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The Oaks Waterfront

4.0 star property

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Photo gallery for The Oaks Waterfront

Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen
Front of property
Indoor wedding
Free toiletries, hair dryer, bathrobes, heated floors
Luxury Suite, 1 Bedroom, Balcony | Balcony view

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Spa
  • Pet friendly
  • Parking included
  • Free WiFi
The current price is $538
$489 nightly
$538 total
Total with taxes and fees
Jun 14 - Jun 15

Explore the area

View in a map
25876 Royal Oak Road, Royal Oak, Easton, MD, 21662
  • Place, Saint Michaels Village
    ‪5 min drive‬
  • Place, St. Michaels Winery
    ‪6 min drive‬
  • Place, St. Michaels Marina
    ‪7 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪17 min drive‬

Room options

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

Deluxe Room, 1 Queen Bed

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Room, 1 King Bed, Accessible

Deluxe Room, 1 King Bed, Accessible | Premium bedding, iron/ironing board, free WiFi, bed sheets

Deluxe Room, 1 King Bed, Accessible

10.0 out of 10
Exceptional
(2 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Luxury Suite, 1 Bedroom, Balcony

Luxury Suite, 1 Bedroom, Balcony | Premium bedding, iron/ironing board, free WiFi, bed sheets

Luxury Suite, 1 Bedroom, Balcony

  • Water view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed
  • Free WiFi

View all photos for Junior Suite, 1 King Bed with Sofa bed

Junior Suite, 1 King Bed with Sofa bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

Junior Suite, 1 King Bed with Sofa bed

10.0 out of 10
Exceptional
(1 review)
  • Water view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed
  • Free WiFi

View all photos for Luxury Cottage, 1 Bedroom, Kitchen, River View

Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

Luxury Cottage, 1 Bedroom, Kitchen, River View

  • Water view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Junior Suite, 1 King Bed, Balcony

Premium bedding, iron/ironing board, free WiFi, bed sheets

Junior Suite, 1 King Bed, Balcony

10.0 out of 10
Exceptional
(2 reviews)
  • Water view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

Deluxe Room, 1 Queen Bed

10.0 out of 10
Exceptional
(2 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Room, 1 King Bed

Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

Deluxe Room, 1 King Bed

10.0 out of 10
Exceptional
(5 reviews)
  • Water view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Deluxe Room, 1 Queen Bed

Premium bedding, iron/ironing board, free WiFi, bed sheets

Deluxe Room, 1 Queen Bed

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Room, 1 King Bed, Private Bathroom

Deluxe Room, 1 King Bed, Private Bathroom | Premium bedding, iron/ironing board, free WiFi, bed sheets

Deluxe Room, 1 King Bed, Private Bathroom

  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Luxury Cottage, 1 King Bed, River View

Luxury Cottage, 1 King Bed, River View | Living area | Smart TV

Luxury Cottage, 1 King Bed, River View

  • Water view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

Deluxe Room, 1 Queen Bed

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Luxury Cottage, 1 King Bed, River View

Luxury Cottage, 1 King Bed, River View | Premium bedding, iron/ironing board, free WiFi, bed sheets

Luxury Cottage, 1 King Bed, River View

  • Water view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Deluxe Room, 2 Queen Beds

Deluxe Room, 2 Queen Beds | Premium bedding, iron/ironing board, free WiFi, bed sheets

Deluxe Room, 2 Queen Beds

10.0 out of 10
Exceptional
(2 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

View all photos for Luxury Cottage, 1 King Bed, River View

Premium bedding, iron/ironing board, free WiFi, bed sheets

Luxury Cottage, 1 King Bed, River View

  • River view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

Similar properties

Front of property
The Wildset
Downtown St. Michaels
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
4.9 out of 5, Exceptional, 457 reviews
$249 nightly
The price is $274
Jul 6 - Jul 7
Total with taxes and fees
The Wildset

About the neighborhood

Easton

Located in Easton, The Oaks Waterfront is on the waterfront, a 5-minute drive from Saint Michaels Village and 6 minutes from St. Michaels Winery. .This bed & breakfast is 16.9 mi (27.2 km) from Chesapeake Bay and 3.6 mi (5.7 km) from Windon Distilling.
View more B&B in EastonOpens in a new window

