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From459US$ /night
Check-in
23Nov2025Select date
Check-out
24Nov2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

25876 Royal Oak Road, Royal Oak, Saint Michaels, Maryland, United States, MD 21662
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Close to San Domingo Creek

Accommodations

The Oaks Waterfront Hotel offers spacious rooms and waterfront cottages with stunning views. Guests can choose from deluxe rooms, suites, or private cottages, each featuring king beds, luxury baths with heated floors, and select units with private balconies and soaking tubs. The Waterfront Suite offers an expansive living space, combining comfort and luxury.

Event Facilities

The hotel provides an exceptional venue for weddings and corporate events situated on a secluded cove on the Eastern Shore. The expansive outdoor space includes a beautifully landscaped ceremony lawn and a climate-controlled Waterfront Ballroom, accommodating up to 250 guests. The venue is entirely yours when you book a wedding, creating a tranquil backdrop for any occasion.

Activities

Guests enjoy a range of water activities including complimentary kayaks and paddleboards, accessible directly from the hotel dock. Outdoor options extend to biking with complimentary bikes or engaging in guided fishing charters. Seasonal offerings also include an evening aperitivo cruise aboard the hotel's 40-foot yacht.

Dining Options

The hotel features The Oak Room, an upscale lounge offering a selection of small plates and drinks. Guests can enjoy complimentary breakfast served daily, providing a hearty start to their day. Nearby restaurants in St. Michaels and Easton offer diverse dining experiences for further culinary adventures.

Pet-Friendly Policies

The Oaks Waterfront Hotel welcomes pets in selected private cottages, accommodating up to two furry companions. Each cottage features a private entrance and patio for easy access. Guests can enjoy leisurely walks along the waterfront and ample outdoor space with their pets.

Highlights

Location: Secluded cove on the Eastern Shore

Accommodations: Waterfront Cottages with luxury baths

Event Facilities: Climate-controlled Waterfront Ballroom

Activities: Complimentary kayaks and paddleboards

Dining: The Oak Room and complimentary breakfast

Pet-Friendly: Cottages with private entrances

Must-do experiences

  • Stroll through the charming streets of historic Oxford, just minutes away.
  • Savor a crab cake sandwich at the famous Crab Claw Restaurant.
  • Visit the Chesapeake Bay Maritime Museum for a fascinating day out.
  • Explore the hidden trails of the St. Michaels Nature Trail, a gem!
  • Shop local produce at the St. Michaels Farmers Market on Fridays.
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Select your room type

The 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 m² 
1 King-size bed
Shower
Coffee machine
Junior Suite
2 persons
1 King-size bed
Shower
Heating
King Room
2 persons
1 King-size bed
Shower
Heating
Deluxe Double Room
2 persons
2 King Size Beds
Shower
Heating
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Getting around

A list of all available modes of transport

City Centre
Saint Michaels 6.2 km
Airports
Salisbury-Ocean City Wicomico Regional (SBY) 99.9 km
Martin State (MTN) 208.8 km

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • No smoking on site
  • Free Wi-Fi
  • Free parking
  • Safe deposit box
  • 24-hour reception
  • Express check-in/ -out
  • 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
  • Pet amenities available
  • 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

  • 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
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Location

25876 Royal Oak Road, Royal Oak, Saint Michaels, Maryland, United States, MD 21662
Map view
25876 Royal Oak Road, Royal Oak, Saint Michaels, Maryland, United States, MD 21662
Nearby
Royal Oak Community United Methodist Church
590 m
Restaurants
t at the General Store
380 m
25942 Royal Oak Rd
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About The Oaks Waterfront Hotel
Check-in
23Nov2025Select date
Check-out
24Nov2025Select date
Rooms and Guests2 Guests, 1 Room