Title: The 10 Best Hotels Near Tripp Pond, Chestertown from CA $103 | Expedia.ca [Vacation Rentals in Chestertown](https://expedia.ca/Chestertown-Vacation-Rentals.d89045.Travel-Guide-VacationRentals)[Flights to Chestertown](https://expedia.ca/Cheap-Flights-To-Chestertown.d89045.Travel-Guide-Flights)[Tripp Pond Car Rentals](https://expedia.ca/Car-Rentals-In-Tripp-Pond.d553248635976197390.Car-Rental-Guide)[Tripp Pond Vacations](https://expedia.ca/Tripp-Pond-Chestertown.d553248635976197390.Vacation-Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels near Tripp Pond, Chestertown from CA $103 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976197390&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976197390&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976197390&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976197390&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Tripp Pond hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/a069ae03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/f450d89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Double Bed, Accessible, Non Smoking (Bathtub) | BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/480bcdc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/ac07d29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Lake George/Warrensburg Area [](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information) 12.6 km from Tripp Pond 8.6/10 Excellent (1000) "Great staff. Great value." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darkhan CA $98 CA $109 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information) ![Room, Multiple Beds, Lake View (Balcony)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/e9dffaf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/6dc91933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Lake View (Balcony)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/db6cb3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Lake George [](https://www.expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information) 20 km from Tripp Pond 9.2/10 Wonderful (1000) "Loved my stay, the room was comfy and nice and clean, plenty to do right in the hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie CA $160 CA $178 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information) ![Premium Room](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/c5361517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room | Private kitchen](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/1ecb8cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/8fc3ec9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Bedroom](https://images.trvl-media.com/lodging/6000000/5180000/5179400/5179323/0a92b8c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alpine Lodge [](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information) 19.2 km from Tripp Pond 9.0/10 Wonderful (657) "As described, clean, good location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julianne CA $187 CA $223 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/29d03cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking (Pet Friendly)](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/c4ea23c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/4f4a927f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/8000000/7520000/7510500/7510444/efe49124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Creek Lodge at Gore Mountain [](https://www.expedia.ca/Lake-George-Hotels-Black-Mountain-Lodge.h7510444.Hotel-Information) 16.6 km from Tripp Pond 8.0/10 Very good (402) "Mattresses were incredibly comfortable, room felt clean. Only thing we did not like was that there was not a deadbolt on the door. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $167 CA $185 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lake-George-Hotels-Black-Mountain-Lodge.h7510444.Hotel-Information) ![Lunch, dinner served; German cuisine, garden views ](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/5482b498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden views, open select days](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/b6cfd5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds | View from room](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/a9ce9a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/9000000/8380000/8378700/8378633/83552bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gore Mountain Lodge [](https://www.expedia.ca/Lake-George-Hotels-Gore-Mountain-Lodge.h8378633.Hotel-Information) 18.6 km from Tripp Pond 9.2/10 Wonderful (211) "hi, everything was great, would go back again, great location!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david [](https://www.expedia.ca/Lake-George-Hotels-Gore-Mountain-Lodge.h8378633.