Chestertown offers - Accommodations - Explore the USA: unique stays, iconic cities and unforgettable trips

Chestertown

Eagles Nest at Loon Lake near Gore Mountain

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Chestertown USA Picture a journey across the USA where every stay opens a new chapter. Wake near Manhattan’s bright avenues, wander through San Francisco, relax on Florida beaches or explore the vast landscapes of Yosemite and the Grand Canyon. Choose a welcoming hotel, apartment or guesthouse close to the places you want to see. From mountain trails and peaceful lakes to legendary landmarks and lively neighborhoods, America offers many ways to travel. Find your ideal base and make every day a story worth remembering.

Offers count: 28

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Friends Lake Inn

Chestertown

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8.3/10

2026-10-16->2026-10-17

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Chestertown - 963 Friends Lake rd

Elegant AccommodationsFriends Lake Inn in Chestertown offers 5-star comfort with air-conditioning, private bathrooms, and modern amenities. Guests enjoy garden views, balconies, and terraces, complemented by free WiFi in public areas.Exceptional FacilitiesThe inn features a sauna, sun terrace, and outdoor fireplace. Additional amenities include a lounge, games room, and bicycle parking. Free toiletries, bathrobes, and a spa bath enhance the relaxing atmosphere.Dining ExperienceA family-friendly restaurant serves American and Italian cuisines with vegetarian, vegan, gluten-free, and dairy-free options. ...

Additional information about the offer USA - Chestertown - Friends Lake Inn, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.1883130

The Lodge at Loon Lake

Chestertown

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9.3/10

2026-10-16->2026-10-17

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Chestertown - 5381 State Route 8

Featuring a private beach area, The Lodge at Loon Lake is located in Chestertown. Free WiFi access is available.A TV and a balcony with lake views are included with each guest room.BBQ facilities are available for guests’ use at the Chestertown The Lodge at Loon Lake. The property has free parking.The property is 5 minutes’ drive off Interstate 87. Loon Lake Marina is 2.5 km away.The hotel day starts from hour 16:00 and ends at 11:00.Guests are required to show a photo identification and credit card upon check-in. Please note thatSpecial Requests are subject to availability and additional charges ...

Additional information about the offer USA - Chestertown - The Lodge at Loon Lake, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.1661027

4 Mi to Beach & Lake: Spacious Home in Chestertown

Chestertown

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10.0/10

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Chestertown - 189 Stock Farm Rd

Spacious Accommodation4 Mi to Beach & Lake: Spacious Home in Chestertown offers a spacious holiday home in Chestertown, United States. The property features four bedrooms and three bathrooms, ensuring ample space forguests.Modern AmenitiesGuests enjoy free WiFi, air-conditioning, and a fully equipped kitchen with a washing machine, dishwasher, and microwave. Additional amenities include a fireplace, barbecue, hairdryer, coffee machine, dining table, and free toiletries.Convenient LocationLocated 26 km from Fort William Henry and Lake George, the property is also close to attractions such as Deadwood ...

Additional information about the offer USA - Chestertown - 4 Mi to Beach & Lake: Spacious Home in Chestertown, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.1168776

Adirondack Oasis, 15 Mi to Lake George Village!

Chestertown

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10.0/10

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Chestertown - 105 Balsam Crest Rd

Spacious AccommodationAdirondack Oasis in Chestertown offers a spacious holiday home with three bedrooms and two bathrooms. The living room provides ample space for relaxation.Modern AmenitiesGuests enjoy free WiFi, air-conditioning, a washing machine, and a fully equipped kitchen. Additional amenities include a sauna, fireplace, and barbecue.Leisure FacilitiesThe property features a games room with a variety of games, ensuring entertainment forages.Local AttractionsLocated 24 km from Fort William Henry and Lake George, 32 km from Six Flags Great Escape And Splashwater Kingdom, and 105 km from ...

Additional information about the offer USA - Chestertown - Adirondack Oasis, 15 Mi to Lake George Village!, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.1207613

All-Season Family Retreat w Dock on Loon Lake!

