Looking for your subsequent Chesapeake Bay getaway? My Oaks Waterfront Resort evaluate covers three days at this intimate property in Easton, MD that shocked us with impeccable service and real Jap Shore attraction.
The Oaks Waterfront Resort Evaluation – Easton, MD

Tucked away on a quiet cove simply off the Chesapeake Bay, The Oaks Waterfront Resort delivers a serene escape that appears like your personal personal nook of Maryland’s Jap Shore.
After spending three days right here, I can confidently say this boutique property shocked us in the very best manner.
What caught me off guard was how a lot it jogged my memory of a few of the world’s best accommodations. The Oaks could also be a boutique property relatively than a sprawling resort, however the degree of service and a spotlight to element rivaled what I’ve skilled at locations like 4 Seasons or Ritz Carlton.


Contemporary flowers seem all through the property every day. The restaurant and bar are at all times set as much as look image good. The foyer welcomes you with espresso, tea, and snacks that make it inviting from the second you arrive. All over the place you look, the property seems pristine and nearly model new. Premium facilities fill the rooms – high quality furnishings, linens, and robes that add additional consolation. Getting round is easy with golf cart rides throughout the grounds or a luxurious SUV on name for buying and eating. Their very own yacht waits on the pier. Fantastic eating and signature cocktails occur on web site, all delivered with service that appears like having your personal private concierge.
Like these big-name properties, all the pieces is solely taken care of and ready for you on arrival. It’s all very considerate and opulent. The distinction is that The Oaks delivers all of it with real heat as a substitute of polished formality.
What Makes The Oaks Particular


The Oaks sits on 10 acres of waterfront property with an enchanting historical past courting again to a 1680 land grant from Lord Baltimore. The primary constructing, a colonial revival construction from 1902, underwent a $10 million renovation that reveals in each nook, but it by no means appears overdone. Its latest inclusion in Historic Motels of America displays each its historic significance and dedication to preservation.
The property provides 11 rooms and suites in the principle constructing, plus 4 waterfront cottages for final privateness. We stayed in Cottage 3, and it shortly turned clear why these lodging are in such excessive demand.
The Oak Room provides elevated delicacies with water views, and the breakfast alone makes it price beginning your day on the resort.
The property additionally provides curated experiences – together with water sports activities, yacht charters, clay capturing, and golf, that immerse you within the Chesapeake Bay way of life.
What stood out most was the employees. They knew our names immediately and had been sharing tales in regards to the property’s centuries-long historical past by the point we had settled in. The identical crew that checked us in later helped with our meals, organized restaurant outings in St. Michaels, and drove us from the parking space to our cottage with our baggage in a golf cart. Their attentiveness and real heat made us really feel really welcomed.
Our Keep in Cottage 3 at The Oaks


We stayed in Cottage 3, and the structure is excellent. It’s spacious, brilliant, and comfy, with two TVs and a lined porch the place you’ll be able to watch the water roll by on Oak Creek. Even on a wet afternoon, the porch turned the coziest spot to simply sit and benefit from the peaceable views.
The toilet deserves its personal point out. Heated flooring really feel unbelievable beneath naked toes, the walk-in bathe is spacious, and the soaking tub is really deep sufficient to chill out in. The bathroom has its personal separate room, so two individuals can use the house with out awkward encounters. The robes and towels had been splendidly plush, including an additional contact of consolation.


The king mattress supplied a few of the most restful nights of sleep we’ve had wherever. With high-quality linens and pillows, temperature management, and full quiet, it created ultimate situations for deep relaxation.
The eating space seats 4 comfortably and features a sink, espresso station, and full-size fridge with freezer. This was handy for storing leftovers from all of the unbelievable eating places we found. A particular tip: the rooms are stocked with a few of the finest chocolate chip cookies you’ll ever style. They’re baked onsite, and the employees are comfortable to convey extra on request.


The saltwater pool, situated simply off the principle home, gives a refreshing choice throughout summer time visits. It’s completely positioned for a fast dip whenever you desire a break from all that leisure.
What we liked most was the outside waterfront seating. Whether or not having fun with morning espresso or night wine, the views of the water, pier, grounds, and hearth pit create an excellent setting for doing completely nothing in any respect.
Eating at The Oaks


The Oaks delivers a eating expertise that rivals a lot bigger accommodations, anchored by Chef Dave’s artistic delicacies in The Oak Room and an distinctive breakfast program that units the tone for every day. With Sujoy’s cocktail artistry behind the bar and repair that anticipates each want, meals right here turn into memorable experiences. The Tuesday by way of Thursday dinner schedule creates an intimate ambiance, whereas the complimentary breakfast showcases native elements with waterfront views that make early mornings worthwhile. For these arriving by boat, the property’s personal pier provides handy dock and dine entry to The Oak Room.
Complimentary Breakfast at The Oaks


