About this property

Featuring complimentary WiFi, The Oaks Waterfront Hotel offers accommodations in Saint Michaels. Rooms come with a flat-screen TV. Every room is equipped with a private bathroom. For your comfort, you will find bathrobes, complimentary toiletries and a hairdryer. You will find a shared lounge and a seasonal swimming pool at the property. Complimentary use of bicycles is available at this inn and the area is popular for canoeing. Annapolis is 24 mi from The Oaks Waterfront Hotel, while Cambridge is 13 mi away. Baltimore - Washington International Airport is 40 mi from the property.

Couples in particular like the location – they rated it 9.6 for a two-person trip.

Distance in property description is calculated using © OpenStreetMap

Property highlights

    • Perfect for a 3-night stay!

    • Top Location: Highly rated by recent guests (9.7)

    • Want a great night's sleep? This property was highly rated for its very comfy beds.

    • Free Private Parking Available On Site


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Availability

We have no availability here between Thu, Oct 2, 2025 and Sun, Oct 5, 2025.

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1 king bed
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1 queen bed
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1 king bed
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2 queen beds
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1 king bed
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Bedroom
1 king bed
Living room
1 sofa bed
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1 king bed
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1 sofa bed
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Guest reviews

Categories:

Staff
Facilities
Cleanliness
Comfort
Value for money
Location
Free Wifi

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Guests who stayed here loved

  • Natalie
    United States United States
    Everything was absolutely wonderful- our room, the dinner and breakfast, the staff and beautiful grounds.
  • Michael
    United States United States
    My friend andI were so amazed when we arrived at The Oaks. From the beginning of our sty until the end we were thrilled that we discovered this awesome place. Everything was beautiful and so relaxing, friendly, and accommodating. We plan to return...
  • Bronda
    United States United States
    The location is outstanding - beautiful setting and was very close to town. The breakfast was good.
  • Huff
    United States United States
    The bike riding Canoeing on the lake Swimming in the pool
  • Adriane
    United States United States
    The grounds are absolutely beautiful! Shuttle service is awesome. Very friendly staff.
  • Carol
    United States United States
    Everything was great. The staff went out of their way to make sure everything was good
  • Cassandra
    United States United States
    The breakfast was delicious each morning and a great selection. Staff was excellent and attentive.
  • Ivan
    United States United States
    the room ,view and balcony were extremely comfortable, attractive and pristine. there were so many comfortable spots to sit and relax and enjoy the peaceful and beautiful view.
  • Timothy
    United States United States
    The staff couldn’t have been more accommodating particularly the woman who served breakfast in the morning. I think she was a manager.
  • Andrew
    United States United States
    THE STAFF WAS VERY PROFESSIONAL AND FRIENDLY. My wife and I were very pleased with everything about our accommodations. I think it was the cleanest hotel I've ever been to. I told my wife at breakfast that everything was so clean and bright that...

Area info

Restaurants

1 Restaurant On Site
  • The Oak Room
    • Open for
      Dinner • Cocktail hour
    • Dietary options
      Vegetarian • Gluten-free • Dairy-free

House rules

The Oaks Waterfront Hotel takes special requests – add in the next step!
Check-in
From 3:00 PM to 5:00 PM
Guests are required to show a photo ID and credit card at check-in.
You need to let the property know what time you'll be arriving in advance.
Check-out
Until 11:00 AM
Cancellation/ prepayment
Cancellation and prepayment policies vary according to accommodation type. Check what conditions apply to each option when making your selection.
Children & Beds

Child policies

Children of all ages are welcome.

Children 18 and above will be charged as adults at this property.

To see correct prices and occupancy info, add the number and ages of children in your group to your search.

Crib and extra bed policies

Cribs and extra beds aren't available at this property.

No age restriction
There's no age requirement for check-in
Pets
Pets are allowed on request. Charges may apply.
Cards accepted at this property
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The fine print

Must-know information for guests at this property

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.

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.

Please inform The Oaks Waterfront Hotel 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 under the age of 18 can only check in with a parent or official guardian.

In accordance with government guidelines to minimize transmission of the coronavirus (COVID-19), this property currently isn't accepting guests from certain countries on dates where such guidelines exist.

Outdoor swimming pool: Closed from Sun, Sep 14, 2025 until Sun, May 24, 2026