Chestertown

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Chestertown - 13 Marina Rd

Comfortable AccommodationAll-Season Family Retreat w Dock on Loon Lake! in Chestertown offers three bedrooms and two bathrooms. The holiday home features a terrace, free WiFi, air-conditioning, and a fully equipped kitchen.Modern AmenitiesGuests enjoy a washing machine, patio, fireplace, barbecue, and lake views. Additional amenities include a dining table, outdoor dining area, refrigerator, microwave, dishwasher, TV, and free toiletries.Convenient LocationLocated 117 km from Albany International Airport, the property is near attractions such as Natural Stone Bridge & Caves (13 km) and Deadwood ...

Additional information about the offer USA - Chestertown - All-Season Family Retreat w Dock on Loon Lake!, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.1958259

Around the Mountains

Chestertown

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9.0/10

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Chestertown - 89 Mountain Path

Spacious AccommodationAround the Mountains in Chestertown offers a spacious holiday home with four bedrooms and three bathrooms. The property features mountain views and a private entrance.Modern AmenitiesThe home includes air-conditioning, a spa bath, washing machine, fully equipped kitchen, and a dining area. Additional amenities include a fireplace, barbecue, and outdoor fireplace.Local AttractionsGuests can enjoy skiing and cycling nearby. Points of interest include Fort William Henry and Lake George, both 40 km away, and Gore Mountain Garnet Mine at 16 km. Albany International Airport is 123 ...

Additional information about the offer USA - Chestertown - Around the Mountains, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.1250218

Basic Adirondack Camp

Chestertown

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9.0/10

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Chestertown

Comfortable AccommodationBasic Adirondack Camp in Chestertown offers a holiday home with three bedrooms and one bathroom. The ground-floor unit features a private entrance and stunning lake and mountain views.Modern AmenitiesThe property includes a fully equipped kitchen with a refrigerator, oven, stovetop, toaster, microwave, and coffee machine. Guests can enjoy a dining area, work desk, and free toiletries.Outdoor SpacesAn outdoor fireplace, seating area, and picnic area provide relaxing spaces. The outdoor dining area features furniture and a barbecue for alfresco meals.Local AttractionsNearby ...

Additional information about the offer USA - Chestertown - Basic Adirondack Camp, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.234891

Cozy Adirondack JEM Your Four Season Getaway

Chestertown

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Chestertown - 3 High Pines Terrace E

Spacious AccommodationCozy Adirondack JEM Your Four Season Getaway in Chestertown offers a spacious apartment with two bedrooms and two bathrooms. The living room features a sofa bed and a work desk, ensuring comfort and convenience.Modern AmenitiesGuests enjoy free WiFi, air-conditioning, and a fully equipped kitchen with a refrigerator, microwave, dishwasher, oven, and stovetop. Additional amenities include a balcony with garden views, a tea and coffee maker, and a bidet.Outdoor SpacesA beautiful garden provides a relaxing outdoor area, while free on-site private parking is available for guests ...

Additional information about the offer USA - Chestertown - Cozy Adirondack JEM Your Four Season Getaway, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.874334

Eagles Nest at Loon Lake near Gore Mountain

Chestertown

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10.0/10

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Chestertown - 7129 U.S. 9

Spacious Holiday Home in ChestertownEagles Nest at Loon Lake near Gore Mountain offers a spacious setting with seven bedrooms and four bathrooms. The property features a private entrance and a fully equipped kitchen with modern appliances.Outdoor Amenities and ComfortGuests can enjoy a garden and an outdoor seating area. The holiday home includes air-conditioning, a balcony, and a fireplace. Additional amenities include a washing machine, patio, and free WiFi in public areas.Nearby AttractionsLocated 11 km from Natural Stone Bridge & Caves and 38 km from Fort William Henry and Lake George, the ...

Additional information about the offer USA - Chestertown - Eagles Nest at Loon Lake near Gore Mountain, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.935246

Forest Lake Haven Close to Lake George and Gore Mountain

Chestertown

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Chestertown - 123 Forest Lake Road

Spacious AccommodationForest Lake Haven in Chestertown offers a spacious holiday home with five bedrooms and four bathrooms. The property includes a living room, family rooms, and a games room.Outdoor AmenitiesGuests can enjoy a sun terrace, garden, and outdoor fireplace. The property features an outdoor seating area, picnic area, and barbecue facilities. Free WiFi is available throughout the property.Convenient LocationLocated 101 km from Albany International Airport, the holiday home is close to attractions such as Fort William Henry and Lake George, both 21 km away. Other nearby points include ...

