The Oaks Waterfront

4.0 star property
Waterfront bed & breakfast with free breakfast and a rooftop terrace

Choose dates to view prices

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for The Oaks Waterfront

Front of property
Exterior
Smart TV
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen
View from property

Reviews

10 out of 10

Exceptional

Popular amenities

  • Breakfast included
    Breakfast included
  • Pool
    Pool
  • Pet friendly
    Pet friendly
  • Spa
    Spa
  • 24/7 front desk
    24/7 front desk
  • Parking included
    Parking included

Explore the area

Map
25876 Royal Oak Road, Royal Oak, Easton, MD, 21662
  • St. Michaels Winery
    6 min drive
  • St. Michaels Museum
    6 min drive
  • Chesapeake Bay Maritime Museum
    7 min drive
  • Annapolis, MD (ANP-Lee)
    71 min drive

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Room options

Deluxe Room, 1 Queen Bed

  • Sleeps 2
  • 1 Queen Bed

Deluxe Room, 1 King Bed

  • Water view
  • Sleeps 2
  • 1 King Bed

Junior Suite, 1 King Bed with Sofa bed

  • Water view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

Luxury Cottage, 1 King Bed, River View

  • Water view
  • Sleeps 2
  • 1 King Bed

Luxury Cottage, 1 King Bed, River View

  • Water view
  • Sleeps 2
  • 1 King Bed

Luxury Suite, 1 Bedroom, Balcony

  • Water view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

Deluxe Room, 1 Queen Bed

  • Sleeps 2
  • 1 Queen Bed

Deluxe Room, 1 Queen Bed

  • Sleeps 2
  • 1 Queen Bed

Deluxe Room, 1 King Bed, Private Bathroom

  • Sleeps 2
  • 1 King Bed

Luxury Cottage, 1 King Bed, River View

  • River view
  • Sleeps 2
  • 1 King Bed

Deluxe Room, 1 Queen Bed

  • Sleeps 2
  • 1 Queen Bed

Deluxe Room, 2 Queen Beds

  • Sleeps 4
  • 2 Queen Beds

Deluxe Room, 1 King Bed, Accessible

  • Sleeps 2
  • 1 King Bed

Junior Suite, 1 King Bed, Balcony

  • Water view
  • Sleeps 2
  • 1 King Bed

Luxury Cottage, 1 Bedroom, Kitchen, River View

  • Water view
  • Sleeps 2
  • 1 King Bed

About the neighborhood

Easton

The Oaks Waterfront places you within a 10-minute drive of St. Michaels Winery and St. Michaels Museum. This 4-star bed & breakfast has 15 guestrooms and offers conveniences like free breakfast, free in-room WiFi, and free self parking.

What's nearby

  • St. Michaels Winery - 6 min drive - 3.6 miles
  • St. Michaels Museum - 6 min drive - 3.8 miles
  • Chesapeake Bay Maritime Museum - 7 min drive - 4.3 miles
  • Talbot County Visitor Center - 14 min drive - 7.8 miles
  • Avalon Theatre - 14 min drive - 7.8 miles

Getting around

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

Restaurants

  • ‪Chili's Grill & Bar - ‬13 min drive
  • ‪Foxy's - ‬7 min drive
  • ‪Blue Crab Coffee Co. - ‬7 min drive
  • ‪Carpenter Street Saloon - ‬7 min drive
  • ‪The Crab Claw - ‬8 min drive

About this property

The Oaks Waterfront

Waterfront bed & breakfast with free breakfast and a rooftop terrace
Guests of The Oaks Waterfront enjoy a rooftop terrace, free WiFi in public areas, and meeting rooms. Free parking is available if you drive. The front desk is staffed 24 hours a day to help with luggage storage and tours/tickets. Additional amenities include a business center, a seasonal outdoor pool, and a ballroom.
Guests can expect free WiFi and Smart TVs with digital channels. Bathrooms offer hair dryers and free toiletries, and beds are dressed in premium bedding. Ironing boards are also included.
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.

Languages

English

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

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
  • Smoke-free property

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
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 more details, please contact the property using the information on the booking confirmation
Check-in is from 3-5 PM.

Access methods

Staffed front desk

Pets

  • This property welcomes pets for USD 150 per pet, per stay
  • Dogs only
  • 2 total pets
  • Pets may not be left unsupervised
  • Certain rooms only, restrictions apply
  • Guests can request a pet-friendly room by contacting the property at the number on the booking confirmation
  • Service animals exempt from fees

Property payment types

Important information

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

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

This list may not be comprehensive. Fees and deposits might 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 and a first aid kit
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
  • Check-in: 3 PM—-5 PM
  • Check-out: 11 AM
  • Minimum check-in age: 18
The front desk is open 24 hours a day. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards. Cash is not accepted. 
  • Onsite safety features include a fire extinguisher, a smoke detector, and a first aid kit.

Additional information about polices, regulations, and more:

  • The seasonal pool is open from May to September.
  • Reservations need to be made in advance for massage services. Contact the bed & breakfast at the phone number listed on your booking confirmation.
  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.

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

Are free cancellation options available at The Oaks Waterfront?

The Oaks Waterfront provides free cancellation on certain room rates. For specific requirements, look at the cancellation policy on our site.

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

As of Nov 24, 2024, prices found for a 1-night stay for 2 adults at The Oaks Waterfront on Nov 25, 2024 start from $399.0, excluding 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.

