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The Oaks

From 1 to 300 guests
Ceremony/Reception
Outdoor/Indoor
Get Ready Rooms

Why couples love this

  • Quality catering
  • Guests comfort
  • Amenities
Lauren
Jessica
Kathleen
Sarah
L

Recommended by 97% of couples

About this venue

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.

Features

Small team (2-10 members)

Experience

    29 years in business

    We speak English

Links

Visit website

FAQ

Do you have a site fee for wedding receptions at your venue?

Yes

What is the starting site fee for wedding receptions during peak season?

$30,000

What is the starting site fee for wedding receptions during off-peak season?

$22,500

Do you have a site fee for wedding ceremonies at your venue?

No

Which of the following are included in the starting site fee?

Chairs
Clean Up
Flatware
Glassware
Linens
Parking
Set Up
Tables

Which of the following are included in the cost of wedding catering?

Dessert
Server(s)

What is the starting price per person for bar service?

$75

Which of the following are included in the starting price for bar service?

Bartender(s)
House Beer
House Liquor
House Wine
Open Bar

What is the minimum number of guests required to book your venue?

1

How many event spaces or rooms does your venue offer?

3

Describe your venue:

Ballroom
Boat/Yacht
Country/Golf Club
Hotel
Inn/B&B
Mansion
Resort
Waterfront

What kind of settings are available?

Indoor
Covered Outdoor
Uncovered Outdoor

Which of the following wedding events does your venue service?

Ceremony
Reception
Bridal Shower
Engagement Party
Elopements
Rehearsal Dinner

What event services do you offer?

Accommodations
Bar Services
Catering Services
Event Rentals
Get Ready Rooms
Liability Insurance
Outside Vendors
Pet Friendly
Wifi

What catering services do you offer?

Buffet
Cocktail Reception
Dessert
Family Style
Hors d'oeuvres
Outside Cake
Plated
Server(s)
Stations
Tastings

What bar services do you provide?

Bartender(s)
Champagne Toast
House Beer
House Liquor
Liquor License
Open Bar
Outside Alcohol
Premium Liquor
Signature Drink
Specialty Beer
Specialty Wine

What event items are available?

Altar/Arch
Chairs
Dance Floor
Furniture
Tables

What food and beverage items are available?

Barware
China
Flatware
Glassware
Linens

What transportation and access is available?

Parking

What months are included in your peak season?

May
June
July
August
September
October

What months are included in your off-peak season?

April
November
December

Still have questions?

Reach out about anything you didn't see answered here—no question is too small!

Wedding couple

Reviews of The Oaks

Weddingwire
4.8/5 166 reviews
Google
4.8/5 271 reviews
L
Lindsay Sent on 09/11/2023
5 out of 5 rating

Best Decision EVER!!!!

There is so much I could say about what an incredible experience we had getting married at The Oaks on 8/26/23. When we first toured the venue in 2022 it was completely under construction so we had to trust that their vision would come to fruition. We were ELATED when we visited the first time after the renovation was complete, it was even better than anything we could have hoped for!! The grounds are immaculate, the interior was so beautifully and elegantly designed and the rooms were spacious and comfortable for all of our guests. (many even took pictures of the beds and linens because they said they got the best sleep of their lives)

Every single part of working with The Oaks has been smooth and pleasant, from start to finish. They hosted us overnight during the weekend of our tasting, and took care of our dinner at a restaurant in downtown St Michaels the night before. Special, thoughtful touches like that became so common throughout the process. We always felt that they went above and beyond for us. We never ever heard the word "No". Any time we asked if something was possible, any time we had a special request, any time we needed anything - the answer was yes.

Our dream & vision for our wedding weekend was to have all of our family and friends be able to stay together on site for multi-day celebrations. The Oaks venue could not have been more perfect for this. Thursday through Sunday us and our guests took advantage of every single thing the Oaks had to offer. The shuttle they provide to take you back and forth to downtown is so convenient and made coordination SO much easier for our group. On Friday we played games on the lawn and used the bicycles, paddleboats, canoes, and pool. Friday night we had a gorgeous rehearsal dinner on the dock. The food and service were impeccable.

Saturday our wedding was executed flawlessly. My husband and I were completely stress free and felt so taken care of. The food was excellent, the bartenders did an amazing job and our guests can't stop talking about how great every detail was. We both feel so lucky to have gotten married here and especially want to thank Lamond, Joe, Cassidy and Linda for making our wedding weekend unforgettable.
Choosing the Oaks for our wedding venue was one of the best decisions we have ever made.
S
Sara Sent on 06/19/2024
5 out of 5 rating

Best wedding venue!

