Great Oak Manor

Property class: 3.5

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Free full breakfast, an adjacent golf course and a terrace are just a few of the amenities provided at Great Oak Manor. With a private beach, kayaking and rowing, this bed & breakfast is the perfect place to soak up some sun. Free in-room WiFi is available to all guests, along with a garden and a library.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • On private beach
  • Breakfast included
  • Spa
  • Parking included
  • Free Wi-Fi
  • Restaurant

About the area

Located in Chestertown, Great Oak Manor is next to a golf course and on a private beach. Garfield Center for the Arts at the Prince Theater and Historical Society of Kent County Maryland are cultural highlights, and some of the area's attractions include Larrabee Arts Center and Schooner Sultana. Visit our Chestertown travel guide
View more B&B in Chestertown
Map
10568 Cliff Rd, Chestertown, MD, 21620

What's nearby

  • A field of soybeans with a barn and silos in the background.
    Washington College
    19 min drive - 18.0 km
  • River Arts Chestertown
    20 min drive - 19.4 km
  • Chestertown Historic District
    20 min drive - 19.7 km
  • Historical Society of Kent County Maryland
    20 min drive - 19.7 km
  • Wilmer Park
    20 min drive - 19.7 km

Getting around

  • Baltimore Washington International Airport (BWI)
    120 min drive

Restaurants

  • Jellyfish Joel's
    16 min walk
  • Mangroves Restaurant
    16 min walk
  • Unruh's Carryout
    19 min drive
  • Clarks Country Store
    16 min drive
  • JR's Watermark Grille
    16 min walk

About this property

Great Oak Manor

  • Bed & breakfast near Chesapeake Bay
  • Consider a stay at Great Oak Manor and take advantage of free full breakfast, an adjacent golf course and a terrace. This bed & breakfast is a great place to bask in the sun with a private beach, kayaking and rowing. Stay connected with free in-room WiFi, and guests can find other amenities, such as a garden and a library.
  • Other perks include:
    • Free self-parking
    • Bike hire, an electric car charging station and concierge services
    • Coffee/tea in reception, tour/ticket information and a banquet hall
  • Room features
  • All rooms are individually furnished, and offer comforts such as premium bedding and air conditioning, as well as perks such as free WiFi and safes.
  • Other conveniences in all rooms include:
    • Bathrooms with shower/bath combinations and free toiletries
    • Flat-screen TVs with premium channels
    • Daily housekeeping and desks

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: WiFi (surcharge); wired internet (surcharge)

Parking and transport

  • Electric car charging station on site
  • Free self parking on site
  • Limited on-site self parking

Food and drink

  • Free full breakfast available daily 9 AM to 10 AM
  • A restaurant
  • Coffee and tea in common areas
  • Snack bar/deli

Things to do

  • 9-hole adjacent golf course
  • Bicycle rentals
  • Gym
  • Kayaking
  • Library
  • Rowing/canoeing

Family friendly

  • Laundry facilities
  • Rollaway/extra bed (surcharge)
  • Snack bar/deli

Conveniences

  • Laundry facilities
  • Limited-hour front desk
  • Luggage storage
  • Safe at front desk

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Tour and ticket assistance

Business services

  • 2 meeting rooms

Outdoors

  • Barbecue grill
  • Garden
  • On a private beach
  • On the bay
  • Picnic area
  • Terrace

Spa

  • Spa services

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair-accessible path of travel

More

  • Banquet hall
  • Smoking not allowed

Room amenities

Bedroom

  • Premium bedding
  • Rollaway/extra bed (surcharge)

Bathroom

  • Dressing gowns
  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower/bathtub combination
  • Towels provided

Entertainment

  • Flat-screen TV with premium cable channels

Food and drink

  • Free bottled water

More

  • Air conditioning
  • Desk
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Safe

Policies

Check-in

Check-in start time: 3:00 PM; check-in end time: 7:00 PM

Minimum check-in age - 21

Check-out

Check-out before 11 AM

Special check-in instructions

The front desk is open daily from 9 AM - 9 PM

Guests must contact the property in advance for check-in instructions; front desk staffed during limited hours

To make arrangements for check-in please contact the property ahead of time using the information on the booking confirmation

If you are planning to arrive after 7 PM please contact the property in advance using the information on the booking confirmation

Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours)

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

Rollaway/extra beds are available for USD 35.0 per day.

Cots (infant beds) are not available

Payment types

Important information

Optional extras

  • Rollaway bed fee: USD 35.0 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards

Frequently asked questions

Is Great Oak Manor pet-friendly?

No, only service animals are welcome at the property.

How much is parking at Great Oak Manor?

Self-parking is free at this property.

What time is check-in at Great Oak Manor?

Check-in start time: 3:00 PM; check-in end time: 7:00 PM.

What time is check-out at Great Oak Manor?

Checkout is at 11 AM.

Where is Great Oak Manor located?

Located in Chestertown, this beachfront bed & breakfast is next to a golf course and within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Chestertown Historic District and Washington College are also within 9 miles (15 km).

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