Rooms

The Perfect Escape

The well-appointed waterfront inn rooms and cottages at The Oaks offer romantic luxury and exceptional comfort. We also fulfill every need with thoughtful amenities and attentive service. Do as little or as much as you would like. For instance, you can relax on our Adirondack chairs and take it all in from a private veranda, or wander the lush grounds.

Our circa 1748 Waterfront 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 also include 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 brings stunning views of Oak Creek. And 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. We also offer complimentary beverages 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

410-745-5053

or book online

Rooms

The Oaks Waterfront Inn offers guests the choice of staying in one of 13 in-house rooms or our beautiful waterfront cottage. Some rooms feature premium amenities including fireplaces, jacuzzi tubs, private balconies and gorgeous water views. Take a look at our rooms below and choose your home base for the perfect Eastern Shore getaway today.

 

All Rooms include a complimentary made to order breakfast served daily, 24-hour coffee and tea and in-room amenities including robes, hairdryer, iron & ironing board, flat screen TV with cable, individual climate control and free Wi-Fi.

Room 20

This room is situated on the 2nd floor of the inn and features a queen size bed and private bathroom.

  • 2nd Floor
  • Queen Bed
  • Tub/Shower Combo

Room 21

A cozy second floor room with a view of the cove, featuring a Queen-sized bed and en suite bath with tub.

  • 2nd Floor
  • Queen Bed
  • Tub/Shower Combo

Room 22

A second floor room with a water view, featuring a Queen size bed plus a single jacuzzi tub and shower.

  • 2nd Floor
  • Queen Bed
  • 1-Person Jetted Tub
  • Shower
  • Water View

Room 23

A second floor room featuring a gas fireplace, with a cozy Queen-sized bed plus a deluxe private bathroom with a single jacuzzi tub and shower.

  • 2nd Floor
  • Queen Bed
  • Gas Fireplace
  • 1-Person Jetted Tub
  • Shower

Room 24

A spacious second floor room featuring a Queen-sized bed, jacuzzi tub and gas fireplace.

  • 2nd Floor
  • Queen Bed
  • Gas Fireplace
  • 2-Person Jetted Tub

Room 25

This room is situated on the second floor with partial water views featuring a Queen-sized bed, jacuzzi tub and shower plus gas fireplace.

  • 2nd Floor
  • Queen Bed
  • Gas Fireplace
  • 2-Person Jetted Tub
  • Shower
  • Partial Water View

Room 26

Located on the front of the Inn, this second floor room features a private deck, a King-sized bed, a double jacuzzi tub plus a gas fireplace.

  • 2nd Floor
  • King Bed
  • Gas Fireplace
  • 2-Person Jetted Tub
  • Shower
  • Private Deck

Room 27

This waterfront room is located on the second floor featuring deck access, a King-sized bed plus single jacuzzi tub and shower and a gas fireplace.

  • 2nd Floor
  • King Bed
  • Gas Fireplace
  • 1-Person Jetted Tub
  • Shower
  • Private Deck
  • Water View

Room 28

This second floor room features a King size bed, single jacuzzi tub, shower and gas fireplace.

  • 2nd Floor
  • King Bed
  • Gas Fireplace
  • 1-Person Jetted Tub
  • Shower

Room 29

This room is situated on the second floor with waterfront view featuring a King size bed with a private bathroom with a single jacuzzi tub and shower and a fireplace.

  • 2nd Floor
  • King Bed
  • Electric Fireplace
  • 1-Person Jetted Tub
  • Shower
  • Water View

Room 30

This third floor room features a Queen size bed with a standard private bathroom with a single jacuzzi tub and shower.

  • 3rd Floor
  • Queen Bed
  • 1-Person Jetted Tub
  • Shower

Room 32

This third floor room has partial water views featuring a Queen size bed with a standard private bathroom with a single jacuzzi tub and shower.

  • 3rd Floor
  • Queen Bed
  • 1-Person Jetted Tub
  • Shower
  • Partial Water View

Room 33

This room is situated on the third floor with waterfront view featuring a King size bed with a private bathroom with a double head shower, Private Deck and a fireplace.

  • 3rd Floor
  • King Bed
  • Electric Fireplace
  • Shower
  • Private Deck
  • Water View

Cottage

This room has a waterfront view featuring a King size bed with Living Room, Kitchenette, a private bathroom with a double jacuzzi tub, double head shower and a fireplace.

  • 1st Floor (ADA Accessible)
  • King Bed
  • Electric Fireplace
  • 2-Person Jetted Tub
  • Shower
  • Water View
  • Kitchenette
  • Living Room

Policies

Tariffs
Main House guest rooms range from $150 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.
Check In & Check Out
Check In : 3:00p.m. to 5:00p.m.
Check Out: 11a.m.
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
A credit card is required to guarantee your reservation. If booking through a third party, please make note of their cancellation policy. Room deposits are fully refundable if cancellation is made 30 days prior to arrival, otherwise initial deposit can be placed towards a future date with a $50 rescheduling fee. 
Breakfast
Breakfast is served daily. 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 Waterfront Inn 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.
Restaurant Facilities
Breakfast included daily.

Enhance Your Stay

Personalize your experience with one of our signature packages or romantic enhancements.