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The Oaks Waterfront Inn & Events
About
On WeddingWire since 2009
A waterfront wedding venue in Easton, Maryland, The Oaks Waterfront Hotel has been an integral part of the wedding community since 1997. Located on a cove off the Chesapeake Bay, the venue provides the picture-perfect setting for celebrating your union. Locally owned and managed, The Oaks Waterfront is the perfect choice for a joyous gathering of family and friends!
Facilities and Capacity
Surrounded by 10 acres of scenic landscape, The Oaks Waterfront Hotel boasts an abundance of versatile event space. Offering both indoor and outdoor settings.
Services Offered
Those who book The Oaks Waterfront Hotel for their festivities benefit from a wide array of services. In addition to all-inclusive wedding packages, the venue also offers the following:
- Setup
- Cleanup
- Event planning
- Event rentals
- In-house bar
- In-house catering
- Lighting/sound
Accommodation
The Oaks offers guests the choice of staying in one of 11 in-house rooms or one of our beautiful waterview cottages. Selective rooms feature premium amenities including soaking tubs, private balconies and gorgeous water views.
All Guests enjoy a complimentary made to order breakfast served daily, 24-hour coffee and tea and in-room amenities including robes, hairdryer, steamer, Apple TV, individual climate control, heated bathroom floors, and complimentary Wi-Fi.
History
The fascinating history of the recently renovated Oaks Hotel dates back to the 17th Century. The Hotel resides on property from an original land grant deed to the Benson family by Lord Baltimore in about 1680. The entire plot of land consisted of 740 acres. A 42 acre portion of that property, where the Hotel now sits, was sold to the Harper Family in 1884 for $5,900. They farmed the land and it became known as Oak Hall.
Frederick Harper and his wife, Louise, started running the Hotel as a boarding house in 1902 to help with the expense of the farm. Guests would travel by steamship from the Western Shore to nearby Claiborne and then catch the train to the hotel.
The Harpers sold the farm in 1971 to the German Company Schwaben International who continued to run the Hotel as a corporate resort and cultural conference center. In 1996, a St. Michaels couple purchased and completely renovated the Inn.
In the winter of 2005, the Inn underwent a second major renovation adding on a large ballroom on the water side of the Inn. Since then, The Oaks has served as a premier waterfront venue for wedding receptions – where every moment is unforgettable.
Under new ownership in 2022, the Oaks began its most substantial renovation to date, with no detail left unturned. Renovations include soundproofed rooms, a new bar, new flooring, an elevator, waterfront cottages and many other luxury additions. The Oaks looks forward to celebrating your special moment, in an exclusive setting, with dedicated professionals, ensuring a relaxing and memorable event at our luxury establishment.
Frequently Asked Questions
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9 Endorsements
The Oaks Waterfront Inn & Events is a beautiful venue with a great location and an amazing staff. Their professional service is always a pleasure to work with for events. We work often with them for weddings and special events. A must see for your Wedding venue!

It is an absolute delight to work with the staff at the Oaks, your home away from home. Their goal is relaxed perfection in the beautiful, peaceful setting of our beloved Eastern Shore. From calling to check on information to final set up of our brides floral designs the staff is always professional and helpful. Tracey is inspired confidence, we adore her! The food is always amazing. The ballroom space and linen colors give us limitless possibilities. Thanks to all the behind the scenes personnel who support us and help us carry out our delightful task of setting up for our events. Paul and Candy we thank you for the vision of constant improvement. Needless to say we love working with and for the Oaks. Shirley and Roxanne Seasonal Flowers

How much can I say about such a perfect wedding/event venue? I honestly have to see how much space I have since I will have to cut short my accolades! The Oaks is all one could want in a venue- lovely setting, personal, caring and professional staff, great food, self-contained so it really is yours for your wedding. I know that the folks there take great pride in all these things and truly want your wedding to be perfect. As a photographer, I have worked there often and yet never feel I've used all the lovely backgrounds that the setting offers. I truly love working there!
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The Oaks Waterfront Inn & Events frequently asked questions
- Chairs
- China
- Clean Up
- Event Planning
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- Linens
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- Set Up
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- Historic Building
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- Catering Services
- Clean Up
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- Event Rentals
- Get Ready Rooms
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