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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

Queen Room - Photo 1

Queen Room

Featuring 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 1 bed.

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

Queen Room

Non-refundable
Breakfast Included
20% OFF$723.31

$578.65

Includes taxes & fees
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$708.82

$567.06

Includes taxes & fees
Deluxe Queen Room - Photo 1
Deluxe Queen Room - Photo 2
1/2

Deluxe Queen Room

Featuring 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 1 bed.

0
Sleeps 2
1 Extra-large double bed (Super-king size) (181-210 cm wide)
Amenities
ShowerAir conditioningHair dryerBathrobeToiletPrivate bathroom

Deluxe Queen Room

Non-refundable
Breakfast Included
20% OFF$752.3

$601.84

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$882.76

$706.21

Includes taxes & fees
Junior Suite - Photo 1
Junior Suite - Photo 2
Junior Suite - Photo 3
Junior Suite - Photo 4
1/4

Junior Suite

The air-conditioned suite has 1 bedroom and 1 bathroom with a walk-in shower and a hairdryer. The suite offers a seating area, a wardrobe, a sofa, heating, as well as a flat-screen TV with streaming services. The unit has 2 beds.

0
Sleeps 2
1 Extra-large double bed (Super-king size) (181-210 cm wide)
1 Sofa bed (Variable Size)
Amenities
ShowerAir conditioningHair dryerBathrobeSeating AreaToilet

Junior Suite

Non-refundable
Breakfast Included
20% OFF$984.24

$787.39

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

J
J490SRronalds
Verified booking
Family
Standard Room
Stayed in Jun 22, 2026

"Outstanding small hotel in all aspects"

10.0

The Oaks is by far the most beautiful small, isolated hotel on the Easter Shore of MD. The hotel is immaculate inside as well as the grounds. We have stayed there the last 3 years during the summers and will return in the Fall. The staff goes out of their way from welcoming you until you check out. The hotel staff makes you feel like you are family, and that is not an exaggeration.

Helpful?
H
heathrowgELLICOTT CITY, MARYLAND
Verified booking
Friends getaway
Standard Room
Stayed in Jun 18, 2026

"Magical and special!"

10.0

We had a magical night at The Oaks celebrating a 60th wedding anniversary with about 125 people. The hotel is absolutely gorgeous, having been completely renovated in recent years. Furnishings and decor are elegant yet comfortable in coastal soft blues and golds. The on-the water space is beautiful - a sprawling porch, a beautiful semi-enclosed pier (we had cocktail hour out there, and even their own stunning restored vintage Hinkley boat available for guest outings. The food was delicious and the staff is lovely and accommodating. We had the added pleasure of spending the evening in one of the water front rooms. It was also delightful - pretty furnishings, very comfortable bed, luxurious linens. BONUS - the nearby historic town of Easton is full of good restaurants and fun shops!

Helpful?
B
BrellieWASHINGTON DC, DISTRICT OF COLUMBIA
Verified booking
Couples
Standard Room
Stayed in Jun 10, 2026

"Must go to the restaurant"

10.0

Go for the view but stay for the food. The food gets better and better. No attention to detail is too small for the chef or staff to overlook. Everything is prefect and they all try to be better than perfect each time and they succeed. Yari is the best waitress. Happy hour is spectacular. Check the calendar for events including closures and music.

Helpful?
G
gdmur
Verified booking
Couples
Standard Room
Stayed in Jun 7, 2026

"A delightful stay at The Oaks"

10.0

My husband and I just enjoyed the most delightful three days at the Oaks. The hotel is beautifully decorated , the grounds are immaculate and perfectly landscaped. The waterfront setting allows for a gorgeous and serene experience. Our room was lovely and extremely well appointed. The perfect weather allowed us to enjoy delicious breakfasts every morning on the terrace and an exquisite dinner on the pier, thus savoring the beautiful scenery. From the minute we arrived to the time we had to leave, we felt right at home. The entire staff could not have been more helpful, attentive, and accommodating, making us feel welcome every minute of our stay. We can't wait to come back!

Helpful?
V
Venture63187164843
Verified booking
Couples
Standard Room
Stayed in May 31, 2026

"wonderful - best ever"

10.0

This is probably the best hotel we have ever stayed. Better than ritz, four season, newbury, etc. the receently completed renovation was beautiful and the construction quality outstanding. all the staff were super well trained and friendly. the food was excellent. the locatin is beautiful. i can see why is a great wedding venue (have paid for two weddings). plus, not expensive as these things go. we stopped for a break from our florida to vermont semi annual migration. cant say enough wonderful things.

Helpful?
A
abdulelahsaSA
Verified booking
couple
Standard Room
Stayed in May 13, 2026

"Exceptional"

9.0

The staff's treatment, the quietness of the place, and the cleanliness of the place.

The multiple levels make it difficult to carry luggage easily, and the bed is very small.

Helpful?
W
windjammer2000
Verified booking
Couples
Standard Room
Stayed in May 4, 2026

"Serenity and Comfort"

10.0

Relaxed and refreshed after three pleasant, peaceful days at the Oaks. Our room was decorated with style, serenity and comfort. Beautiful sunrise overlooking the water surrounded by the beautiful gardens and landscape of The Oaks. The complimentary breakfast was a perfet start to our day. Our room was immaculately refreshed each day and the staff, all the staff, were friendly, cordial professional, and easily to engage in pleasant conversation. We will definitely return.

Helpful?
D
d19fischerRICHMOND, VIRGINIA
Verified booking
Couples
Standard Room
Stayed in Apr 13, 2026

"You canโ€™t go wrong here!"

10.0

What a WONDERFUL place! We had the most perfect weekend staying at The Oaks and visiting St. Michaelโ€™s. The facilities are beautiful, inside and out, and immaculately taken care of. Every employee we met was welcoming and helpful, with a special shoutout to Linda for always checking in with us to make sure we had everything we needed. Sujoy, the bartender, also made delicious Masterโ€™s themed drinks. Donโ€™t forget to have breakfast in the dining room! It was the perfect way to start each day and the staff were so kind and accommodating.

Helpful?
J
jemagm
Verified booking
Couples
Standard Room
Stayed in Mar 16, 2026

"Relaxing weekend away"

10.0

We spent a wonderful weekend at the Oaks . The staff is AMAZING and so welcoming. Every one of our needs were met . Delicious food for dinner on Saturday night. Sujoy at the bar, Kathi at front desk and Joe EVERYWHERE makes you feel so at home. Osney drove us to and from dinner in town on Friday night . The atmosphere is so relaxing - you feel the stress evaporate when you walk in the front doors. This is our third time staying here and we will be back- highly recommend !

Helpful?
A
Aljacksoniii
Verified booking
Couples
Standard Room
Stayed in Feb 26, 2026

"First Class Experience"

10.0

The recently renovated Oaks Waterfront Hotel is the perfect spot for a weekend getaway. Close to both St. Michaels and Easton, there is lots to see and do. And dinner at the Oaks was spectacular!

Helpful?