Easton, Maryland
Easton, Maryland

No shortcuts have been made at our fully renovated St. Michaels hotel and waterfront event venue in Maryland. At The Oaks, we have used the finest amenities, modern aesthetics and high-end furnishings to create a first-class experience for our guests. Our goal is to exceed your expectations during your next Eastern Shore getaway.

Deluxe Rooms

Bed with seating area and luxury robe at modern Maryland hotel Room 20TwoQueenWalk-in Shower2nd FloorCheck Rates
King bed in luxury inn with 5 star style in Room 21 Room 21TwoKingTub/Shower Combo2nd FloorCheck Rates
queen bed Room 22TwoQueenWalk-in Shower2nd Floor, WaterviewCheck Rates
Bed and two plush chairs in Room 23 at luxury Maryland hotel Room 23TwoKingWalk-in Shower2nd Floor, Partial WaterviewCheck Rates
King bed with A/C unit in Room 25 in luxury Maryland boutique hotel Room 25 – ADATwoKingRoll-in Shower With Bench2nd Floor, ADA Accessible, Partial WaterviewCheck Rates
Two beds in Room 28 in spacious guest room on the Eastern Shore Room 28Two2 QueensWalk-in Shower2nd FloorCheck Rates
Room 30 bed with blue chair and desk Room 30TwoQueenWalk-in Shower3rd FloorCheck Rates
King bed in Room 32 with blue chair Room 32TwoKingWalk-in Shower3rd Floor, Partial WaterviewCheck Rates


King bed and living area in spacious Junior Suite 29 at The Oaks Junior Suite – Room 29FourKingWalk-in Shower2nd Floor, Pull-out Sofa, WaterviewCheck Rates
Seating area in sunny Junior Suite 33 at luxury Maryland inn Junior Suite – Room 33TwoKingWalk-in Shower3rd Floor, Private Deck, WaterviewCheck Rates
Dining table to waterview deck in Waterfront Suite One Bedroom – Waterfront SuiteFourKingSoaking Tub & Shower2nd Floor, Two-Room Suite, Two Private Decks, Pull-out Sofa, Wet Bar, WaterviewCheck Rates

Private Cottages

Living room in Cottage 1 with fireplace at luxury hotel with water access Cottage 1TwoKingSoaking Tub & Shower1st Floor, Outdoor Waterfront Seating, Full Kitchen, FireplaceCheck Rates
Modern bedroom in modern farmhouse cottage at waterfront resort in MD Cottage 2TwoKingSoaking Tub & Shower1st Floor, Outdoor Waterfront SeatingCheck Rates
Living room in private Cottage at The Oaks hotel Cottage 3TwoKingSoaking Tub & Shower1st Floor, Outdoor Waterfront SeatingCheck Rates
Exterior of white modern farmhouse Cottage at The Oaks inn and venue Cottage 4TwoKingSoaking Tub & Shower1st Floor, Outdoor Waterfront SeatingCheck Rates

King bed in Waterfront Suite on the Eastern Shore

In-Room Amenities

  • Complimentary Wi-Fi
  • TVs Equipped with Apple TV
  • Robes
  • Clothing Steamer
  • Heated Bathroom Floors
  • Hairdryers
  • Individual Climate Control
  • Wet Bar in Waterfront Suite
  • Full Kitchen in Cottage 1

Bikes in front of Cottages in Maryland Eastern Shore

Property Amenities

  • Complimentary Breakfast Served Daily
  • Complimentary Wi-Fi
  • Saltwater Pool
  • Complimentary Bicycles with Helmets
  • Complimentary Kayaks & Paddleboards
  • Waterside Seating
  • Fire Pits
  • Complimentary Driver to Town
  • Complimentary On-site Parking
  • Electric Vehicle Chargers
  • On-site Staff Available 24/7
  • Daily Housekeeping Included


Main House guest rooms range from $389 to $800 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.


Call us for the guaranteed lowest rate at 410-745-5053. Reservations are guaranteed with a major credit card.

Check In & Check Out

Open 24 Hours

Check In: 3:00 pm to 5:00 pm. If you are planning to arrive after 5:00 p.m., please call the front desk to make late arrival arrangements.

Check Out: Please check out by 11:00 am.


A credit card is required to guarantee your reservation. If booking through a third party, please make note of their cancellation policy.

Cancellation Policy: If your plans change after your reservation is confirmed, cancellation notice is required 14 days in advance of your arrival date. You will be refunded your deposit, minus a $50 Cancellation Fee.

If you cancel your reservation 14 days or less prior to arrival date, your deposit will be forfeited in addition to a $50 Cancellation Fee. Your credit card on file will be charged.

The Cancellation Fee also applies to changes in your arrival/departure date which result in a shorter stay. No refunds are provided for late arrivals or early departures.


A hot breakfast is served daily from 8:30 am – 9:30 am in the Breakfast Room. Please let us know of food allergies and intolerances.


Although the staff of The Oaks loves pets, some of our guests do not share the same affection. 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, only.
  • Rooms are based on double occupancy. We can arrange for breakfast for any additional guests. Charges for additional guests vary based on age.

Restaurant Facilities