"The renovations are beautiful and peaceful and the grounds are perfectly manicured with views on the water."
Picky1234 from United States
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"Our room was extremely comfortable, and the chef prepared evening meals were 5 star!"
Kathy H from United States
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"The entire hotel was very beautiful as my wife kept commenting."
Jim R. from United States
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"The Oaks provided us with a fantastic experience for our weekend getaway."
Somecomments from United States
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3-star waterfront hotel in Saint Michaels
Accommodations
The Oaks Waterfront Hotel offers 25 guest rooms with picturesque water views. Many rooms feature private balconies or patios for outdoor relaxation. Various room types including King and Double Queen provide options for solo travelers and families.
Dining
On-site dining is available at The Oaks Restaurant, known for its diverse menu featuring fresh local ingredients. Guests can enjoy a complimentary breakfast with a variety of options each morning. The full-service bar offers a selection of wines, cocktails, and local craft beers.
Location
The hotel sits on the waterfront of the picturesque Chesapeake Bay in Saint Michaels, providing easy access to scenic views and outdoor activities. Guests can explore local bike trails, kayak on the bay, or visit nearby historical sites within a short drive. The Oaks Waterfront Hotel is conveniently located just minutes from the vibrant downtown area.
Meeting Facilities
The Oaks Waterfront Hotel caters to business needs with a dedicated conference room that accommodates small to medium-sized gatherings. Equipped with audio-visual technology, the facility is suitable for meetings, workshops, or family reunions. Extensive planning assistance is available to ensure smooth events.
Outdoor Activities
Guests can take advantage of complimentary bikes to explore the surrounding scenic landscapes or relax in hammocks located throughout the property. The heated outdoor pool is open seasonally, providing a comfortable spot to soak up the sun. Access to nearby fishing and boating activities enhances the waterfront experience.
Highlights
Accommodations: 25 guest rooms with water views
Dining: The Oaks Restaurant with fresh local ingredients
Location: Chesapeake Bay waterfront access
Meeting Facilities: Dedicated conference room with audio-visual technology
Outdoor Activities: Heated outdoor pool and complimentary bikes
“I was struck by the serene atmosphere here, a genuinely peaceful escape with beautifully maintained grounds that lead right to the water's edge. The attention to detail in the renovations and the comfortable, stylish rooms create a sense of refined comfort, and I found the staff consistently helpful and welcoming. It's a place that manages to feel both elegant and intimately tranquil, leaving one feeling truly refreshed.”
James DavidEditor-in-Chief at Usmaryland
Select your room type
The Oaks Waterfront Hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
One-Bedroom Cottage
2 persons
37 sq. feet
1 King-size bed
Air conditioning
Bathtub
room details
Junior Suite
2 persons
1 King-size bed
Air conditioning
Heating
room details
King Room
2 persons
1 King-size bed
Air conditioning
Bathtub
room details
Show all rooms
Price and Room Availability Calendar
Check availability and prices for your dates now!
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Check-in/ Check-out
Facilities
The Oaks Waterfront Hotel offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.5/10Review score
General
No smoking on site
Parking
Safe deposit box
24-hour reception
Express check-in/ -out
No pets allowed
24-hour security
Luggage storage
Lift
Fireplace
Smoke detectors
Electric vehicle charging station
Fire extinguishers
Sports & Fitness
Canoeing
Cycling
Golf course
Yoga class
Guest Parking
Cookware/ Kitchen utensils
Services
Free shuttle service
Housekeeping
Tours/Ticket assistance
Welcome drink
Dining
Restaurant
Bar/ Lounge area
Picnic area/ Tables
Packed lunches
Special diet menus
Business
Meeting/ Banquet facilities
Spa & Leisure
Saltwater pool
Seasonal outdoor pool
Beach umbrellas
Sun loungers
Sun terrace
Garden area
Leisure/ TV room
Room features
Free Wi-Fi in rooms
Air conditioning
Heating
Sitting area
Terrace
Garden furniture
Tea and coffee facilities
Dining table
Bathroom
Free toiletries
Self-catering
Cookware/ Kitchen utensils
Media
Flat-screen TV
Room decor
Parquet floor
Show more
The Oaks Waterfront Hotel Location
25876 Royal Oaks Road, Saint Michaels, MD 21662,
Explore Saint Michaels
Experience Saint Michaels
Top Attractions
Activities
Dining
Entertainment
Chesapeake Bay Maritime Museum
15-minute drive
Showcases maritime history with interactive exhibits, including a working boatyard and stunning waterfront views.
Saint Marys Square Museum
15-minute drive
Houses artifacts from the local community and offers insights into the culture and history of Saint Michaels.
Plain Dealing
5-minute drive
Historical landmark featuring unique local architecture and displays about the region's rich agricultural past.
Old Woman's Folly
10-minute drive
A natural landmark offering scenic views and local legends, ideal for a quick nature walk or picnic spot.
Chesapeake Bay Fly Fishing
10-minute drive
Thrilling fishing experience in the Chesapeake Bay with guided charters available. Equipment rentals offered.
San Domingo Creek Kayaking
10-minute drive
Relaxing kayaking tours through serene waters, perfect for nature lovers. Rentals and guided tours available.
t at the General Store
5-minute walk
Casual dining with fresh local ingredients. Signature dishes include crab cakes and home-baked desserts.
The Crab Claw
10-minute drive
Classic seafood dining experience with waterfront views. Known for its steamed crabs and local craft beers.
St. Michaels Winery
10-minute drive
Wine tastings and tours in a cozy, inviting atmosphere with locally produced wines and regular live music events.
The Avalon Theatre
15-minute drive
Historic theatre featuring live performances and film screenings. Family-friendly events and local talent shine here.
Getting around
City Centre
Saint Michaels 10 min · 3.9 mi
Airports
Salisbury-Ocean City Wicomico Regional (SBY) 150 min · 62.1 mi
Martin State (MTN) 314 min · 129.8 mi
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Property information and rules
Check-in
from 15:00-17:00
Check-out
until 11 am
Guest Parking
Private parking is possible on site for free.
Internet
Wireless internet is available in the hotel rooms for free.
Children & extra beds
There are no cots provided in a room.
Pets
Pets are not allowed.
Number of rooms:
16
Reviews and Ratings
Feedback about The Oaks Waterfront Hotel from previous guests about their experience.
Review score
Based on 123 verified reviews
9.9 /10
Perfect
99 %
Recommend
Cleanliness
9.0/10
Comfort
10.0/10
Facilities
9.5/10
Free WiFi
10.0/10
Location
9.0/10
Staff
9.5/10
Value for money
9.0/10
Guest reviews
based on 17 reviews
9.4/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