I highly recommend hosting your wedding at The Oaks!! Not only is the property beautiful, but the entire staff was spectacular. Lamond was so quick to respond to every question we had. She was extremely accommodating and willing to work with us in every request. We were able to host an entire weekend of events at The Oaks. They coordinated transportation for guests staying at the venue to our Welcome Party, and allowed us to have a brunch on Sunday at The Bistro. I cannot say enough about how amazing The Oaks staff was, and we are looking forward to going back.
Lauren
Lauren Sent on 10/23/2023
5 out of 5 rating

Gorgeous Venue & Incredible Service

We couldn't recommend The Oaks highly enough. From our first venue visit where we were surprised by delicious homemade brownies and tea, to our overnight visit & tasting where all of our questions were answered, we knew we were in great hands. Every member of the team is so knowledgeable, responsive, caring, and passionate. It was a pleasure working with Lamond to plan all aspects of our special day, Chef Doug to create our rehearsal & reception dinner menus, and Joe to execute our perfect wedding weekend. Our guests were so impressed by the service (truly above & beyond), quality of food & drinks, and the beauty of the venue. We are so happy that we chose The Oaks and if we could go back, we wouldn't change a thing!
S
Sarah Sent on 12/20/2022
5 out of 5 rating

The perfect wedding venue

My husband and I are so happy that we chose to get married at the Oaks. Lamond and the entire staff were extremely helpful and responsive throughout the planning process. Our wedding day couldn't have gone smoother. The venue was picture-perfect and the food was absolutely delicious. Our family and friends are still talking about how amazing the evening was. We also loved that our family and wedding party got to stay at the venue for the weekend. The rooms were spacious and comfortable and it was just so nice for everyone to have a central place to hang out for the wedding weekend. The groomsmen got to do a wedding morning kayak trip in the creek which was truly a highlight. We are excited to see how the renovations turn out and come back for our anniversary!
K
Katie Sent on 10/03/2022
5 out of 5 rating

Perfect all inclusive waterfront venue

The oaks was everything and more!! We loved having an “all inclusive” type venue and a place where all of our friends and family could stay.
Lamond is responsive, accommodating and sooo good at her job! She was always available when we had questions. The day of the wedding, she was on top of it. She constantly checked in with my husband and I to make sure we were having a good time & had everything we needed.
The venue is so beautiful and serene. I loved getting to watch the sunrise the day of my wedding with my husband.
The food is the BEST!!! We are still receiving compliments from guests. During the cocktail hour, the food kept coming. This is the first wedding I’ve been to where I didn’t have to hunt down servers and food. Many guests said the same.
Book at The Oaks! You won’t regret it!!
Jessica
Jessica Sent on 09/11/2022
5 out of 5 rating

Absolutely perfect venue!

We had our wedding here on 8.27.22 and Lamond and her staff were absolutely amazing! She made sure everything was taken care of so I had zero stress the day of the wedding. People were commenting on how perfectly timed everything was and obviously the food because the food is AMAZING!

The main thing that sold us on this venue that you book the entire venue and its rooms for the whole weekend! There are 15 rooms total so we had our friends stay in the rooms during our wedding weekend. There is also a huge patio with tons of seating so it was really nice to hang out with them after the wedding and make a weekend out of it! Several people commented on how they are going to recommend the venue or how they wish they had their wedding there.

I highly recommend this venue for your wedding!!
C
Carlin Sent on 05/22/2022
5 out of 5 rating

Elegant, Timeless, Personable Wedding Destination

We were just married at The Oaks on April 23rd and could speak for hours to the incredible venue, food, location, and most especially, the people. To Missy, Candi, and Lamond, they were the very best to work with – easygoing and professional from the start, and made us feel like we were the only couple in the world to get married there. The cost was affordable, but truthfully, considering the view of the bay, the remarkable condition of the venue, the steak and crab cake dinner, and service, it should have been much, much more. The flow of our wedding weekend included rehearsal dinner on the dock, the ceremony at the point overlooking the bay, cocktail hour alongside the Inn, and reception indoors. The Bridal Cottage and Grooms Suite made the perfect locations for our entire party to get ready (15 total!), and the entire Inn housed our families for four days. We had 150 guests who moved easily throughout the venue and explored St. Michaels during the day, plenty of activities to do before (and after) the wedding, it was easy to find for our out of town family. If there are any reservations in your mind about booking your wedding with The Oaks - get rid of them. This is your sign!! We are forever indebted to this lovely place and the people who manage it.
C
Courtney Sent on 12/14/2021
5 out of 5 rating

Perfect Wedding Weekend

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 had 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!
Kathleen
Kathleen Sent on 11/15/2021
5 out of 5 rating

Perfect place for a wedding!

