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Guest Houses in Chestertown

Enjoy your stay and find the best Guest Houses in Chestertown at affordable prices

Searching for a guesthouse in Chestertown (Florida)? Easily browse and compare a diverse range of guest houses in Chestertown to unearth the perfect cozy retreat for your getaway, starting from $11.7 per night.

Guest-houses in Chestertown and region (40 miles)

Friends Lake Inn

Inn in Chestertown, Florida , 963 Friends Lake rd
Offering two on-site restaurants, Friends Lake Inn is located in the Adirondacks in Chestertown and New York.
  • Parking
  • Restaurant
  • Bar
  • Sauna
  • Kid meals

Fabulous 67 Reviews 8.8

from $271.02 Show details »

North Creek Lodge at Gore Mountain

Motel in North Creek near Chestertown, Florida , 2999 State Route 8
Located in North Creek, 40 km from Fort William Henry, North Creek Lodge at Gore Mountain provides accommodation with a restaurant, free private parki...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Family rooms

Good 187 Reviews 7.9

from $114.84 Show details »

The Alpine Lodge

Motel in North Creek near Chestertown, Florida , 264 Main Street
Offering a complimentary continental breakfast, The Alpine Lodge is located in North Creek.
  • Parking
  • Family rooms
  • Electric vehicle charging station

Fabulous 245 Reviews 9.0

from $189.09 Show details »

Lake George Boathouse Waterfront Lodging

Inn in Bolton Landing near Chestertown, Florida , 44 Sagamore Road
Situated in Bolton Landing in the New York State Region, 16 km from Lake George, Lake George Boathouse Waterfront Lodging boasts a sun terrace and vie...
  • Parking
  • Allergy-free room

Exceptional 4 Reviews 9.8

from $410.00 Show details »

The Bond 1786 Inn

Inn in Warrensburg near Chestertown, Florida , 3 Hudson Street
Featuring scenic gardens, The Bond Inn is located in Warrensburg.
  • Parking
  • Restaurant

Fabulous 67 Reviews 8.9

from $118.08 Show details »

Olympian Resort Motel

Motel in Diamond Point near Chestertown, Florida , 3716 Lake Shore Drive PO B
Set in Diamond Point, within 7.7 km of Fort William Henry and 17 km of Six Flags Great Escape and Splashwater Kingdom, Olympian Resort Motel offers ac...
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Good 209 Reviews 7.9

from $247.32 Show details »

Blue Lagoon Resort

Inn in Lake George near Chestertown, Florida , 3670 Lake Shore Drive
Set in Lake George, within 7.3 km of Fort William Henry and 16 km of Six Flags Great Escape and Splashwater Kingdom, Blue Lagoon Resort offers accommo...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 98 Reviews 8.7

from $281.00 Show details »

Adirondack Diamond Point Lodge

Motel in Lake George near Chestertown, Florida , 3629 Lake Shore Drive
NEW OWNERS 2021 SEASON!
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' club
  • Kids' outdoor play equipment

Very good 102 Reviews 8.4

from $140.76 Show details »

Amber Lantern Motel

Motel in Lake George near Chestertown, Florida , 3601 Lake Shore Drive
Featuring free Wi-Fi and a seasonal outdoor pool, this Lake George motel offers rooms with a TV.
  • Parking
  • Swimming pool
  • Swimming Pool

Very good 52 Reviews 8.3

from $125.00 Show details »

Rowe's Adirondack Cabins of Schroon Lake

Motel in Schroon Lake near Chestertown, Florida , 1328 U.S.RT 9
Located in Schroon Lake, 2.3 km from Schroon Lake Beach, Rowes Adirondack Cabins of Schroon Lake provides accommodation with a garden, free private pa...
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Superb 25 Reviews 9.4

from $11.70 Show details »

The Meadows

Motel in Lake George near Chestertown, Florida , 3142 Lake Shore Drive
Situated in Lake George, 2.9 km from Shepards Park Beach, The Meadows features accommodation with a garden, free private parking and a terrace.
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Exceptional 75 Reviews 9.6

from $192.86 Show details »

Trekker, Treehouses cabins and lodge roo...

Motel in Lake George near Chestertown, Florida , 3109 Lake Shore Drive
Set in Lake George in the New York State Region, 2.6 km from Lake George, Trekker!
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Good 124 Reviews 8.0

from $294.61 Show details »

Hillside Motel

Motel in Lake George near Chestertown, Florida , 2748 STATE ROUTE 9 Main House
Set in Lake George, Hillside Motel has a seasonal outdoor swimming pool, BBQ facilities and garden.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 416 Reviews 8.0

from $80.67 Show details »

Fran Cove Motel

Motel in Lake George near Chestertown, Florida , 2747 U.S. Route 9
This Lake George motel offers free Wi-Fi, a children’s playground, and rooms that feature a refrigerator.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 295 Reviews 7.5

from $81.62 Show details »

Green Acre Motel

Motel in Lake George near Chestertown, Florida , 2724 U.S. 9
Set in Lake George, 1.8 km from Fort William Henry, Green Acre Motel offers a seasonal outdoor swimming pool and rooms with free WiFi access.
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Fabulous 146 Reviews 8.8

from $139.00 Show details »

