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The Oaks Waterfront

4.0 star property

Photo gallery for The Oaks Waterfront

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Spa
  • Parking included
  • Free Wi-Fi
The current price is NZ$834
includes taxes & fees
4 Aug - 5 Aug

Explore the area

View 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

A bedroom with a large bed, a blue armchair, a nightstand with a lamp, and a window with curtains.

Deluxe Room, 1 Queen Bed

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

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

A neatly arranged bedroom with a large bed, bedside tables, a chair, and a small table with a lamp.

Deluxe Room, 1 King Bed, Accessible

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

View all photos for Luxury Suite, 1 Bedroom, Balcony

A bedroom with a large bed, two bedside tables, a chair, and a window with a view.

Luxury Suite, 1 Bedroom, Balcony

  • Water view
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed
  • Free Wi-Fi

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

A bedroom with a large bed, a sofa, a side table, and a lamp.

Junior Suite, 1 King Bed with Sofa bed

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

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

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

Luxury Cottage, 1 Bedroom, Kitchen, River View

  • Water view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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

A hotel room with a large bed, two armchairs, a small table with a lamp, and two framed botanical prints on the wall.

Junior Suite, 1 King Bed, Balcony

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

View all photos for Deluxe Room, 1 Queen Bed

A hotel room with a large bed, a sitting area with a chair, a small table, and a mirror.

Deluxe Room, 1 Queen Bed

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

View all photos for Deluxe Room, 1 King Bed

A neatly arranged bedroom with a large bed, bedside tables, a chair, and a desk.

Deluxe Room, 1 King Bed

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

View all photos for Deluxe Room, 1 Queen Bed

A hotel room with a large bed, two armchairs, a small table with a lamp, and two framed botanical prints on the wall.

Deluxe Room, 1 Queen Bed

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

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

A neatly arranged bedroom with a large bed, bedside tables, a chair, and framed artwork on the walls.

Deluxe Room, 1 King Bed, Private Bathroom

  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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

A living room with a sofa, armchairs, a coffee table, and artwork on the wall.

Luxury Cottage, 1 King Bed, River View

  • Water view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for Deluxe Room, 1 Queen Bed

A bedroom with a bed, a desk, a chair, and a window.

Deluxe Room, 1 Queen Bed

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

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

A white colonial-style house with a covered porch, brick steps, and outdoor seating.

Luxury Cottage, 1 King Bed, River View

  • Water view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for Deluxe Room, 2 Queen Beds

A hotel room with two beds, a chair, a small table, and a lamp.

Deluxe Room, 2 Queen Beds

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

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

A bedroom with a large bed, bedside tables, a bench, and a window with curtains.

Luxury Cottage, 1 King Bed, River View

  • River view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

About the area

Easton

At The Oaks Waterfront, you'll be 4.6 km (2.9 mi) from Saint Michaels Village and 5.7 km (3.5 mi) from St. Michaels Winery. Highlights at this B&B include free cooked-to-order breakfast, a restaurant and free self-parking. .At the bed & breakfast's own lounge bar, you can stop for a drink. Enjoy the seasonal outdoor swimming pool along with access to kayaking and bike hire. Other amenities include free Wi-Fi in public areas, coffee/tea in a common area and spa services. Each morning free breakfast is served. .Sights within a 10-minute drive of this 4-property class Easton B&B include St. Michaels Museum and Windon Distilling.
View more B&B in EastonOpens in a new window

What's nearby

  • Saint Michaels Village - 5 min drive - 5.9 km
  • St. Michaels Winery - 6 min drive - 7.2 km
  • Windon Distilling - 6 min drive - 7.2 km
  • St. Michaels Marina - 7 min drive - 7.9 km
  • Chesapeake Bay Maritime Museum - 8 min drive - 8.6 km

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
  • ‪Rise Up Coffee - ‬4 min drive
  • ‪Ava's Pizzeria & Wine Bar - St Michaels - ‬7 min drive

About this property

The Oaks Waterfront

There's a restaurant on site. You can enjoy a drink at the bar/lounge. Free breakfast is served daily. WiFi is free in public spaces.

A business centre and meeting rooms are available. A seasonal outdoor pool, a rooftop terrace, and spa services are also featured at The Oaks Waterfront. Self parking is free.

This 4-star Easton bed & breakfast is smoke free.

  • 15 guestrooms or units
  • 3 levels
  • 2 buildings
  • Conference rooms
  • Cooked-to-order breakfast (free)
  • Terrace on the roof
  • Business facilities
  • Coffee in lobby
  • Front desk (24 hours)
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Garden
  • Outdoor picnic space
  • Lift
  • No smoking on site
  • Bar or lounge
  • Dining venue
The Oaks Waterfront offers 15 accommodations with complimentary bottles of water and complimentary bathrobes. Beds feature premium bedding. Smart televisions come with digital channels.

Bathrooms include complimentary toiletries and hairdryers. Guests can surf the web using complimentary wireless Internet access. Housekeeping is provided on a daily basis.

Guests can pamper themselves by indulging in the on-site spa services. Services include massages.

Similar properties

Front of property
The Wildset
Downtown St. Michaels
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
4.9 out of 5, Exceptional, 488 reviews
The price is NZ$515
includes taxes & fees
17 Aug - 18 Aug
The Wildset

Property amenities

Internet

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

Parking and transport

  • Free self parking on site
  • Limited on-site self parking
  • 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 centre
  • 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.
  • Lift
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible business centre
  • Wheelchair-accessible lounge
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible registration desk

More

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

Room amenities

Bedroom

  • Premium bedding

Bathroom

  • Dressing gowns
  • 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

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cots (infant beds) are not available.

Payment types

Important information

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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. This property accepts Visa, Mastercard, American Express and Discover. Cash is not accepted. For guests' safety, the property includes a fire extinguisher, a smoke detector and a first aid kit in all accommodation.

We should mention

  • The seasonal pool will open in May and close in September.
  • Reservations are needed for massage services. For reservations, contact the bed & breakfast before 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

Frequently asked questions

What is the cancellation policy at The Oaks Waterfront?

The Oaks Waterfront offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at The Oaks Waterfront?

As of 30 Jul 2026, prices found for a 1-night stay for 2 adults at The Oaks Waterfront on 4 Aug 2026 start from NZ$834, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is parking available at The Oaks Waterfront?

Yep, The Oaks Waterfront has a free self car park.

Is there a spa on site at The Oaks Waterfront?

There's no onsite spa, but this property does offer services like massages.

Does The Oaks Waterfront have a pool?

The Oaks Waterfront has a seasonal outdoor pool. The pool is open from May to September.

What makes The Oaks Waterfront a romantic place to stay?

Romance packages and a lounge bar, as well as premium bedding in the guestrooms, all help set the scene for a romantic weekend at The Oaks Waterfront.

Does The Oaks Waterfront serve breakfast?

You bet, complimentary cooked-to-order breakfast is offered daily.

Is there a free airport shuttle available at The Oaks Waterfront?

No, The Oaks Waterfront does not offer an airport shuttle service.

Is there a bar or restaurant at The Oaks Waterfront?

Yep, they've got a lounge bar and an onsite restaurant.

What time are check-in & check-out at The Oaks Waterfront?

Check-in begins at 3 PM. Check-out time is 11 AM.

Are pets allowed at The Oaks Waterfront?

No, only service animals are allowed.

The Oaks Waterfront Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 40 out of 42 reviews
Rating 8 - Good. 2 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 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

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

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

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

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

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

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

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

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

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