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10 / 10 Guest Rating

The Oaks Waterfront Hotel

25876 Royal Oaks Road , Saint Michaels, us

The Oaks Waterfront Hotel - main view

About the Property

Luxurious Accommodation
Experience comfort and style at The Oaks Waterfront with rooms featuring modern amenities including flat-screen TVs and private bathrooms with complimentary toiletries.

Relaxing Facilities
Unwind in our shared lounge or take a refreshing dip in the seasonal swimming pool, perfect for a leisurely afternoon under the sun.

Explore the Outdoors
Take advantage of complimentary bicycle rentals and explore the picturesque surroundings, or venture into the waters with popular activities like canoeing. An ideal getaway for nature enthusiasts!

Book your stay at The Oaks Waterfront now to indulge in a perfect blend of relaxation and adventure.

Facilities & Amenities

WiFi available
Free WiFi
Parking
Free Parking
Non-smoking rooms
Air conditioning
Swimming pool
24-hour front desk
Restaurant
Heating

Important Information

Check-in & Out

Check-in
Check-out11:00 AM

Property Notes

Please note that pets are only allowed in the following unit: One-Bedroom Cottage. Please note that pets are only allowed upon request and subject to approval. Additional charges may apply.Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation. Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Guests under the age of 18 can only check in with a parent or official guardian. A deposit may be required at the property.

Check Room Availability

1 night ยท 2 adults

Available Rooms

Standard Queen Room - Photo 1
Standard Queen Room - Photo 2
1/2

Standard Queen Room

Offering free toiletries and bathrobes, this double room includes a private bathroom with a walk-in shower and a hairdryer. This double room is air-conditioned and features a flat-screen TV with streaming services, a wardrobe and heating. The unit offers 1 bed.

0
Sleeps 2
1 Queen bed (151-180 cm wide)
Amenities
ShowerAir conditioningHair dryerBathrobeToiletPrivate bathroom

Standard Queen Room

Non-refundable
Breakfast Included
20% OFF$766.81

$613.45

Includes taxes & fees
Deluxe Double Room - Photo 1
Deluxe Double Room - Photo 2
Deluxe Double Room - Photo 3
1/3

Deluxe Double Room

Offering free toiletries and bathrobes, this double room includes a private bathroom with a walk-in shower and a hairdryer. This double room is air-conditioned and has a flat-screen TV with streaming services, a wardrobe and heating. The unit has 2 beds.

0
Sleeps 2
2 Queen bed (151-180 cm wide)
Amenities
ShowerAir conditioningHair dryerBathrobeToiletPrivate bathroom

Deluxe Double Room

Non-refundable
Breakfast Included
20% OFF$940.75

$752.6

Includes taxes & fees
One-Bedroom Suite - Photo 1
One-Bedroom Suite - Photo 2
One-Bedroom Suite - Photo 3
One-Bedroom Suite - Photo 4
One-Bedroom Suite - Photo 5
One-Bedroom Suite - Photo 6
1/6

One-Bedroom Suite

This suite features 1 living room, 1 separate bedroom and 1 bathroom with a walk-in shower and free toiletries. The suite features air conditioning, a seating area, a dining area, a wardrobe and a flat-screen TV with streaming services. The unit has 2 beds.

0
Sleeps 2
1 Sofa bed (Variable Size)
Amenities
ShowerAir conditioningHair dryerBathrobeSeating AreaToilet

One-Bedroom Suite

Non-refundable
Breakfast Included
20% OFF$1,288.65

$1,030.92

Includes taxes & fees

Guest Reviews

10
Exceptional100 verified reviews
AI Summary

Guests highly rate the exceptional service and frequently praise the stunning location.

Categories

Cleanliness10.0
Service10.0
Location10.0
Room Quality10.0
Amenities10.0
Value for Money10.0
Food and Beverage10.0
Overall Experience10.0

Select topics to read reviews

D
David
Verified booking
Standard Room
Stayed in Sep 2, 2025

"Get away "

10.0

Everyone and everything was great customer service is at all time best. The Oaks goes out of way to insure nice stay. Food although limited is still fantastic. The grounds are also spectacular. Hats of to Beth?

Helpful?
H
Howard
Verified booking
Standard Room
Stayed in Aug 26, 2025

"Anniversary extravaganza "

10.0

Everything was amazing at The Oaks. So many places to find quiet and comfort โ€” 2 nd floor deck, pier enclosure, outdoor Adirondack chairs. The welcoming area is quietly and responsibly staffed with beverages available 24/7. Assistance was always available texts answered immediately โ€” nice touch. The luxurious bed and the heated bathroom floor added substantially to our lovely accommodations. The grounds and building interior and exterior were impeccably maintained. Loved our stay and only have scratched the surface on all the extras โ€”pool, bicycles and kayaks. Will return, for sure.