Brookside Motel & Cabins

Motel in Lake George near Chestertown, Florida , 504 Canada Street
Set in Lake George, 1.6 km from Shepards Park Beach, Brookside Motel & Cabins offers accommodation with a seasonal outdoor swimming pool, free private...
  • Parking
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool
  • Swimming Pool

Good 293 Reviews 8.0

from $109.00 Show details »

Barberry Court Motel &Cabins

Motel in Lake George near Chestertown, Florida , 507 Canada Street
Set in Lake George, 1.5 km from Shepards Park Beach, Barberry Court Motel &Cabins offers accommodation with a seasonal outdoor swimming pool, free pri...
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Pleasant 442 Reviews 6.9

from $84.33 Show details »

Lakefront Terrace Resort

Motel in Lake George near Chestertown, Florida , 2998 Lake Shore Drive
Lakefront Terrace Resort offers accommodation along the shores of Lake George.
  • Parking
  • Restaurant
  • Bar
  • Outdoor pool
  • Kids' outdoor play equipment

Good 889 Reviews 7.8

from $239.40 Show details »

Blue Moon Motel

Motel in Lake George near Chestertown, Florida , 495 Canada Street
This motel is located 5 minutes’ drive from Lake George Beach State Park and 2 minutes’ drive from Lake George village.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 564 Reviews 9.1

from $125.00 Show details »

Pinebrook Motel

Motel in Lake George near Chestertown, Florida , 2905 Lakeshore Drive
Overlooking Lake George, this conveniently located motel is a 10-minute walk from Adirondack Winery.
  • Parking
  • Family rooms
  • Swimming pool
  • Swimming Pool

Good 112 Reviews 7.0

from $106.92 Show details »

Nordick's Inn

Motel in Lake George near Chestertown, Florida , 2895 Lakeshore Drive
Close to Lake George Beach State Park, this Lake George motel offers free Wi-Fi and rooms equipped with cable TV and a refrigerator.
  • Parking
  • Restaurant
  • Bar
  • Outdoor pool
  • Swimming pool

Very good 203 Reviews 8.3

from $188.28 Show details »

The Lake George Inn

Motel in Lake George near Chestertown, Florida , 444 Canada Street
Located in the heart of Lake George village and close to Lake George, this hotel features free Wi-Fi and comfortable rooms equipped with a refrigerato...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 354 Reviews 7.8

from $143.62 Show details »

Lake Haven Motel

Motel in Lake George near Chestertown, Florida , 442 Canada Street
Featuring an outdoor swimming pool and BBQ facilities, Lake Haven Motel offers free WiFi and 24-hour front desk assistance in Lake George.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 68 Reviews 6.2

from $116.10 Show details »

Motel Montreal

Motel in Lake George near Chestertown, Florida , 3 Lake Avenue
Located less than 4 minutes walk from Lake George and Village of Lake George, this New York motel boasts free Wi-Fi and an outdoor pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 224 Reviews 7.2

from $115.13 Show details »

Americas Best Value Inn & Suites Lake Ge...

Motel in Lake George near Chestertown, Florida , 435 Canada Street
Located in the heart of Lake George Village and just off Interstate 87, this hotel offers rooms with free Wi-Fi and a cable TV.
  • Parking
  • Indoor pool
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Fabulous 434 Reviews 8.6

from $199.00 Show details »

Number of Guest Houses in Chestertown 48
Number of guest ratings 96
Average price per night $201.17
Lowest price per night $11.70
Highest price per night $938.10

Most popular Guest-houses in Chestertown

The most popular Guest-houses in Chestertown based on average guest rating (Top 10).

Cheapest Guest-houses in Chestertown

The cheapest Guest-houses in Chestertown based on room rate per night (Top 10).

Most booked Guest-houses in Chestertown

The most booked Guest-houses in Chestertown based on popularity with guests (Top 10).

Guest-houses in Chestertown (Florida), small and cozy

Guest-houses are small, cozy accommodations that offer a more personal and authentic experience than larger hotels. Often family-owned and operated, guest-houses provide a home-away-from-home atmosphere for travelers seeking a warm and welcoming environment. Typically located in residential areas or rural settings, guest-houses offer a peaceful and relaxing escape from the hustle and bustle of the city. With a focus on personalized service and attention to detail, guests can expect comfortable rooms, authentic food, and insider tips on local attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, guest-houses in Chestertown offer a unique and memorable way to experience a new destination.

Find the best guest-house in Chestertown for your needs

When looking for the best guest-house for your next stay in Chestertown, there are a few key factors to consider. First and foremost, location is important - choose a guest-house that is conveniently located to the attractions and activities that you want to experience. Next, read reviews from previous guests to get a sense of the guest-house's quality, cleanliness, and hospitality. Look for guest-houses that have consistently positive reviews and a high rating. Additionally, consider the amenities offered, such as free Wi-Fi, breakfast, and on-site parking. Finally, don't forget to consider the price - guest-houses can vary widely in price, so be sure to choose one that fits within your budget. With these factors in mind, you can find the best guest-house in Chestertown for your next vacation and enjoy a memorable and comfortable stay.


Accommodation data and pictures provided by Booking.com