and our host's we're so attentive, patient and so friendly. OH and best of all the Loon greeted us apon our arrival. Thank you Patrick and Margo we'll definately be back"
#5 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
Exterior
Pine Tree Motel & Cabins
2.0 star property
9.0 out of 10, Wonderful, (113)
"Cutest cabins, friendly owners, dog friendly ❤️ supporting small businesses definitely going back next year. "
The price is CA $238
CA $265 total
includes taxes & fees
May 27 - May 28
Pine Tree Motel & Cabins
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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.

Chestertown Pet-friendly Hotels information

 

Pet-friendly Hotels in Chestertown

33

Highest price
CA $238
Cheapest price
CA $238
Number of guest reviews
325
Total number of hotels in Chestertown
1,495

 

Frequently asked questions

What's the best pet-friendly hotel in Chestertown?
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing is a top lodge for people traveling with their pets, and offers an arcade/game room and in-room kitchens for its human guests. Pine Tree Motel & Cabins is another good choice for a stay with your pet.
How many hotels that accept pets will I be able to find in Chestertown?
Frolic with your furry friend at one of Expedia’s 5 Chestertown hotels that allow pets.
What's the best time of year to travel to Chestertown with my pet?
When you’re traveling with pets, keeping track of the weather can help you make the trip more safe and fun for everyone. 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 with your pet in Chestertown?
Known for its waterfront, Chestertown has lots to offer visitors. See the local sights and visit Loon Lake Beach and Friends Lake. While you’re there, make sure you don’t miss Loon Lake and Hudson River.

Recent Reviews in Chestertown
Expedia verified reviews

The Queensbury Hotel

The Queensbury Hotel

5/5 Excellent
"great location, excellent food, first-rate staff."
A verified traveller stayed at The Queensbury Hotel
Posted 2 days ago
The Queensbury Hotel