Great Oak Manor


  • Great Oak Manor is an elegant country Estate with a walled garden bordered by 70 year old boxwoods

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  • Inn Details

    One of Maryland's historically significant estates, Great Oak Manor sits on twelve acres directly on the Chesapeake Bay just outside of Chestertown in Maryland's Eastern Shore. With large common rooms and beautifully appointed guest rooms, comfortable outside seating areas shaded by majestic Oak and Walnut trees, the Manor affords its guests ample and comfortable areas in which to relax.The Manor will meet your every need with 1,200 ft. of waterfront, a private beach and the most beautiful sunsets on the Eastern Shore.


    Innkeeper Information

    The innkeepers speak:

    • English

    • German


    Number of Cats: 2

    Number of Dogs: 1


    Features

    Type:

    • Other

    • Country Inn

    • Historic Inn

    Property Noted For:

    • Corporate Retreats

    • Family Reunions

    • Small Weddings

    • Antiques/decor

    • Business travel

    • Excellent views

    • Fitness

    • Group events

    • Honeymoons

    • Luxury

    • Nature

    • Peaceful getaway

    • Romantic escape

    • Weddings


    Amenities

    Guest Room:

    • Air conditioning

    • Alarm clock

    • Amenities Basket

    • Bath robes

    • Board games

    • CD player

    • Ceiling fans

    • Coffee/Tea facilities

    • DVD Player

    • In-room internet

    • Desk

    • Fireplace

    • Fridge

    • Hairdryer

    • Internet Service

    • Ironing Board

    • Radio

    • TV

    • Telephone

    • Turndown Service

    • VCR

    • Wi-Fi

    On Site:

    • Computer

    • Conference Rooms

    • Copier

    • Fax Machine

    • Library

    • Piano

    • Private entrance

    • Satellite/Cable TV

    • Videos

    • Washer/dryer

    • Wedding Facilities

    • Wet bar

    Other Amenities:

    • Golf

    • Indoor exercise pool

    • Tennis

    • conceirge services

    • Bicycles

    • Room safes

  • Outdoor Adventures

    11/30/2011 - 5/31/2012

    Romance and Relaxation, Two Nights to unwind and relax overlooking the beautiful Chesapeake Bay. Great Oak Manor offers Two One hour Massages en suite,and Complimentary Champagne or Wine. Platinum Water front rooms $749 Frid. & Sat., $689 Sun. thru Thur. Gold Rooms, Estate view$658 Frid. & Sat.,$549 Sun. thru Thur. Silver Rooms $528 Frid.& Sat.$489 Sun. thru Thurs.

    Military Rate (active duty)

    11/30/2010 - 12/31/2012

    Great Oak Manor is pleased to offer a 10% Discount for our Active Military as a Big Thank you!

    Seniors are Special

    11/20/2011 - 4/30/2012

    Great Oak Manor will be offering 10% off for citizens over the age of 65 when you visit us any time. Please mention this special when booking your reservation.

  • D'Oench

    Suite maximum capacity: 2

    • Beds

      1 King

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $249/$315

    Roese Suite

    Suite maximum capacity: 3

    • Beds

      1 King

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $249/$315

    Hodges

    Suite maximum capacity: 2

    • Beds

      1 Queen

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $179/$269

    The Marmaduke

    Suite maximum capacity: 2

    • Beds

      1 King

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $249/$315

    The Wickes

    Suite maximum capacity: 2

    • Beds

      1 King

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $195/$269

    The Tylden

    Suite maximum capacity: 2

    • Beds

      1 King

    • Bathroom

      Private Bath

      Shower

    • Nightly Rate

      (high/low season) $195/$269

    The Geddes-Piper

    Suite maximum capacity: 2

    • Beds

      1 King

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $195/$269

    The Russell

    Suite maximum capacity: 3

    • Beds

      1 King

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $249/$315

    The Ringgold

    Suite maximum capacity: 2

    • Beds

      1 King

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $165/$200

    The Caulk

    Suite maximum capacity: 2

    • Beds

      1 King

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $249/$315

    The Hynson

    Suite maximum capacity: 2

    • Beds

      1 King

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $165/$200

    Sterling Suite

    Suite maximum capacity: 2

    • Beds

      1 King

    • Bathroom

      Private Bath

      Shower

    • Nightly Rate

      (high/low season) $179/$269

    Policy

    Reservation Policy

    • Check in: 3 pm.-7pm    Check out: 12 noon

    • Minimum stay: Holidays, Saturdays in Season, two night min. Call for exceptions

    • Deposit amount required: One night deposit will be charged to your credit card two months prior to your arrival. 50% for 3 or more nights.

