- Home >
- USA >
- Maryland >
- Chestertown >
- Great Oak Manor
Great Oak Manor
-
Great Oak Manor is an elegant country Estate with a walled garden bordered by 70 year old boxwoods
A great getaway. The Chesapeake room is one of six common rooms available to our guest, for evening Port and Sherry, reading one of our 825 books, games, TV or movie watching, or simply relax by a winters fire.
Sitting with views of the bay, this elegant fireplace dining room features a full breakfast with Manor-baked muffins, hot entree, cereals, yogurts, and always fresh fruit. Welcome!
The Marmaduke Room - named for the first land grantee from Lord Baltimore overlooks the bay and is one of our deluxe waterviews with a king bed, sitting area, private bath and fireplace.
D'Oench a deluxe waterfront room with king bed, fireplace expansive water views, sitting area, large private bath, and like all of our rooms equiped with luxury bathrobes hair dryers, irons and ironing boards. Come and relax.
The Tylden room has great views of the bay, a perfect place to eagle watch from this second floor room.
Our waterside lawn is the perfect place to rejuvenate your spirit
Our courtyard perinneal garden will delight you with its season changes.
-
Nightly Rate
$159 - $315
, - Reviews 78
- Rooms 12
-
Accepts Gift Cards
Inn's website-
Address
10568 Cliff Rd
Chestertown, MD 21620-4115
USA - Phone+1-410-778-5943
- Toll free+1-800-504-3098
- EmailContact Innkeeper
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.
Reviews
Score Breakdown based on 78 Reviews
4.5 out of 5- Guest room 4
- Services 5
- Value 4
- Cleanliness 5
- Dining 4
3.8 out of 5Great stay ar Great Oak
August 19, 2012
My husband and I have been visiting Great Oak Manor for over 20 years. During that time the property has changes owners three times. It is always a pleasure to find that the lovely B&B stays as gracious and beautiful throught out the transitions. With beautiful rooms and friendly staff, rolling back lawns that meet the Chesapeake bay, hammocks and lounge chairs to sit in while one reads or watches the eagles and osprey fish, or puttering round Chestertown and near by Rock Haall, Great Oak Manor is a perfect get away, oh and yes, breakfast is yummy as well!
4.8 out of 5Gorgeous manor home in a serene setting
June 03, 2012
Meticulously maintained, beautiful decor in a beautiful setting. Outstanding service as well. The property is off the beaten path but a short drive to historic towns and other attractions.
4.6 out of 5A Great Get-Away
May 27, 2012
My husband and I spent 3 nights at Great Oak Manor in May. We wanted a beautiful place on the water that was peaceful and quiet. And that is exactly what we had! The public spaces are elegant but comfortable. Breakfast was cooked to order every morning. We even saw a lovely sunset on the first evening. The staff was very friendly and extremely helpful. We will definitely go again!
4.8 out of 5Fabulous Place; Wonderful staff, food and views
May 20, 2012
Stayed three nights with relaxation, friendly helpful staff and delicious breakfast. Definitely recommend.
Location
Innkeeper Information
Innkeeper(s)
Bernd Duerrmeier
The innkeepers speak:
-
English
-
German
-
Nightly Rate
$159 - $315
-
Rooms & Rates
-
Nightly Rate
$159 - $315
D'Oench
Deluxe waterfront room with comfortable furniture in front of the fireplace, large bath, walk in closet, and sitting area. Enjoy the bay view from your King size feather top bed. The room is tastfully decorated with antigues,
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactRoese Suite
Deluxe two room suite with garden and courtyard views, fireplace is in the livingroom with the TV, walk-in closets, King size feather top bed is in a large seperate bedroom. Large tiled bathroom with skylight.