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/15000000/14920000/14916400/14916373/df4e967c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms](https://images.trvl-media.com/lodging/15000000/14920000/14916400/14916373/63a3c608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms](https://images.trvl-media.com/lodging/15000000/14920000/14916400/14916373/7fdcec01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/15000000/14920000/14916400/14916373/e63f48ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Castle Resort [](https://www.expedia.ca/Lake-George-Hotels-Sun-Castle-Resort.h14916373.Hotel-Information) 18.3 km from Tripp Pond 9.0/10 Wonderful (62) "Lovely property the lake is calming and beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) patricia CA $329 CA $469 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lake-George-Hotels-Sun-Castle-Resort.h14916373.Hotel-Information) ![House, 3 Bedrooms, Kitchen | Balcony](https://images.trvl-media.com/lodging/10000000/9730000/9729000/9728953/f4285f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9730000/9729000/9728953/91736301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/10000000/9730000/9729000/9728953/9be4f025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9730000/9729000/9728953/c6ee721e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pinebrook Motel [](https://www.expedia.ca/Lake-George-Hotels-Pinebrook-Motel.h9728953.Hotel-Information) 19.5 km from Tripp Pond 7.4/10 Good (186) "Everything was great, we had a lovely stay and will definitely be back soon!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $93 CA $103 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Lake-George-Hotels-Pinebrook-Motel.h9728953.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/20000000/19300000/19294100/19294012/b9bd3874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio](https://images.trvl-media.com/lodging/20000000/19300000/19294100/19294012/4201dff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/20000000/19300000/19294100/19294012/b45bc5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio | Private kitchen](https://images.trvl-media.com/lodging/20000000/19300000/19294100/19294012/e3a85dab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Haven Motel [](https://www.expedia.ca/Lake-George-Hotels-Lake-Haven-Motel.h19294012.Hotel-Information) 19.6 km from Tripp Pond 7.4/10 Good (110) "For the price this place is totally great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amelia [](https://www.expedia.ca/Lake-George-Hotels-Lake-Haven-Motel.h19294012.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1240000/1235000/1234914/cff9fbf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1240000/1235000/1234914/dda35b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1240000/1235000/1234914/28001096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Condo, 1 Bedroom, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/2000000/1240000/1235000/1234914/1387c887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sundowner on Lake George [](https://www.expedia.ca/Lake-George-Hotels-Sundowner-On-Lake-George.h1234914.Hotel-Information) 19.7 km from Tripp Pond 7.6/10 Good (245) "Pool was closed (off season)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John [](https://www.expedia.ca/Lake-George-Hotels-Sundowner-On-Lake-George.h1234914.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26®ionId=553248635976197390&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Tripp Pond Hotel Reviews ![Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom](https://images.trvl-media.com/lodging/120000000/119690000/119689900/119689867/45ba61c8_y.jpg) ### Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom 10/10 Excellent "The host was amazing and always reachable. " [](https://expedia.ca/Chestertown-Hotels-Cozy-3BR-35BA-Lodge-W-Lake-Beach-Access.h119689867.Hotel-Information) ![The Fern Lodge](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/f2181584_y.jpg) ### The Fern Lodge 10/10 Excellent "Absolutely beautiful " [](https://expedia.ca/Lake-George-Hotels-The-Fern-Lodge.h1538972.Hotel-Information) ![Private child-friendly home with game room, high-speed WiFi, and wraparound deck](https://images.trvl-media.com/lodging/62000000/61590000/61581500/61581403/4bec5a9e_y.jpg) ### Private child-friendly home with game room, high-speed WiFi, and wraparound deck 10/10 Excellent "What a wonderful stay! My husband and I stayed the weekend for The World's Largest Garage Sale (definitely a fun event).As soon as we walked in, the house had a cozy feel....exactly like the posted photos.I based my decision to book this house on all the previous reviews stating how clean everything was....and they were all correct!It's a great house with a very welcoming feel." [](https://expedia.ca/Lake-George-Hotels-Private-Family-Friendly-Home-W-Game-Room.h61581403.Hotel-Information) ![Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George](https://images.trvl-media.com/lodging/77000000/76330000/76320400/76320395/c6d64672_y.jpg) ### Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George 10/10 Excellent "The pictures do not do this property justice. We had a fantastic time. " [](https://expedia.ca/Chestertown-Hotels-Unique-Adirondack-Estate-On-Hudson-River-Near-Gore-Mountain-Lake-George.h76320395.Hotel-Information) ![Cozy retreat with fireplace, kayaks, and shared beach/pond access](https://images.trvl-media.com/lodging/88000000/87820000/87812300/87812299/ca3f8792_y.jpg) ### Cozy retreat with fireplace, kayaks, and shared beach/pond access 10/10 Excellent "The apartment is super cozy and clean, it's right on a private lake, which is beautiful" [](https://expedia.ca/Chestertown-Hotels-Cozy-Retreat-With-Fireplace.h87812299.Hotel-Information) ![Welcome