The Oaks was the first and only venue that my husband and I toured. Tucked away on a peaceful cove, it had everything we wanted and so much more. It’s big enough to accommodate our family and friends so that we were able to spend extra time with them, but small enough that the staff could take amazing care of us. Attentive service, delicious food, not to mention the gorgeous views from every spot on the property. We will definitely be back for weekend getaways!
Sarah
Sarah Sent on 11/01/2021
5 out of 5 rating

A dream!

Words cannot explain how LUCKY we felt to be married at this venue! The Oaks Waterfront Inn is a dream come true. We initially fell in love with The Oaks and their staff via FaceTime during the COVID pandemic. We visited one week later and it was true - the Inn is amazingly gorgeous!! We were floored by the hospitality, the delicious food, the thoughtful and friendly staff that feel like family, the beautiful landscaping and the homey-ness of the Inn. We got compliments all evening on how wonderful of a venue The Oaks Waterfront Inn is. People are still raving about the FOOD!!!!! We would 1000% not have had as amazing of a wedding day without Candi, Missy and Dolores - not to mention Paul the INCREDIBLE chef and every single staff member. They went above and beyond for our wedding and we could not have chosen a better place. The bridal cottage is one of my favorite parts.. and my now husband loved being able to play all the fun yard games on wedding day. Having a rehearsal dinner, your ceremony/reception and your suites in one place was what we were looking for and it felt like a private weekend getaway for us and all of our loved ones to be together. We love The Oaks Waterfront Inn and will visit for years to come!!! :)
We're all about trust. Our community relies on honest reviews to help you make those big decisions with ease.

Awards

166
WeddingWire Couples' Choice Awards 2022 Winner
WeddingWire Couples' Choice Awards 2020 Winner
WeddingWire Couples' Choice Awards 2019 Winner
WeddingWire Couples' Choice Awards 2018 Winner
WeddingWire Couples' Choice Awards 2017 Winner
WeddingWire Couples' Choice Awards 2016 Winner
WeddingWire Couples' Choice Awards 2015 Winner
WeddingWire Couples' Choice Awards 2014 Winner
WeddingWire Couples' Choice Awards 2012 Winner
WeddingWire Couples' Choice Awards 2010 Winner
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Professional Network & Endorsements

Ebb Tide Tent & Party Rentals Ebb Tide Tent & Party Rentals Wedding Rentals

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!

Seasonal Flowers Seasonal Flowers Wedding Florists

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

Melissa Grimes-Guy Photography Melissa Grimes-Guy Photography Wedding Photographers

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 frequently asked questions

The Oaks includes the following items and services for wedding events in its starting site fee:
  • Chairs
  • Clean Up
  • Flatware
  • Glassware
  • Linens
  • Parking
  • Set Up
  • Tables
The Oaks includes the following items and services in its wedding catering costs:
  • Dessert
  • Server(s)
The bar service starting price at The Oaks includes:
  • Bartender(s)
  • House Beer
  • House Liquor
  • House Wine
  • Open Bar
The space offered by The Oaks for wedding events is known for:
  • Ballroom
  • Boat/Yacht
  • Country/Golf Club
  • Hotel
  • Inn/B&B
  • Mansion
  • Resort
  • Waterfront
The Oaks offers the following indoor/outdoor options for weddings:
  • Indoor
  • Covered Outdoor
  • Uncovered Outdoor
The Oaks offers the following types of wedding events:
  • Ceremony
  • Reception
  • Bridal Shower
  • Engagement Party
  • Elopements
  • Rehearsal Dinner
The Oaks offers the following services for wedding events:
  • Accommodations
  • Bar Services
  • Catering Services
  • Event Rentals
  • Get Ready Rooms
  • Liability Insurance
  • Outside Vendors
  • Pet Friendly
  • Wifi
The Oaks offers the following furniture and decor items for weddings:
  • Altar/Arch
  • Chairs
  • Dance Floor
  • Furniture
  • Tables
The Oaks is recommended by 97% of couples who have used their services. Their overall rating is 4.8 out of 5 with the following breakdown: 4.9 in quality of service, 4.9 in average response time, 4.9 in professionalism, 4.8 in value and 4.7 in flexibility.
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