Breakfast is served from 8:30 to 9:30 AM within the Oak Room with sweeping waterfront views. This isn’t your typical resort breakfast. It’s one thing price planning your morning round.
Throughout our keep, we tried practically all the pieces. The Jap Shore Omelette with jumbo lump crab, white cheddar, roasted tomatoes, spinach, and skillet potatoes highlights one of the best native elements. The Granola Bowl with Greek yogurt, recent berries, and house-made granola was lighter however simply as satisfying. The Breakfast Sandwich, served on a toasted comfortable pretzel with scrambled eggs, Purple Dragon cheddar, caramelized onions, and your alternative of meat, is artistic consolation meals. It even is available in a takeout container if you happen to’re on the go.
For one thing a bit of extra refined, the Poached Egg and Smoked Salmon over rösti potatoes with avocado was a standout. The French Toast made with brioche, Chantilly cream, and berries felt indulgent with out being heavy.
Service was excellent. Our water was at all times topped off and our espresso cups had been by no means empty and at all times sizzling. A tip is to reach early to seize a seat with water views or take pleasure in breakfast on the lined porch when the climate permits.
Beginning every day with views of the water, meals this good, and hospitality this considerate set the proper tone for 3 days of full leisure.
Dinner at The Oak Room


The Oak Room is open for dinner Tuesday by way of Thursday from 4:00 PM to 9:00 PM, and eating right here turned one in all our journey’s highlights. The house is elegant but welcoming, with dramatic sundown views of Oak Creek and a mixture of {couples} having fun with all the pieces from energetic conversations to quiet, intimate meals. Mellow background music stays low sufficient for dialog, and the service right here is impeccable.
We selected sales space seating within the bar space for front-row views of the motion behind the bar. Chef Dave ready a particular tasting menu and got here out to elucidate every dish, making the expertise extra private and interesting.


The Caramelized Watermelon Salad with arugula, pistachio, watermelon radish, and lime and agave French dressing was an surprising delight – candy watermelon taking part in in opposition to peppery arugula and crunchy pistachios. The Tuna Tartare with avocado mousse, cucumber, sesame seeds, lime, caviar, and tamari was nice for sharing. The Corn and White Truffle Agnolotti featured an enormous piece of lobster claw with butter-poached lobster and crisp prosciutto – pure indulgence executed proper.


The Maple Leaf Farms Duck Breast got here expertly cooked with candy potato purée, royal trumpet mushroom, pickled blackberry, and port wine jus. From the common menu, the Bolognese with Marble Head Farms floor beef, pancetta, linguini, parmesan, and grilled baguette proved that consolation meals could be elevated with out dropping its soul.


For dessert, the Strawberry Crisp gained us over with recent, gentle flavors, although the Spiced Bread Pudding with vanilla anglaise, fig gastrique, and caramelized peach was equally spectacular.
The Bar at The Oak Room: Sujoy’s Cocktail Artistry


Bartender Sujoy reworked our night into cocktail theater. Every drink was ready as a rigorously crafted efficiency proper in entrance of us on the bar. The Chocolate Espresso Martini featured freshly grated chocolate falling onto the rim, wealthy and easy. The Lemon Drop hit that ultimate sweet-tart mixture, whereas the Spicy Margarita constructed warmth slowly with out overwhelming your palate. Every drink additionally paired effectively with Chef Dave’s plates.
What made the expertise much more memorable was studying that Sujoy drives the posh SUV through the day and tends bar at evening, embodying the type of multi-role flexibility that makes The Oaks work so effectively. He guided us by way of every cocktail, explaining strategies and genuinely caring about our expertise.


The bar space strikes that elegant-yet-casual stability, with sales space, high-top, and bar seating choices. Even the coasters bear “1902,” connecting to the property’s founding yr. We ended up lingering longer than deliberate, drawn into the relaxed ambiance and conversations with different visitors.
Sujoy’s consideration to element and character reworked what might have been simply drinks into an interactive expertise that made our dinner memorable. We’re already trying ahead to seeing what new cocktails he creates on our subsequent go to.
Exploring St. Michaels and Easton: Eating Past The Oaks


The Oaks is effectively positioned between two of Maryland’s most charming Jap Shore cities, every with its personal character and taste. St. Michaels is quaint and walkable, with picturesque streets and historic attraction. Easton has a barely bigger downtown stuffed with espresso retailers, parks, boutique buying, and nice spots for lunch.
Dinner at Bistro St. Michaels


Since The Oak Room was closed on our first evening, Bistro St. Michaels was the pure alternative, simply 5 minutes away. The restaurant is like a part of the city itself, heat and welcoming with out being formal. Owned by Chef Doug Stewart and Basic Supervisor Jennifer Stevens, it embodies all the pieces we love about Jap Shore eating.
Chef Doug’s cooking lets flavors develop naturally, leading to dishes which can be scrumptious and satisfying. The Shrimp & Grits appetizer with stone-ground grits, andouille sausage, marinated prawns, and an fragrant shellfish broth was comforting and vibrant. Fried Inexperienced Tomatoes with crab meat, tomato lemon remoulade, and a contact of chile balanced crisp and recent flavors fantastically.