What's there to do close to The Oaks Waterfront?

This bed & breakfast is located in Easton, close to St. Michaels Winery, Chesapeake Bay Maritime Museum, and Avalon Theatre. You'll also find Oxford Museum and St. Michaels Museum within a short drive.

Is parking available on site at The Oaks Waterfront?

Yes, self parking is offered for free at the bed & breakfast. Accessible parking is also available for guests.

Is there a spa available at The Oaks Waterfront?

Spa services at the bed & breakfast include massages.

Does The Oaks Waterfront include a casino at the property?

No, The Oaks Waterfront doesn't have a casino.

Is there an indoor pool at The Oaks Waterfront?

No, this bed & breakfast doesn't have an indoor pool; however, there is an outdoor pool. The seasonal pool is normally open from May until September.

Is The Oaks Waterfront good for couples?

Amenities that appeal to couples at this waterfront bed u0026 breakfast include premium bedding and a smart TV in each guestroom with some featuring river views.

Are there hot tubs at The Oaks Waterfront?

No, there isn't a spa tub at this bed & breakfast.

Does The Oaks Waterfront have a restaurant that serves breakfast?

The Oaks Waterfront offers free cooked-to-order breakfasts each morning though there is no restaurant.

Does The Oaks Waterfront allow pets to stay free of charge?

Although they can't stay for free, dogs are welcome at The Oaks Waterfront for a fee of USD 150 per pet, per stay.

Are there connecting rooms at The Oaks Waterfront?

No, there aren't connecting guestrooms at this bed & breakfast.

Where is the closest airport to The Oaks Waterfront?

The closest major airport to The Oaks Waterfront is Easton, MD (ESN-Easton - Newnam), which is 9.9 mi away (16 minutes by car).

Are there rooms with balconies that I can book at The Oaks Waterfront?

Yes, some guestrooms at this bed u0026 breakfast offer either a balcony or a porch where guests can enjoy river views.

Reviews

10

Exceptional

Rating 10 - Excellent. 51 out of 56 reviews" "
Rating 8 - Good. 5 out of 56 reviews" "
Rating 6 - Okay. 0 out of 56 reviews" "
Rating 4 - Poor. 0 out of 56 reviews" "
Rating 2 - Terrible. 0 out of 56 reviews" "

10/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

10/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

10/10 Excellent

angela jean

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jul 2024

10/10 Excellent

William D

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

10/10 Excellent

Bryan

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Oaks Waterfront Hotel is a beautiful property located only 3 miles from downtown St. Michael’s but felt like our own private getaway. The accommodations are quietly elegant and the grounds are wonderfully maintained. What really made our stay outstanding was the hotel staff, from our hostess, to our bartenders and servers and the gardener we met on our last day. Their hospitality and regard for their profession was apparent in how well we were considered in every service they provided. The property was beautiful and the staff was equally outstanding.
Stayed 2 nights in May 2024

10/10 Excellent

Sarah

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Where to begin with this amazing stay? My husband and I went for a weekend to run the St. Michaels half marathon. We were looking for a quiet, relaxing place and the Oaks Waterfront surpassed our expectations. The property is impeccably maintained and, Linda, made us special early breakfast bags for the race since we would have to leave at 5AM, before breakfast service. She helped us find restaurants, get dinners, it was incredible. The property is so beautiful. We didn't bring our children but it would be a great place for them too!
Stayed 2 nights in May 2024

10/10 Excellent

Erin

Traveled with partner
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

10/10 Excellent

EDMUND

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

10/10 Excellent

Andrew

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

10/10 Excellent

Geeti

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful newly renovated picturesque place, we had a great weekend stay. It’s conveniently located close to Saint Michael and Easton downtown close to great food options, museums and shopping. Staff is attentive unobtrusive and Linda deserves a special mention for excellent recommendations for food and things to do. You can see Oaks is a great wedding venue with pretty interiors and exteriors and we were lucky to have a quiet weekend before it’s unavailable with weddings booked for the entire year. Want to especially mention the delicious breakfast and service every morning. We had a lovely stay and found lots of things to do close by. Highly recommend especially if looking for a top notch bed and breakfast experience with pretty deluxe touches all around.
Stayed 2 nights in Apr 2024

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

10/10 Excellent

Kate

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

10/10 Excellent

Richard

Traveled with partner
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

10/10 Excellent

Debra

Traveled with partner
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

10/10 Excellent

Allie

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

10/10 Excellent

Connie

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

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

10/10 Excellent

Sarah

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Husband Birthday
I would give this property and staff a 12 if ratings went that high.
Stayed 2 nights in Jul 2023

10/10 Excellent

John

Traveled with partner
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

10/10 Excellent

Anna

Traveled with partner
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!

10/10 Excellent

Marguerite

Traveled with partner
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

10/10 Excellent

Joe

Stayed 2 nights in Jun 2023

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

8/10 Good

Marka

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
The property was recently renovated and is absolutely beautiful and relaxing. I think more eating and drinking options on the property would be helpful. The bar wasn’t really open and the only food option is breakfast at 8:30 am. You must leave the property and drive to town for all your drinks and meals which felt like a hassle sometimes.
Stayed 3 nights in May 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Oct 2022

10/10 Excellent

William

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2022

10/10 Excellent

John

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful Rooms and scenery. Staff very personable and attention to detail lends that personal touch to your stay.
Stayed 2 nights in Sep 2022