- Maximum Capacity: 3
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactHodges
Charming Estate view room with fireplace, sitting area filled with antiques,Queen size four poster bed, private bath, walk in closet
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Contact for Availability ContactThe Marmaduke
Rise to breathtaking views of the bay from a king-sized bed that begs you to stay under the covers for a moment longer. Bright and airy, the Marmaduke features rich floral hues and chairs perfect for reading or gazing at the view. With a cozy fireplace, walk-in closet and sumptuous bath with soaking tub, this luxury guest room is as lovely as the first land owner for which it is named.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactThe Wickes
Rekindle a romance in front of a roaring fireplace in a room that overlooks the grounds of our magnificent estate. Named for Captain Lambert Wickes, skipper of the 16-gun sloop that carried Benjamin Franklin to France, this room features a king-size bed, a walk-in closet, and a large, private bath. Crown molding and chair rails, built-in bookcases, reading chairs, and paintings of sailboats add just the right finishing touch.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactThe Tylden
With an Oriental Mural, think of it as Georgian meets Asian fusion. The king-size bed with feather topper is the perfect place to curl up and read a book as you gaze out at the bay. A small area outside the door is a great place to watch the sun set over the bay. Tylden bathroom features a stand alone shower in its private bath.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactThe Geddes-Piper
There’s something about this room that makes you feel right at home. Nestled away on the third floor, this intimate place boasts an interior balcony where you can watch the boats go by on the bay, and a fine collection of black and whites from photographer, Marion E. Warren. The Geddes-Piper room boasts a king-size bed and a private bath.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactThe Russell
Named for Great Oak’s most notable gamer, the Russell Room boasts a plush lounge area, a large television, a fireplace, and a large bath. This majestic room has an old boy’s club feel with a softer side. Rich reds, plaids, and mahogany walls are downplayed by the oriental rugs, crisp linens, and Ralph Lauren curtains. Let the games begin.
- Maximum Capacity: 3
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactThe Ringgold
Comfort knows no boundaries in the graceful Ringgold room, which possesses a king bed, a full bath, and cottage-style comfort. Blue gingham and French toile complement the white wainscoting and duvet. The Ringgold truly feels like your home by the sea—or in this case, the bay.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactThe Caulk
The water calls you out to your own small private deck, which overlooks the Chesapeake. Enjoy a cocktail on the deck bar stools as the sun sets over the bay. Named for the Caulk battlefield and the only battle fought on the Eastern Shore in the War of 1812, this room is filled with history. The private bath boasts walls the color of the sunsets, an inviting, rich red.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactThe Hynson
The Hynson possesses the charm of a French country cottage, with the comforts of an estate home in Provence. Look out a dormer window to find inspiring views of the water and the grounds of the estate. The Hynson also features a private bath.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactPlatinum
Deluxe waterview room with fireplace and king size bed and private bath.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactGold
Water view room with king size bed and private bathroom. Or Estate view room with a fireplace and private bath
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactSilver
Charming third floor rooms with king size beds, private baths and dormer windows. All of our rooms have a TV and telephone.
- Maximum Capacity: 2
- Bathroom Private Bath
Contact for Availability ContactSterling Suite
This lovely first floor suite has french doors from the bright sunny bedroom to the Inns courtyard garden. This is also our pet friendly room.The living room is where you can curl up with a good book on the sofa or watch TV. The private bathroom has a large walk in shower.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Contact for Availability ContactPolicy
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: Yes
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: Yes
-
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
-
Nightly Rate
$159 - $315
-
Reviews
Score Breakdown based on 78 Reviews
4.5 out of 5- Guest room 4
- Services 4
- Value 4
- Cleanliness 4
- Dining 4
3.8 out of 5Great stay ar Great Oak
August 19, 2012
My husband and I have been visiting Great Oak Manor for over 20 years. During that time the property has changes owners three times. It is always a pleasure to find that the lovely B&B stays as gracious and beautiful throught out the transitions. With beautiful rooms and friendly staff, rolling back lawns that meet the Chesapeake bay, hammocks and lounge chairs to sit in while one reads or watches the eagles and osprey fish, or puttering round Chestertown and near by Rock Haall, Great Oak Manor is a perfect get away, oh and yes, breakfast is yummy as well!