Additional information about the offer USA - Chestertown - Forest Lake Haven Close to Lake George and Gore Mountain, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.947895

Forest Lake Haven Guest House

Chestertown

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Chestertown - 123a Forest Lake Road

Comfortable AccommodationForest Lake Haven Guest House in Chestertown offers a recently renovated holiday home with two bedrooms and a bathroom. The property features a garden, terrace, and free WiFi, ensuring a pleasant stay.Outdoor AmenitiesGuests can enjoy an outdoor fireplace, seating area, and picnic spots. The terrace provides a perfect spot for relaxation, while the garden offers scenic views.Convenient FacilitiesThe holiday home includes a fully equipped kitchen, washing machine, and free on-site private parking. Additional amenities include a dining area, TV, and parquet floors.Local AttractionsLocated ...

Additional information about the offer USA - Chestertown - Forest Lake Haven Guest House, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.875115

Forest Lake Haven Main House

Chestertown

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Chestertown - 123 Forest Lake Rd

Spacious AccommodationForest Lake Haven Main House in Chestertown offers three bedrooms and three bathrooms. The holiday home features a garden, terrace, and free WiFi.Outdoor AmenitiesGuests can enjoy an outdoor fireplace, indoor play area, outdoor seating, and picnic area. The property includes free on-site private parking.Comfortable LivingThe home offers air-conditioning, a fully equipped kitchen, washing machine, and family rooms. Additional amenities include a dining area, sofa bed, and parquet floors.Local AttractionsLocated 101 km from Albany International Airport, the property is near ...

Additional information about the offer USA - Chestertown - Forest Lake Haven Main House, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.1121190

Hideaway Chalet

Chestertown

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10.0/10

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Chestertown

Spacious AccommodationHideaway Chalet in Chestertown offers a spacious holiday home with three bedrooms and two bathrooms. The property features a fully equipped kitchen, dining area, and comfortable living spaces.Amenities and FacilitiesGuests can enjoy an outdoor seating area, picnic area, and games room. The chalet includes air-conditioning, a terrace, balcony, washing machine, and a cosy fireplace. Additional amenities include a barbecue, tea and coffee maker, and a work desk.Local AttractionsLocated 24 km from Fort William Henry and Lake George, the property is also close to Six Flags Great ...

Additional information about the offer USA - Chestertown - Hideaway Chalet, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.257753

Hudson Riverside Cottage

Chestertown

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Chestertown - 47 East Hudson River Dr

Comfortable AccommodationHudson Riverside Cottage in Chestertown offers two bedrooms and a bathroom. The property features a fully equipped kitchen, dining area, and a cosy sofa. Guests can enjoy river views from the outdoor seating and picnic areas.Convenient FacilitiesThe holiday home includes a restaurant, barbecue, and a work desk. Additional amenities include a kitchenette, tea and coffee maker, and free toiletries. The private entrance ensures privacy and comfort.Local AttractionsNearby, and cycling are available nearby. Points of interest include Natural Stone Bridge & Caves (16 km), Seagle ...

Additional information about the offer USA - Chestertown - Hudson Riverside Cottage, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.271991

Lakefront Townhome Chestertown "Lakeside Escape"

Chestertown

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Chestertown - 16 Evergreen Way

Spacious AccommodationLakefront Townhome Chestertown "Lakeside Escape" in Chestertown offers a spacious holiday home with three bedrooms and two bathrooms. Guests enjoy a terrace and a patio, perfect for relaxation.Modern AmenitiesThe property features a fully equipped kitchen with a refrigerator, microwave, dishwasher, oven, stovetop, toaster, and electric kettle. Additional amenities include a washing machine, barbecue, tea and coffee maker, and free toiletries.Convenient LocationLocated 23 km from Fort William Henry and Lake George, 24 km from Million Dollar Beach, and 31 km from Six Flags Great ...

