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From459US$ /night
Check-in
10Jan2026Select date
Check-out
11Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

25876 Royal Oaks Road, Saint Michaels, Maryland, United States, MD 21662
-
Close to San Domingo Creek
Perfect
9.7
9.8
/10
4.8
/5

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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Price and Room Availability Calendar

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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • No smoking on site
  • Free Wi-Fi
  • 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

  • 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
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Location

25876 Royal Oaks Road, Saint Michaels, Maryland, United States, MD 21662
Map view
25876 Royal Oaks Road, 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
Explore Saint Michaels
Explore the Local Vibes
Top Attractions
Activities
Dining
Entertainment
Saint Paul Church
5 minutes' drive
Historic church known for its beautiful architecture and serene surroundings, perfect for a peaceful visit.
Chesapeake Bay Maritime Museum
Chesapeake Bay Maritime Museum
15 minutes' drive
A fascinating museum showcasing the rich maritime history of the Bay, ideal for families and history buffs.
Old Woman's Folly
10 minutes' drive
A historic site with stunning views and local lore, great for those interested in regional storytelling.
Plain Dealing
5 minutes' drive
Charming local spot rich in history, perfect for a quick visit to soak in local culture.
Kayaking on San Domingo Creek
10 minutes' drive
Exciting outdoor activity for adventure lovers. Rentals available nearby for a fun day on the water.
Yoga at the Park
10 minutes' drive
Relaxing yoga sessions hosted in local parks. Great way to unwind and connect with nature.
Biking the St. Michaels Recreational Path
10 minutes' drive
Enjoy a scenic bike ride along well-maintained paths with beautiful views, suitable for all skill levels.
t at the General Store
t at the General Store
5 minutes' walk
Casual dining with local specialties and a cozy atmosphere. Great for families and friendly gatherings.
The Crab Claw
10 minutes' drive
Seafood restaurant known for its vibrant ambiance and fresh crab dishes. Reservations recommended.
Bistro St. Michaels
10 minutes' drive
Relaxed setting offering international cuisine and an extensive wine list; great for a romantic dinner.
St. Michaels Musical Theatre
10 minutes' drive
Local theater featuring plays and musicals. Family-friendly with regular performances and a vibrant atmosphere.
The Chesapeake Bay Grill
10 minutes' drive
Live music venue with a relaxed vibe, hosting regular music nights. Ideal for casual evenings out.
Getting around
City Centre
Saint Michaels10 min  ·  6.2 km
Airports
Salisbury-Ocean City Wicomico Regional Airport (SBY)150 min  ·  99.9 km
Baltimore, MD (MTN)314 min  ·  208.8 km
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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
is available in for free.
Breakfast
The hotel The Oaks Waterfront provides visitors with a free full breakfast. 
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are allowed on request.
Number of rooms:
16
FAQs
About The Oaks Waterfront Hotel
What time is check-in and check-out at The Oaks Waterfront Hotel?
Check-in is at 15:00 and check-out is by 11:00.
Is parking available at The Oaks Waterfront Hotel?
The hotel offers free on-site parking without the need for reservation.
What dining options are available at The Oaks Waterfront Hotel?
The hotel features an on-site restaurant that offers a complimentary cooked-to-order breakfast.
Which recreational activities can guests participate in at The Oaks Waterfront Hotel?
Guests can enjoy complimentary use of bicycles, canoeing, and access to a seasonal outdoor pool.
Are there any nearby attractions to The Oaks Waterfront Hotel?
Nearby attractions include The Third Haven Friends Meeting House (approximately 2 km) and historical sites in Easton (approximately 19 km).
What amenities are included in the rooms at The Oaks Waterfront Hotel?
Rooms are equipped with air conditioning, a flat-screen TV with satellite channels, a private bathroom, and complimentary toiletries.
Is Wi-Fi available at The Oaks Waterfront Hotel?
Complimentary Wi-Fi is provided throughout the hotel.
What language is spoken by the staff at The Oaks Waterfront Hotel?
The staff at the hotel primarily speaks English.
What is the distance from The Oaks Waterfront Hotel to the nearest airport?
The hotel is located approximately 64 km from Baltimore-Washington International Airport.
Does The Oaks Waterfront Hotel have provisions for business travelers?
The hotel features a business center for guests' use.
Does The Oaks Waterfront Hotel have areas for relaxation and gatherings?
The hotel offers a shared lounge and a rooftop terrace for relaxation.

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