home!](https://images.trvl-media.com/lodging/70000000/69280000/69279000/69278996/337c4791_y.jpg) ### Welcome home! 10/10 Excellent "This is a beautiful, cozy gem in the Adirondacks! The property was just as good as it was described and showed in pictures. It was extremely clean and decorated so nicely. If I could give this more stars, I would. Kate was amazing to deal with and very prompt in responding. Our family HIGHLY recommends this sweet place!" [](https://expedia.ca/Lake-George-Hotels-Looking-For-A-Stay-At-A-Unique-Property-With-The-Touches-Of-Home.h69278996.Hotel-Information) ![40 acre-Lakefront ADK home](https://images.trvl-media.com/lodging/46000000/45570000/45566800/45566719/ed81c2b3_y.jpg) ### 40 acre-Lakefront ADK home 10/10 Excellent "This lovely home was so welcoming and accommodated every need from bathrooms, to bedrooms, to the kitchen. We love the privacy and seclusion. The view was spectacular, we enjoyed the lake being so close and we felt like we had it all to ourselves. The use of the kayaks was a big plus! Everything was very comfortable and cozy and there are so many places to relax and enjoy the view and each other's company...inside and on porches and decks! Main floor bathroom was so spacious...we loved it. We would love to return to this perfect getaway spot!" [](https://expedia.ca/Chestertown-Hotels-Adirondack-ParadiseKelm-Pond40-Acres.h45566719.Hotel-Information) ![Peaceful Lakeside Retreat with Private Beach](https://images.trvl-media.com/lodging/78000000/77980000/77976200/77976155/d0f262aa_y.jpg) ### Peaceful Lakeside Retreat with Private Beach 10/10 Excellent "This is our third year in a row staying here. We absolutely love it. It's clean & peaceful. Enjoyed playing basketball and volleyball with my daughter. Always a great stay!" [](https://expedia.ca/Chestertown-Hotels-Peaceful-Lakeside-Retreat-With-Private-Beach.h77976155.Hotel-Information) ![Charming riverfront house near Bolton Landing and Gore Mountain with AC](https://images.trvl-media.com/lodging/111000000/110990000/110983400/110983313/7db5e50a_y.jpg) ### Charming riverfront house near Bolton Landing and Gore Mountain with AC 10/10 Excellent "Loved staying at the house everything was perfect. Kitchen was wonderful, bathrooms, bedrooms were great for the 4 of us. Loved that there was all the things we needed to make s’mores. Sat by the fire quite a bit. We especially enjoyed the river and the deck behind the house. Saw a bald eagle fly right by and lots of bluebirds playing in the yard. Perfect location to get everything we wanted to do and see. Had a much needed vacation. " [](https://expedia.ca/Warrensburg-Hotels-Charming-Riverfront-House-Near-Bolton-Landing-And-Gore-Mountain-With-AC.h110983313.Hotel-Information) ## Hotels near other Tripp Pond attractions ### Loon Lake Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976196050) ### Friends Lake Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976195601) ### Pack Demonstration Forest Enjoy the mountain views and explore Pack Demonstration Forest, a lovely green space in Warrensburg. Wander the lakeside in this quaint area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665353) ### Loon Lake Beach If a restful vacation is part of your travel plans, Loon Lake Beach might be the perfect place to seek out during your trip to Chestertown. While you're in the area, stroll along the lakeside. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621554184980) ### The Sagamore Golf Club Enjoy a round of golf in Bolton Landing at The Sagamore Golf Club. While you're in the area, stroll along the lakeside. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=828201277410185216) ### Warren County Nature Trails You can take time to visit Warren County Nature Trails during your travels to Warrensburg. Wander the lakeside or discover the mountain views in this quaint area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665352) ### Up Yonda Farm Environmental Education Center You can spend an afternoon studying the exhibits at Up Yonda Farm Environmental Education Center in Bolton Landing. Stroll along the beautiful beaches or discover the mountain views in this quaint area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665355) ### The Sembrich You can spend time browsing the exhibits at The Sembrich during your travels in Bolton Landing. Wander the lakeside and beautiful beaches in this quaint area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326096) ## Frequently asked questions ### What's the area like around Tripp Pond? ### What's the best hotel to stay near Tripp Pond? ### How many hotels can I expect to find near Tripp Pond? ### If I need to cancel the hotel reservation for my stay near Tripp Pond, will I receive a refund? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Adirondack Hotels ](https://www.expedia.ca/Adirondack-Hotels.d6349269.Travel-Guide-Hotels) - [Hotels near Adirondack Winery ](https://www.expedia.ca/Adirondack-Winery-Hotels.0-l6217555-0.Travel-Guide-Filter-Hotels) - [Athol Hotels ](https://www.expedia.ca/Athol-Hotels.d553248635935224936.Travel-Guide-Hotels) - [Bakers Mills Hotels ](https://www.expedia.ca/Bakers-Mills-Hotels.d3000447988.Travel-Guide-Hotels) - [Farmstay in Bolton Landing ](https://www.expedia.ca/Bolton-Landing-Agritourism.d55597-aaAgritourism.Travel-Guide-Accommodation) - 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