What's nearby

  • Saint Michaels Village - 5 min drive - 3.7 miles
  • St. Michaels Winery - 6 min drive - 4.5 miles
  • St. Michaels Museum - 6 min drive - 4.7 miles
  • St. Michaels Marina - 7 min drive - 4.9 miles
  • Chesapeake Bay Maritime Museum - 8 min drive - 5.4 miles

Getting around

  • Cambridge Station - 36 min drive
  • Easton, MD (ESN-Easton - Newnam) - 16 min drive

Restaurants

  • ‪Foxy's Harbor Grille - ‬7 min drive
  • ‪The Crab Claw - ‬8 min drive
  • ‪Doc's Sunset Grille - ‬27 min drive
  • ‪Carroll's Market - ‬8 min drive
  • ‪Ava's Pizzeria & Wine Bar - St Michaels - ‬7 min drive

About this property

The Oaks Waterfront

The Oaks Waterfront offers 15 accommodations with complimentary bottled water and bathrobes. Beds feature premium bedding. Smart televisions come with digital channels.

Bathrooms include complimentary toiletries and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided daily.

Recreational amenities at the bed & breakfast include a seasonal outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guests can pamper themselves by indulging in the onsite spa services. Services include massages.
Stay in one of 15 guestrooms featuring Smart televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include complimentary bottled water and irons/ironing boards, and housekeeping is provided daily.
Don't miss out on recreational opportunities including a seasonal outdoor pool and bicycles to rent. This bed & breakfast also features complimentary wireless internet access, concierge services, and a picnic area.
At The Oaks Waterfront, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. A complimentary cooked-to-order breakfast is served daily.
Featured amenities include a business center, a 24-hour front desk, and luggage storage. Free self parking is available onsite.
Guests are offered a complimentary cooked-to-order breakfast each morning.
The Oaks Waterfront has a restaurant on site.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Wheelchair-accessible parking available

Food and drink

  • Free cooked-to-order breakfast available daily
  • A bar/lounge
  • A restaurant
  • Coffee and tea in common areas

Things to do

  • Bicycle rentals
  • Kayaking
  • Paddleboard
  • Seasonal outdoor pool

Family friendly

  • Seasonal outdoor pool

Conveniences

  • 24-hour front desk
  • Luggage storage

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Proposal/romance packages
  • Tour and ticket assistance

Business services

  • Business center
  • Meeting rooms

Outdoors

  • Garden
  • On the waterfront
  • Picnic area
  • Rooftop terrace

Spa

  • Massage
  • Spa services

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible business center
  • Wheelchair-accessible lounge
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to elevator
  • Wheelchair-accessible registration desk

More

  • 2 buildings
  • 3 floors
  • Ballroom
  • Smoking not allowed

Room amenities

Bedroom

  • Premium bedding

Bathroom

  • Bathrobes
  • Free toiletries
  • Hair dryer
  • Heated bathroom floor
  • Private bathroom
  • Toothbrush and toothpaste (on request)
  • Towels provided

Entertainment

  • Smart TV with digital channels

Food and drink

  • Free bottled water

More

  • Air conditioning (climate-controlled)
  • Iron/ironing board

Policies

Check-in

Check-in start time: 3 PM; Check-in end time: 5 PM
Early check-in subject to availability
Late check-in subject to availability
Minimum check-in age: 18

Check-out

Check-out before 11 AM
Late check-out subject to availability

Special check-in instructions

Guests must contact the property in advance for check-in instructions; front desk staff will greet guests on arrival at the property
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 5 PM please contact the property in advance using the information on the booking confirmation
For any questions, please contact the property using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools
Check-in is from 3-5 PM.

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 150 per pet, per stay
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Pets cannot be left unattended
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation
Food and water bowls are available

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Optional extras

  • Pet fee: USD 150 per pet, per stay
  • Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
Safety features at this property include a fire extinguisher, a smoke detector, and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property

We should mention

The seasonal pool will be open from May to September
Reservations are required for massage services; reservations can be made by contacting the property prior to arrival, using the contact information on the booking confirmation

Property is also known as

Oaks Waterfront Inn Royal Oak
Oaks Waterfront Inn Easton
Oaks Waterfront Royal Oak
Oaks Waterfront Easton
Country Inn Royal Oak
Royal Oak Country Inn
The Oaks Waterfront Inn And Events Hotel Royal Oak
Oaks Waterfront Inn
The Oaks Waterfront Inn
The Oaks Waterfront Easton
The Oaks Waterfront Bed & breakfast
The Oaks Waterfront Bed & breakfast Easton