Helpful?
T
Thomas
Verified booking
partner
Standard Room
Stayed in Aug 16, 2025

"Excellent"

8.0

The facility designed was out standing and the staff was very good.

Helpful?
D
dcgal517WASHINGTON DC, DISTRICT OF COLUMBIA
Verified booking
NONE
Standard Room
Stayed in Aug 14, 2025

"Fours Seasons vibes but better"

10.0

We visited for one night and loved the property. The customer service was stellarโ€”from being personally greeted and cared for, to the kindness shown by everyone from the manager, front desk hosts, waitstaff, and cleaning staff. Everyone was committed to providing a superior experience that far exceeded what youโ€™d typically receive at a hotel. There was a refrigerator on-site (not in the rooms), which was a wonderful amenity. Breakfast, which is included, offers four optionsโ€”yogurt parfait, omelet, French toast, or biscuits with sausage gravyโ€”from which you can choose. The dรฉcor, attention to detail, and even the scent of the property were unmatched. Honestly, it felt equivalent in quality and prestige to the Four Seasons or Ritz, but with a boutique feel. We took advantage of the bikes and rode them nearby. While the hotel is too far to bike to historic Easton or St. Michaelโ€™s, there are pleasant side streets for a short ride. Because the property is so quiet and tranquil, we wouldnโ€™t recommend it for families with very active or loud children. We did see guests with young children, but I didnโ€™t notice anyone with multiple kids. Peaceful, mature ambience. Highly recommend without reservation and will certainly be back.

Helpful?
M
Meander616140
Verified booking
Family
Standard Room
Stayed in Aug 7, 2025

"Gorgeous inn on beautiful grounds"

10.0

This beautiful property was just two hours from our home but it felt like we were transported a world away. The rooms were lavish and impeccably clean, the Oak Room dining experiences were amazing, and the property grounds were perfectly maintained. My family agreed the crab cake was the best we ever had! The owners and staff were friendly and eager to assist. It is a lovely place that I hope to return to again.

Helpful?
B
Barbara
Verified booking
partner
Standard Room
Stayed in Jul 25, 2025

"Exceptional"

10.0

Loved the Oaks! Fabulous accommodations and excellent staff

Helpful?
M
moshef517
Verified booking
Couples
Standard Room
Stayed in Jul 15, 2025

"Can't wait to go back to this georgeous resort."

10.0

From the moment we arrived, my wife and I knew we had found a hidden jewel. We were greeted with warmth and great explanations of how to have a wonderful experience. We chose a cabin...which was a bit more expensive AND worth every dollar. Beautifully decorated, soft bed, luxurious bathroom and shower. Georgeoous grounds which are so spacious and filled with color and well manicured. We look forward to going back !!

Helpful?
R
Roving46130485681
Verified booking
Couples
Standard Room
Stayed in Jun 22, 2025

"The very best experience EVER"

10.0

My husband and I have not been on a "just the two of us" getaway in a long time. We chose the Oaks Waterfront for our birthday / anniversary celebration. We have never had a better hospitality experience. The staff went above and beyond to be sure we were satisfied with our room, and our accommodations were outstanding. Kudos to Lin, Linda, Kathie, and the whole team for treating us like royalty. Breakfasts, Dinners, and Bar experience, all exceeded our expectations. Thank you so much for contributing to our romantic getaway and we will surely be back in the future!

Helpful?
H
HBRol
Verified booking
Couples
Standard Room
Stayed in Jun 6, 2025

"Perfection!"

10.0

This was our second stay at this incredible hotel and it definitely will not be our last. We visited for our anniversary and were unable to get a dinner reservation at the restaurant we wanted, and the staff was able to make a call and get us the reservation, the time and the table we wanted. That's just one example of their willingness to make sure you have the best experience possible. The decor and attention to detail in regard to linens, pillows, the shower and everything else you can think of are evident everywhere you look. We were given a personal boat ride to St. Michael's harbor in the 40 foot Hinckley yacht belonging to the hotel. We were able to sit outside at any time of the day and watch nature on the Chesapeake Bay at its finest. Don't miss an opportunity to visit The Oaks!

Helpful?
S
S6673CVtonir
Verified booking
Couples
Standard Room
Stayed in Jun 5, 2025

"Thank you for a wonderful experience."

10.0

Excellence is the only word to describe this hotel. The hospitality, the culture of servant leadership and service was consistent. Housekeeping, groundskeepers, guest services, bartender to servers were amazing. The hotel is beautiful.

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