4.8 out of 5Gorgeous manor home in a serene setting
June 03, 2012
Meticulously maintained, beautiful decor in a beautiful setting. Outstanding service as well. The property is off the beaten path but a short drive to historic towns and other attractions.
4.6 out of 5A Great Get-Away
May 27, 2012
My husband and I spent 3 nights at Great Oak Manor in May. We wanted a beautiful place on the water that was peaceful and quiet. And that is exactly what we had! The public spaces are elegant but comfortable. Breakfast was cooked to order every morning. We even saw a lovely sunset on the first evening. The staff was very friendly and extremely helpful. We will definitely go again!
4.8 out of 5Fabulous Place; Wonderful staff, food and views
May 20, 2012
Stayed three nights with relaxation, friendly helpful staff and delicious breakfast. Definitely recommend.
5 out of 5A unique place
May 04, 2012
My wife and I stayed at the Manor in April 2012. Know what you are looking for: this is a somewhat remote, beautiful, serene gorgeous place. No miniature golf, no neon, no nonsense. But "Wow!" Just beautiful. On the Chesapeake Bay. With, incidently, beautiful Persian rugs.
4.0 out of 5Return to Great Oak
February 01, 2012
We love this place, in winter and summer both! It is so relaxing!
5 out of 5Loved it! Owners really care!
November 13, 2011
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
3.4 out of 5A Perfect Weekend
October 31, 2011
Great Oak Manor was delightful. It offered a very quiet getaway for a very busy couple.
-
Location
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
-
-
Amenities
Type:
-
[Resource Id: Other, Set: lookupdata]
-
Country Inn
-
Historic Inn
Property highlights
-
Corporate Retreats
-
Family Reunions
-
Small Weddings
-
Antiques/decor
-
Business travel
-
Excellent views
-
Fitness
-
Group events
-
Honeymoons
-
Luxury
-
Nature
-
Peaceful getaway
-
Romantic escape
-
Weddings
On-site
-
Computer
-
Conference Rooms
-
Copier
-
Fax Machine
-
Library
-
Piano
-
Private entrance
-
Satellite/Cable TV
-
Videos
-
Washer/dryer
-
Wedding Facilities
-
Wet bar
Guest room(s)
-
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
Other
-
Golf
-
Indoor exercise pool
-
Tennis
-
conceirge services
-
Bicycles
-
Room safes
-
-
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 -
Contact The Innkeeper
Best Price Guarantee
What is the Best Price Guarantee?
Simple! BedandBreakfast.com guarantees you're getting the best price on your bed and breakfast stay when you book your room on BedandBreakfast.com. Within 24 hours of your booking, if you find a better price for the same room on the same date(s) at the same B&B, BedandBreakfast.com will refund the difference to you!
What does the Best Price Guarantee cover?
The Best Price Guarantee covers any Bed and Breakfast booked online through BedandBreafkast.com. The Bed and Breakfast must be booked using the Book It button on BedandBreakfast.com in order to qualify.
How do I take advantage of the Best Price Guarantee?
Just call 1-800-GO-B-AND-B (1-800-462-2632) within 24 hours of booking and give our customer support representative the details on the lower price you found.
Best Price Guarantee Terms and Conditions
The BedandBreakfast.com Best Price Guarantee ensures that when you book and pay for your reservation online through the BedandBreafkast.com website, you are booking your room at the lowest available price. If you find a lower price for the same room on the same dates at the same B&B, and contact us within 24 hour of making your booking, we will refund the difference in price to you. This guarantee does not apply to bookings made over holidays and/or for special events. All requests are subject to verification by BedandBreakfast.com. BedandBreafkast.com will not accept screenshots or other purported evidence of a lower price that cannot be independently confirmed by BedandBreakfast.com personnel. Nor will BedandBreakfast.com verify any requests that it believes, in its sole discretion, is the result of a printing or other error or is made fraudulently or in bad faith.