Rooms

The Perfect Escape

The well-appointed guest rooms and cottage at The Oaks Waterfront Inn offer romantic luxury and exceptional comfort. Thoughtful amenities and attentive service assure every need is fulfilled. Do as little or as much as you would like. Relax on our Adirondack chairs, take it all in from a private veranda, or wander the lush grounds.

Our circa 1748 Inn offers different sized rooms – some with Queen beds and some with King. Furnished with antiques, all rooms feature modern bathrooms, some with jetted bathtubs. Many of our rooms feature gas fireplaces seasonally. All rooms are equipped with irons and ironing boards, hairdryers and toiletries. Our ADA compliant luxury waterfront cottage boasts a large bathroom, living room, kitchenette and king sized bed. Forget something? Inquire at the front desk. Daily housekeeping is provided.

Every morning is not only met with stunning views of Oak Creek, but also a hot breakfast with seasonal fresh fruit, homemade croissants, and a choice of a savory or sweet hot entrée, such as French toast, savory pancakes or omelets sure to leave you with no room for lunch. Enjoy your breakfast in the dining room, or take a cup of coffee out to the terrace for a better view of the creek. Complimentary beverages are offered in the living room area.

Come relax in the tranquil beauty of Maryland’s Eastern Shore and the gracious hospitality of The Oaks Waterfront Inn!

REQUEST RESERVATIONS

Call us for guaranteed lowest rate

410-745-5053

or book online through

Activities

Swim in our pool, bicycle on our beach cruisers, putt on our greens, and enjoy crabbing and fishing off of our private dock. Experience the beautiful sunset while canoeing in peaceful Oak Creek, an inlet of the Miles River. Enjoy a game of shuffleboard, badminton, horseshoes, or volleyball.

Or, simply enjoy a glass of wine waterside in one of our Adirondack chairs. Great Blue Herons, Ospreys, and transient Canada Geese are frequently spotted from our shoreline. Occasionally, we are treated to a Bald Eagle sighting!

Policies

Tariffs
Main House guest rooms range from $110 to $300 a night (a full breakfast is included in the room rate). Please call 410-745-5053 for more details. Visa, Mastercard, American Express, Discover, Cash or Check are accepted. A 6% Maryland sales tax and 4% Talbot County Room Tax are applied to all room tariffs.
Reservations
Call us for guaranteed lowest rate at 410-745-5053. Reservations are guaranteed with a major credit card. Cancellations should be made 48 hours prior or you will be charged for one night’s stay if we are unable to rebook.
Check In & Check Out
Check In : 3:00p.m. to 5:00p.m.
Check Out: 11a.m.
Typically we can accommodate early arrivals. Please contact the front desk if you are in need of an early arrival. We will make every effort to accommodate your needs. If you are planning to arrive after 5:00 p.m., please call the front desk to make late arrival arrangements. Please check out by 11:00 am.
Cancellations
Please inform us of your cancellation at least 48 hours prior.
Breakfast
Breakfast is typically served at 9:00 a.m. on weekdays and from 8:30 to 9:30 on the weekends. We will make every effort to accommodate other times with advance notice. Please let us know of food allergies and intolerances.
Pets
Although The Staff of The Oaks Waterfront Inn loves pets, some of our guests do not share the same affections. We are unable to allow pets at The Oaks but are happy to provide you with some great boarding options in the area.
Additional Policies
The Oaks is a smoke free facility. Smoking is permitted outside the Inn. Rooms are based on double occupancy. We can arrange for air mattresses and breakfast for any additional guests. Charges for additional guests vary based on age.

Enhance Your Stay & Specials

SPECIALS

Midweek Getaway

Enjoy two or three nights in one of our Queen Rooms and gourmet breakfast each morning made by our Award Winning Chef. Two nights for just $300 or three nights for $425 (plus tax)

The Oaks Romance Package

Spend the night in one of our Deluxe Waterfront Rooms with a king bed, whirlpool tub and fireplace (in season). Upon arrival at The Oaks you will receive a bottle of champagne, wine or sparkling cider, a $100 gift certificate to Award Winning 208 Talbot Restaurant, chocolate covered strawberries and a delicious multi-course breakfast the next morning made by our renowned chef. $350 (plus tax) per couple. (Two night minimum stay may be required on holiday weekends; subject to availability at time of booking.)

LUXURY ADDITIONS

A Bottle of… $25 – $35
Choose a bottle of our house red or white wine or sparkling to compliment your stay. Sparkling cider also available.

Cheese Platter $25
A variety of different cheeses paired with assorted crackers are the perfect complement to a relaxing evening.

Chocolate Covered Strawberries $20
They will be waiting for you when you arrive.

Skipjack Cruise $35 per person
(Seasonal Availability) Experience the Chesapeake Bay onboard the national historic landmark the Rebecca T. Ruark. Hoist the sails, steer to an oyster bar and dredge for oysters as you learn about the bay from a 3rd generation skipjack waterman – the infamous Captain Wade!