The Oaks Waterfront Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 39 out of 41 reviews
Rating 8 - Good. 2 out of 41 reviews
Rating 6 - Okay. 0 out of 41 reviews
Rating 4 - Poor. 0 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

10/10

Cleanliness

10/10

Staff & service

9.8/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Jeffrey

Liked: Cleanliness, amenities, property conditions & facilities
Staff, breakfast, and room were all superb!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Seth

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful property, wonderful staff, excellent food service.
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Connie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property, great service, wonderful breakfast.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Barbara

Liked: Cleanliness, amenities, property conditions & facilities
Loved the Oaks! Fabulous accommodations and excellent staff
Stayed 2 nights in Jul 2025
Verified

8/10 Good

Thomas

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The facility designed was out standing and the staff was very good.
Stayed 1 night in Aug 2025
Verified

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Beautiful decor, exceptional staff, food was delicious. Serene surroundings. Excellent stay!
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

EDMUND

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful facility and grounds and friendly staff.
Stayed 2 nights in May 2024
Verified

10/10 Excellent

James

Liked: Cleanliness, amenities, property conditions & facilities
Our stay at The Oaks exceeded our expectations. It was recommended to us by a family friend. All staff were very informative and helpful. We will definitely make it a point to return.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

diane mc

Liked: Cleanliness, staff & service, property conditions & facilities
delightful and charming! great views and peaceful! We really enjoyed our stay!
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Cary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Gorgeous clean property, stunning location & comfy bed! Worth every penny and we will stay again!
Stayed 1 night in Sep 2024
Verified

10/10 Excellent

John

Liked: Cleanliness, staff & service, property conditions & facilities
The property is very well maintained, staff is super friendly and property is newly renovated
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Andrew

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful property, loved it!
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Deborah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was one of the nicest hotels I've stayed at. The property was absolutely beautiful. The public and guest rooms were immaculate and nicely decorated. All staff went out of their way to be helpful and make you feel welcome. We had breakfast and dinner in the restaurant and the food was phenomenal, and the beautiful view of the water was a bonus.
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Erin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
10/10 beautifully renovated 1700s resort. Transportion available until 10 pm, chef made breakfast included in your stay. Great beds, canoes available to use.
Stayed 2 nights in May 2024
Verified

10/10 Excellent

FRANCES

Liked: Cleanliness, staff & service, property conditions & facilities
Wonderful place. Beautiful. Staff was top notch. Accommodations were outstanding.
Stayed 3 nights in Mar 2024
Verified

10/10 Excellent

David

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Get away

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?
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Richard

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Outstanding boutique hotel on the water. Everything is new. Staff is fantastic. Lovely romantic weekend there
Stayed 2 nights in Feb 2024
Verified

10/10 Excellent

Marguerite

Liked: Cleanliness, staff & service, property conditions & facilities
A beautiful property! A beautiful staff running the property! Delicious and Serene. It was a perfect get away!
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

William D

Liked: Property conditions & facilities
Everything was outstanding. We will be back.
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Allie

Liked: Staff & service, amenities, property conditions & facilities
Can not say enough wonderful things.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful property. Staff was polite, helpful and friendly. Great options for breakfast and food was delicious. Kayaks were nice and easy launching area. King room with water view and balcony was comfortable and clean. Will return!!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Lili

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

I definitely coming back!

Our stay at the Oaks at Waterfront was wonderful. The hotel has gone through a major renovation and is absolutely beautiful. The staff were so helpful and friendly. No hesitation that we are coming back for another visit. Stay in this little gem of a inn in the St Michael’s area.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Kate

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Exquisite and gracious service. Stunning appointments throughout. Just beautiful.
Stayed 2 nights in Mar 2024
Verified

10/10 Excellent

Anna

Liked: Cleanliness, staff & service, property conditions & facilities
We loved our stay here! The facility and grounds are immaculate. The staff, especially Linda, Lamond and Joe, make sure that you feel welcome and are taken care of. Serenity at its best! Highlights were (all included with stay) delicious gourmet breakfast, saltwater pool, on-site activities, and shuttle to town. Highly recommend The Oaks for your stay in St. Michaels! We will definitely be back!
Verified

10/10 Excellent

Gregg

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Anniversary

Our visit was exceptional and the hotel was magnificent. One disappointment was we had asked for a king bed and was given two queen beds instead.
Stayed 3 nights in Jun 2023