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Great Oak Manor

Great Oak Manor welcomes two pets of any size for an additional fee of $25 per pet, per night. However, pets are only permitted in three rooms. Guests with pets must call (877) 411-3436 prior to booking to verify availability of a pet-friendly room or risk not being able to check in with a pet and/or incurring any associated cancellation penalties. Both dogs and cats are allowed, but pets may not be left unattended in the rooms. Pet treats, beds, bowls, blankets, and toys are available at the front desk, and there is a grassy area with a waste station for pet relief on the property. Cats must be crated at all times on property.
Or, browse all pet friendly bed & breakfasts in Chestertown if you’re still looking.

Room Types
Please Select a Room

    • 1 king bed
    • Up to 2 people
    • Pet fee additional
    • 2 twin beds
    • Up to 2 people
    • Pet fee additional
    • 1 king bed
    • Up to 2 people
    • Pet fee additional
    • 1 king bed
    • Up to 2 people
    • Pet fee additional
    • 1 king bed
    • Up to 2 people
    • Pet fee additional
    • 1 king bed
    • Up to 2 people
    • Pet fee additional
    • 1 king bed
    • Up to 2 people
    • Pet fee additional
    • 1 king bed
    • Up to 2 people
    • Pet fee additional
    • 1 king bed
    • Up to 2 people
    • Pet fee additional
    • 1 king bed
    • Up to 2 people
    • Pet fee additional
    • 1 king bed and 1 queen sofa bed
    • Up to 4 people
    • Pet fee additional
    • 1 king bed
    • Up to 3 people
    • Pet fee additional
    • 1 king bed and 1 queen sofa bed
    • Up to 4 people
    • Pet fee additional
    • 1 king bed, 1 queen bed and 1 queen sofa bed
    • Up to 4 people
    • Pet fee additional
OUR GUARANTEE: Book a room now! Our canine concierge will make sure you’re assigned a pet-friendly room, so there aren’t any surprises at check-in.

Description

With a stay at Great Oak Manor in Chestertown, you'll be next to a golf course and within the region of Washington College. Make yourself at home in one of the 12 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include safes and desks, and housekeeping is provided daily. Relax on the private beach or enjoy other recreational amenities such as a fitness center and bicycles to rent. This bed & breakfast also features complimentary wireless Internet access, concierge services, and a picnic area. A complimentary full breakfast is served daily. Featured amenities include luggage storage, laundry facilities, and a library. Free self parking is available onsite.

Health & Safety

Safe Stay: Great Oak Manor has enhanced cleaning and safety measures in place. Hand sanitizer is provided to guests, and rooms are disinfected between each stay. Hotel staff are required to wear masks.

Amenities

  • Television
  • Pet Friendly
  • Fitness Center
  • Internet Available
  • Free WiFi
  • Meeting Rooms
  • Air Conditioning
  • Breakfast Available
  • Free Breakfast
  • Parking Available
  • Free Parking
  • Wheelchair Accessible
  • Laundry Room
  • Non-Smoking Property
  • Outdoor Grills
  • Picnic Tables

Reviews

BringFido Guest Rating
TripAdvisor Traveler Rating

Great Oak Manor has received a rating of 5.0 out of 5 bones by 1 canine critic on BringFido and 5.0 out of 5 in 445 guests on TripAdvisor.

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Book with Confidence

  • This hotel’s pet policy has been confirmed by our editors and your reservations will be backed by our no-hassle .
  • Our Canine Concierge will make sure you’re assigned to a pet friendly room, so there won’t be any unpleasant surprises at check-in.
  • And you’re getting a great low rate too! We never charge a booking fee on top of the special negotiated nightly rate.
Great Oak Manor