The well-known Braised Beef Quick Rib with caramelized Savoy cabbage, onion pommes purée, glazed carrot, thyme bordelaise, and bacon lardon felt like a masterclass in approach, whereas the Tilefish with Purple Quinoa and broccolini let recent, easy elements shine. Dessert was the signature Bread Pudding A La Mode with vanilla gelato and house-made butterscotch sauce, wealthy and satisfying with out being heavy. Service was unbelievable and the house, with its granite bar and open kitchen, felt inviting and comfy.
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Lunch at Tiger Lily Easton


Easton provides an important choice of buying, parks, and informal eating. Tiger Lily caught our consideration for its daring flavors and playful menu. Visiting on Taco Tuesday for lunch, we shortly understood why locals find it irresistible.


The Al Pastor Tacos with adobo-marinated pork and grilled pineapple had been smoky, candy, and addictive. Carne Asada Tacos delivered brilliant, energetic flavors, whereas Birria Tacos highlighted precision in conventional approach. The After Faculty Tacos with taco-seasoned floor beef, cheddar, lime-dressed cabbage, pico de gallo, and crema had been unexpectedly satisfying. A Trio of Dips with house-fried tortilla chips, guacamole, salsa, and queso set the tone for the meal. The informal, energetic house, 80’s music, and ingenious menu made every dish enjoyable and memorable.
Between Bistro’s refined Jap Shore delicacies and Tiger Lily’s ingenious fusion, these two cities present quite a lot of culinary adventures that pair fantastically with a keep at The Oaks.
Birding at The Oaks


The Oaks gives a wonderful base for birdwatching, with the entrance desk offering binoculars and Jap Shore chicken information books to visitors. From our cottage and all through the property, we noticed herons, hawks, ospreys, blue jays, Carolina wrens, and even a pair of bald eagles. We liked being surrounded by the sounds and sights of ample nature, making each second outside really feel related to the Chesapeake Bay’s pure magnificence.
Night Magic and Assembly Fellow Vacationers


As an intimate boutique resort with simply 15 lodging complete, The Oaks creates pure alternatives to fulfill different visitors. We had great conversations with each fellow vacationers and employees all through our keep. The firepit space turns into notably magical within the night, with Adirondack chairs organized across the flames and the water offering a peaceable backdrop for relaxed conversations beneath the celebrities.
The property does host many weddings, so weekends could be difficult to e-book. However this creates a chance – midweek stays typically provide higher charges and a extra relaxed ambiance well-suited for {couples} looking for a quiet getaway.
When Climate Modifications Plans


We had deliberate to make the most of the complimentary kayaks and paddleboards, and had been scheduled for a sundown cruise on their lovely 40-foot Hinckley yacht, Overcomer. Rain and wind had different concepts, however relatively than being disenchanted, it simply gave us another excuse to plan our return go to. The Oaks is the kind of place the place climate can’t diminish the expertise. There’s at all times one thing great occurring indoors.
Small Particulars, Huge Impression


Typically the smallest touches go away the most important impression. These unbelievable chocolate chip cookies and occasional in our cottage turned a day by day spotlight. The tremendous plush robes made lazy mornings much more indulgent. The heated toilet flooring turned each bathe right into a spa expertise. These particulars, individually small, mixed to create an environment of consolation and ease that elevated our keep.
Planning Your Go to


The Oaks shines year-round, however spring by way of fall provides optimum climate for outside actions and yacht excursions. The waterfront cottages present most privateness and beautiful views – e-book effectively upfront, particularly for weekends and peak seasons.
Three days allowed us to expertise The Oaks totally whereas exploring each St. Michaels and Easton with out feeling rushed. Two nights works for a romantic getaway, however you’ll doubtless end up wishing for extra time.
Why Select The Oaks for Your Jap Shore Getaway


The Oaks delivers one thing surprising – a boutique property the place you’ll be able to merely chill out in luxurious and let the employees pamper you. It’s good for a fast getaway the place each element is dealt with and also you don’t have to consider something besides having fun with your self.
The peace and leisure we discovered right here, mixed with culinary artistry, creates the kind of getaway that stays with you lengthy after checkout.
The worst a part of our keep was leaving, however we’re already excited to return when the seasons and menus change. Deliver your urge for food and put together to be shocked by what you’ll uncover tucked away on Maryland’s Jap Shore.
Plan Your Escape to The Oaks Waterfront Resort
Chill out by the water, take pleasure in distinctive eating, and unwind within the coronary heart of Maryland’s Jap Shore.
Instructions To The Oaks
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