    • Cancellations: Cancellation must be made no later than 14 days prior to your arrival date. Cancellation made after 14 days, will be charged one night's rate at the highest rate to your credit card. If your accommodations can be resold, a $25 cancellation fee will replace the one night rate cancellation mentioned above. There is a $25 fee no matter when you cancel

    • Open all year round: Y


    General Policies

    • Smoking allowed: Limited

    • Guest pets allowed: Limited

    • Drinking allowed: Yes

    • Drinking description: Evening Port and sherry, or you may bring your own

    • Drinks available: Y

    • Children allowed: children under 12are welcome for family events, weddings,etc

    • Suitable for children: Limited

    • Childcare provided: No


    Discount type

    • Active Duty Military
      Percent off: 10% Days required: 0

    • Corporate
      Percent off: 10% Days required: 0

    • Group
      Percent off: 10% Days required: 0

    • Seniors 65 and Older
      Percent off: 10% Days required: 0

    • Stays longer than 4 nights
      Percent off: 10% Days required: 4

  • Breakfast

    • Type: Full buffet with hot entree

    • Time Served: 8:30 am to 10 am

    • Serving location: waterside terrace, Dining Room


    Complimentary Perks

    • Afternoon Tea

    • Fruit

    • Non-alcoholic Beverages

    • Wine/Cheese Plate


    Signature Dish

    Crab Quiche
    Our Breakfast buffet has seasonal fresh fruit, homemade muffins and breads, cold cereal, yogurts and a hot entree'. Depending on the day, you may be served either French toast and sausage, crab quiche or quiche Lorraine, eggs and ham to order, your preference, or an egg strata.


    Special meal options

    • Low fat

    • Restrictive

    • Vegetarian

    • check our specials


    Additional food services

    • bottled water

    • evening port & sherry

    • fresh fruit

    • soft drinks


    Recipes

    Breakfast-Brunch

    Pumpkin Muffins
    Serves: 60
    Prep time: 30 minutes

  • Location Type

    • Chesapeake Bay waterfront

    • Marina

    • Beachside

    • Countryside

    • Small town


    City

    • Chestertown

    • Distance to city: 8 miles

    • Directions to property:
      10568 Cliff Rd. Chestertown, MD. 21620
Visit Web Site


    Airport

    • Baltimore, MD (BWI-Baltimore Washington) 65 miles

    • Directions to property:
      Philadelphia International is also within 90 minutes. Detailed directions provided with confirmation.


    Area Attractions

    • Antique Shopping

    • Art Galleries

    • Beach

    • Concert venue

    • Gourmet/Fine Dining

    • Historical interests

    • Lake

    • Live Music

    • Movie Theater

    • Museum

    • National/State parks

    • Nature area

    • Chesapeake Bay

    • Historic Washington College

    • Historic Churches

    • Maryland Scenic Highway Rt. 213

    • Bird Migration

    • Wildlife Refuge

    • Outlet Stores

    • Performing Theater

    • Picnic area

    • Religious Services

    • River

    • Bicycle riding trails

    • Bicycles

    • Bird watching

    • Boating

    • Canoeing

    • Fishing

    • Golfing

    • Hiking trails

    • Horseback riding

    • Horseshoes

    • Hunting

    • Kayaking

    • Nature Trails

    • Sunset Cruises

    • Sporting Clays

    • Sailing

    • Shopping

    • Sight-seeing

    • Swimming

    • Swimming pool

    • Tennis courts

    • Tennis racket rental

    • Water sports

    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    Write a review

    Return to Great Oak

    About the reviewer

    • 55+ years old

    • Stays at B&Bs once a year

    • Typically stays in moderate lodging

    • Was travelling for a weekend getaway


    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    We love this place, in winter and summer both! It is so relaxing!


    Loved it! Owners really care!

    About the reviewer

    • Between 36-45 years old

    • Frequently stays at B&Bs

    • Typically stays in premium lodging

    • Was travelling for a weekend getaway


    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    Cassandra and John are terrific! We have stayed in their "home" many times and always look forward to our next visit. Their friendliness is genuine and Cassandra runs an awesome inn! Thanks! Beth W


    A Perfect Weekend

    About the reviewer

    • Between 45-55 years old

    • Stays at B&Bs twice a year

    • Typically stays in premium lodging

    • Was travelling for a weekend getaway


    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    Great Oak Manor was delightful. It offered a very quiet getaway for a very busy couple.


    Great Oak Manor was GREAT !

    About the reviewer

    • 55+ years old

    • First time staying at a B&B

    • Typically stays in premium lodging

    • Was travelling for a weekend getaway


    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    Short two night stay was terrific. The location is wonderful. Innkeepers and staff were very friendly and attentive..... The Inn was exceptionally quiet and restful. On our second night we were the only guests there so it was VERY quiet. We would recommend staying there to anyone.


    Beautiful B&B

    About the reviewer

    • Between 26-35 years old

    • Stays at B&Bs once a year

    • Typically stays in moderate lodging

    • Was travelling for a weekend getaway


    • Overall 
    • Guest room 
    • Services 
    • Value 
    • Cleanliness 
    • Dining 

    The big pull to this B&B was its location right on the Bay. The pictures on the web don't do the view justice. The back yard goes straight out to the water and provides a relaxing place to nap, read, or just take it all in. We really enjoyed the feel of the house and property. The hosts were very pleasant, and the breakfasts were delicious and more than sufficient.


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