Business Details
50+ Years
experience
Luxury Waterfront Hotel in Easton, Maryland
The Oaks has been a cherished Eastern Shore destination since 1902, offering guests an unparalleled blend of historic charm and modern luxury. Our property, rooted in a 17th-century land grant, has evolved from a family farm to a premier waterfront retreat while maintaining its legacy of hospitality. We specialize in creating unforgettable experiences through meticulously renovated accommodations, award-winning event spaces, and personalized service tailored to each guest's needs. Our team combines decades of local expertise with a commitment to innovation, ensuring every stay, wedding, or event benefits from both tradition and contemporary excellence. With waterfront cottages, a historic main building, and a climate-controlled ballroom, we provide spaces that balance privacy with grandeur.Our dedication to quality is reflected in every detailfrom gourmet breakfasts prepared daily to curated amenities that enhance comfort. Recognized for excellence by Wedding Wire and Booking.com, we continue to invest in improvements that preserve our heritage while elevating guest experiences. As a locally owned and managed establishment, we prioritize community connections and sustainable practices that honor our Chesapeake Bay setting. Whether hosting a corporate retreat, a milestone celebration, or a relaxing getaway, our professionals ensure every moment at The Oaks exceeds expectations. This commitment to excellence has made us a trusted name in Maryland hospitality for over a century.
Services
Waterfront Weddings
Private Events
Luxury Accommodations
On-Site Dining
Catering Services
Historic Tours
Water Activities
Wedding Planning
Corporate Meetings
Romantic Getaways
Details
- Year established: 1902
Highlights and features
- We offer 1748 heritage combined with modern luxury amenities and personalized service.
- Our waterfront property features 10 acres of scenic Maryland landscape with panoramic views.
- We provide on-site lodging for up to 150 guests with 11 rooms and 4 luxury cottages.
- Our award-winning event spaces host weddings and conferences with waterfront backdrops.
- We serve gourmet breakfasts daily and maintain a 4-9pm restaurant with local cuisine.
What people say
Most memorable lodging experience
Amazing service and romantic atmosphere
Beyond impressed with venue
Perfect weekend celebration
Beautiful location and scenery
Services
Waterfront Weddings
Our waterfront property offers a picturesque setting for weddings with ceremony options on the landscaped lawn or covered dock. The climate-controlled ballroom accommodates receptions for intimate gatherings or large celebrations with custom decor. On-site lodging includes 15 rooms and cottages for wedding parties and guests.
Private Events
The Oaks provides versatile spaces for corporate meetings, social celebrations, and special occasions. Our waterfront ballroom and outdoor venues combine historic charm with modern amenities. Dedicated event planning ensures seamless execution of conferences, reunions, and milestone celebrations with personalized catering and accommodations.
Luxury Accommodations
Choose from 11 elegantly appointed rooms in the main building or four private waterfront cottages. All accommodations feature king beds, luxury bathrooms, and modern amenities including heated floors and Apple TV. Select units offer soaking tubs, private patios, and panoramic water views with daily gourmet breakfast included.
On-Site Dining
The Oak Room serves dinner Tuesday-Thursday with locally sourced cuisine and waterfront views. The menu features seasonal specialties and classic dishes prepared by the Eastern Shore's top-rated chef. Reservations recommended for both hotel guests and the public seeking an upscale dining experience in a historic setting.
Water Activities
Complimentary bikes, kayaks, and paddleboards available for guest use. The property offers direct water access to Oak Creek with opportunities for birdwatching and scenic exploration. Outdoor amenities include a pool, waterfront decks, and walking trails through 10 acres of preserved natural landscape.
Questions
What types of accommodations are available?
We offer 11 rooms in the main building including deluxe rooms and suites, plus four private waterfront cottages with kitchens and panoramic views.
Can you host large weddings?
Yes, our waterfront ballroom accommodates up to 150 guests with on-site lodging for wedding parties and ceremonies on the landscaped lawn or covered dock.
Is dining available for non-guests?
The Oak Room restaurant welcomes the public Tuesday-Thursday 4-9pm with reservations recommended for both guests and local patrons.
What historical significance does the property have?
Established in 1902 as a boarding house, the property dates to a 1680 land grant and hosted silent film stars during filming in Easton in the 1900s.
Are pets allowed?
We are pet-friendly with designated accommodations available for guests traveling with their pets.
What special packages do you offer?
Packages include the Suite Life (25% off final night), Spontaneous Getaway (15% off), and Stay Longer (20% off for 3+ nights).
Reviews (5)
Maxine Bickerstaff
May 26, 2022
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Absolutely gorgeous wedding venue. Also, it's the best steak I've had at any wedding. Truly nice restaurant quality food. It's a magical wedding venue.
Keirsten MacLellan
May 26, 2022
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Beautiful place. They say they aren't in Easton and advertise they are in St Michaels which is false. Even the confirmation email said "We are not in Easton". Really do some digging if you decide to stay there. False advertising and is not at all what we expected for a quick getaway. There is nothing around or within walking distance. Partially our fault for not doing a whole lot of digging and trusting what they advertise on sites.
Alejandra Becerra
Feb 24, 2022
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What a beautiful place. The hospitality of the personal is so good. They are so gentle. The breakfast is delicious, and the service is clean. The view is beautiful and the color of the mornings is beautiful. The rooms are big, spacious, they gave you all the implements for the bath. ( high quality), the have chimneys in the rooms and bathtubs. What a pretty place.
Ashley Allen
Jan 07, 2022
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Beautiful, peaceful resort. Large rooms with the possibility of jetted tubs and electric fireplace. The views in the waterfront rooms are worth it!
Courtney Smulovitz
Dec 20, 2021
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The Oaks Waterfront Inn is the absolute perfect wedding venue! We fell in love with it the second we walked in! The property is beautiful and the staff is so kind! We were able to take so many nice pictures on the water, in front of the Inn, and in front of their barns. It really meant a lot to us to have all of our family stay on property the entire weekend! We had our rehearsal dinner on the dock and it couldn't have been more perfect.
We got married in August, but there was a very nice breeze from the water. On our wedding day, Candi couldn't have been more helpful! She checked in several times to make sure we have everything we needed and ensured everything was set up to our liking. Candi and the entire staff were so helpful and couldn't have been any happier for us! They took the time to get to know us and not just treat us like guests, but family! We loved everything about The Oaks Waterfront Inn and will absolutely be back, multiple times!
We got married in August, but there was a very nice breeze from the water. On our wedding day, Candi couldn't have been more helpful! She checked in several times to make sure we have everything we needed and ensured everything was set up to our liking. Candi and the entire staff were so helpful and couldn't have been any happier for us! They took the time to get to know us and not just treat us like guests, but family! We loved everything about The Oaks Waterfront Inn and will absolutely be back, multiple times!