Additional information about the offer USA - Chestertown - Lakefront Townhome Chestertown "Lakeside Escape", opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.1657319

Lily Pad North at Loon Lake near Gore Mountain

Chestertown

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9.5/10

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Chestertown - North 7131 U.S. 9

Spacious AccommodationLily Pad North at Loon Lake near Gore Mountain in Chestertown offers a spacious apartment with two bedrooms and one bathroom. The property includes a fully equipped kitchen, air-conditioning, and a private entrance.Modern AmenitiesGuests enjoy free WiFi in public areas, a washing machine, and a barbecue. Additional amenities include a TV, microwave, and free toiletries. The apartment features a garden and a private balcony for relaxation.Local AttractionsLocated 11 km from Natural Stone Bridge & Caves and 38 km from Fort William Henry and Lake George, the property provides ...

Additional information about the offer USA - Chestertown - Lily Pad North at Loon Lake near Gore Mountain, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.1234326

Lily Pad South at Loon Lake near Gore Mountain

Chestertown

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9.0/10

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Chestertown - South U.S. 9

Spacious AccommodationLily Pad South at Loon Lake near Gore Mountain in Chestertown offers a spacious apartment with two bedrooms and one bathroom. The property includes a fully equipped kitchen, air-conditioning, and a private entrance.Modern AmenitiesGuests enjoy free WiFi in public areas, a washing machine, and a barbecue. Additional amenities include a TV, microwave, and free toiletries. The apartment features a garden and a private balcony for relaxation.Local AttractionsNearby attractions include Natural Stone Bridge & Caves (11 km), Seagle Music Colony (20 km), and Gore Mountain Garnet Mine ...

Additional information about the offer USA - Chestertown - Lily Pad South at Loon Lake near Gore Mountain, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.2106651

Pine Tree Cove on Friends Lake

Chestertown

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Chestertown - 948 Friends Lake Road

Spacious AccommodationPine Tree Cove on Friends Lake in Chestertown offers a spacious holiday home with four bedrooms and four bathrooms. The property includes a living room and family rooms, ensuring comfort forguests.Modern AmenitiesGuests enjoy free WiFi, air-conditioning, a balcony with lake views, and a fully equipped kitchen. Additional amenities include a washing machine, fireplace, TV, and free on-site private parking.Local AttractionsLocated 31 km from Fort William Henry and Lake George, the property is also close to Natural Stone Bridge & Caves (17 km) and Highliner Charter Fishing (30 ...

Additional information about the offer USA - Chestertown - Pine Tree Cove on Friends Lake, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.2007063

Pines Way Camp

Chestertown

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9.2/10

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Chestertown

Spacious Holiday Home in ChestertownPines Way Camp offers a spacious holiday home in Chestertown, United States. The property features four bedrooms and two bathrooms, ensuring ample space forguests.Comfortable Living SpacesGuests enjoy a fully equipped kitchen, washing machine, and a cosy living area with a sofa and TV. The dining area and work desk provide additional comfort and convenience.Outdoor AmenitiesThe property includes an outdoor fireplace, seating area, and picnic area. Outdoor furniture and a barbecue enhance the relaxing atmosphere, perfect for unwinding after a day of activities.Local ...

Additional information about the offer USA - Chestertown - Pines Way Camp, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.235621

Private Contemporary

Chestertown

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Chestertown

Beachfront and DiningPrivate Contemporary in Chestertown offers direct beachfront access and a restaurant. Guests can relax on the terrace or balcony with stunning lake and mountain views.Spacious AccommodationThe holiday home features four bedrooms and two bathrooms, ensuring ample space forvisitors. Amenities include a fully equipped kitchen, washing machine, and free toiletries.Outdoor SpacesAn outdoor fireplace, seating area, and picnic spot provide ideal settings for leisure. Additional facilities include a barbecue and outdoor dining area.Activities and AttractionsGuests can enjoy skiing, ...

Additional information about the offer USA - Chestertown - Private Contemporary, opinions of holidaymakers as well as available dates can be found on the website our partner.

BG.1573366