Title: Tripp Pond in Chestertown - Tours and Activities | Expedia.ca [Tripp Pond Hotels](https://expedia.ca/Tripp-Pond-Hotels.0-l553248635976197390-0.Travel-Guide-Filter-Hotels)[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)[Chestertown Vacation Packages](https://expedia.ca/Chestertown.d89045.Destination-Travel-Guides) # Tripp Pond Tours and Activities ## Visit Tripp Pond Activities [Chestertown travel guide](https://expedia.ca/Chestertown.dx89045) --- --- ### Popular places to visit ![Loon Lake](https://images.trvl-media.com/place/553248635976196050/b1196dfe-0b1b-43de-9b4b-94dcffab0606.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Loon-Lake-Lake-George.d553248635976196050.Vacation-Attraction) ![We got permission to return to Camp Pilgram and we went to Watch Rock to sit and watch the sunset.](https://images.trvl-media.com/place/6347839/1fe5b7f1-f49a-4b5e-af33-b7a12274da9a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Brant Lake Commune with nature and explore the great outdoors at Brant Lake during your travels in Brant Lake. [](https://expedia.ca/Brant-Lake-Brant-Lake.d876920137750700032.Vacation-Attraction) ![LakeGeorge_HearthstonePointCampground_553248621579082980_03](https://images.trvl-media.com/place/553248621579082980/830c10d6-58e5-4a43-a0c2-217faa7f3357.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Hearthstone Point Campground Enjoy the mountain views and explore Hearthstone Point Campground, a lovely green space in Lake George. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Hearthstone-Point-Campground-Lake-George.d553248621579082980.Vacation-Attraction) #### Friends Lake 4/5(1 review) 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. [](https://expedia.ca/Friends-Lake-Lake-George.d553248635976195601.Vacation-Attraction) #### 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. [](https://expedia.ca/Pack-Demonstration-Forest-Warrensburg.d553248621532665353.Vacation-Attraction) #### 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. [](https://expedia.ca/Loon-Lake-Beach-Chestertown.d553248621554184980.Vacation-Attraction) --- ## Best Lodging Options Near Tripp Pond ## Check availability on hotels close to Tripp Pond [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976197390&startDate=2026-02-13&endDate=2026-02-14)[Feb 13 - Feb 14](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976197390&startDate=2026-02-13&endDate=2026-02-14) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976197390&startDate=2026-02-14&endDate=2026-02-15)[Feb 14 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976197390&startDate=2026-02-14&endDate=2026-02-15) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976197390&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976197390&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) ![Secluded and Cozy Lakeside Townhome on Tripp Lake!](https://images.trvl-media.com/lodging/121000000/120760000/120755100/120755074/9cfd612d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Secluded and Cozy Lakeside Townhome on Tripp Lake! Chestertown NY [](https://expedia.ca/Chestertown-Hotels-Secluded-And-Cozy-Lakeside-Townhome-On-Tripp-Lake.h120755074.Hotel-Information) ![Welcome home!](https://images.trvl-media.com/lodging/70000000/69280000/69279000/69278996/337c4791_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Welcome home! Chestertown NY [](https://expedia.ca/Lake-George-Hotels-Looking-For-A-Stay-At-A-Unique-Property-With-The-Touches-Of-Home.h69278996.Hotel-Information) ![Secluded and Cozy Townhome at Tripp Lake](https://images.trvl-media.com/lodging/101000000/100430000/100429900/100429865/cd249787_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Secluded and Cozy Townhome at Tripp Lake Chestertown NY [](https://expedia.ca/Chestertown-Hotels-Secluded-And-Cozy-Townhome-Near-Tripp-Lake.h100429865.Hotel-Information) ![Rustic Adirondack Retreat on Tripp Lake](https://images.trvl-media.com/lodging/73000000/72070000/72063500/72063434/100bb95f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rustic Adirondack Retreat on Tripp Lake Chestertown NY [](https://expedia.ca/Chestertown-Hotels-Rustic-Adirondack-Retreat-On-Tripp-Lake.h72063434.Hotel-Information) ![Luxury Adirondack getaway with 4 private ensuites](https://images.trvl-media.com/lodging/68000000/67630000/67628200/67628116/88de84e4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury Adirondack getaway with 4 private ensuites Chestertown NY [](https://expedia.ca/Chestertown-Hotels-Luxury-Adirondack-Getaway-With-4-Private-Ensuites.h67628116.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?impolicy=resizecrop&rw=340&ch=150) ### Cozy retreat with fireplace, kayaks, and shared beach/pond access Warrensburg NY [](https://expedia.ca/Chestertown-Hotels-Cozy-Retreat-With-Fireplace.h87812299.Hotel-Information) ![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?impolicy=resizecrop&rw=340&ch=150) ### Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom Chestertown NY [](https://expedia.ca/Chestertown-Hotels-Cozy-3BR-35BA-Lodge-W-Lake-Beach-Access.h119689867.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?impolicy=resizecrop&rw=340&ch=150) ### Private child-friendly home with game room, high-speed WiFi, and wraparound deck Warrensburg NY [](https://expedia.ca/Lake-George-Hotels-Private-Family-Friendly-Home-W-Game-Room.h61581403.Hotel-Information) ![Large Cozy House in the Woods](https://images.trvl-media.com/lodging/59000000/58140000/58137200/58137180/w907h683x59y0-5500ecbb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Large Cozy House in the Woods Chestertown NY [](https://expedia.ca/Chestertown-Hotels-Large-Cozy-House-In-The-Woods.h58137180.Hotel-Information) [See all 866 properties in Tripp Pond](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635976197390) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_POI_Spring_PROMO_553248635976197390)