The Oaks Waterfront Resort Evaluate: Jap Shore Luxurious
Looking for your subsequent Chesapeake Bay getaway? My Oaks Waterfront Resort assessment covers three days at this intimate property in Easton, MD that stunned us with impeccable service and real Jap Shore allure.
The Oaks Waterfront Resort Evaluate – Easton, MD

The Oaks principal lodge constructing with arrival space | Picture: Higher DwellingTucked away on a quiet cove simply off the Chesapeake Bay, The Oaks Waterfront Resort delivers a serene escape that looks like your individual non-public nook of Maryland’s Jap Shore.
After spending three days right here, I can confidently say this boutique property stunned us in the absolute best method.
What caught me off guard was how a lot it jogged my memory of a number of the world’s most interesting inns. The Oaks could also be a boutique property moderately than a sprawling resort, however the degree of service and a focus to element rivaled what I’ve skilled at inns like The 4 Seasons or The Ritz-Carlton.

The foyer at espresso station in the principle home at The Oaks | Picture: Higher DwellingContemporary flowers seem all through the property every day. The restaurant and bar are at all times set as much as look image excellent. 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 purchasing and eating. Their very own yacht waits on the pier. Nice eating and signature cocktails occur on web site, all delivered with service that looks like having your individual private concierge.
Like these big-name properties, all the pieces is just 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 an alternative of polished formality.
What Makes The Oaks Particular

Waterfront grounds with garden seating and yacht dock | Picture: Higher DwellingThe Oaks sits on 10 acres of waterfront property with an enchanting historical past relationship again to a 1680 land grant from Lord Baltimore. The principle 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 current inclusion in Historic Lodges of America displays each its historic significance and dedication to preservation.
The property presents 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 presents elevated delicacies with water views, and the breakfast alone makes it value beginning your day on the lodge.
The property additionally presents curated experiences – together with water sports activities, yacht charters, clay taking pictures, and golf, that immerse you within the Chesapeake Bay life-style.
What stood out most was the workers. They knew our names instantly and had been sharing tales concerning the property’s centuries-long historical past by the point we had settled in. The identical workforce 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 actually welcomed.
Our Keep in Cottage 3 at The Oaks


We stayed in Cottage 3, and the format is excellent. It’s spacious, vibrant, and cozy, with two TVs and a coated porch the place you may watch the water roll by on Oak Creek. Even on a wet afternoon, the porch turned the coziest spot to only sit and benefit from the peaceable views.
The lavatory 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 loosen up 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.

Cottage 3 bed room with woodland views and luxurious facilities | Picture: Higher DwellingThe king mattress offered a number of the most restful nights of sleep we’ve had anyplace. With high-quality linens and pillows, temperature management, and full quiet, it created best 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 implausible eating places we found. A particular tip: the rooms are stocked with a number of the finest chocolate chip cookies you’ll ever style. They’re baked onsite, and the workers are pleased to deliver extra on request.

Cottage 3 eating space with marsh panorama paintings | Picture: Higher DwellingThe saltwater pool, positioned simply off the principle home, gives a refreshing possibility throughout summer time visits. It’s completely positioned for a fast dip whenever you desire a break from all that rest.
What we beloved most was the out of doors waterfront seating. Whether or not having fun with morning espresso or night wine, the views of the water, pier, grounds, and fireplace 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 inns, anchored by Chef Dave’s inventive 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 out to be memorable experiences. The Tuesday by way of Thursday dinner schedule creates an intimate environment, whereas the complimentary breakfast showcases native substances with waterfront views that make early mornings worthwhile. For these arriving by boat, the property’s non-public pier presents handy dock and dine entry to The Oak Room.
Complimentary Breakfast at The Oaks

Poached egg and smoked salmon breakfast at The Oak Room | Picture: Higher DwellingBreakfast is served from 8:30 to 9:30 AM within the Oak Room with sweeping waterfront views. This isn’t your typical lodge breakfast. It’s one thing value planning your morning round.
Throughout our keep, we tried almost all the pieces. The Jap Shore Omelette with jumbo lump crab, white cheddar, roasted tomatoes, spinach, and skillet potatoes highlights the most effective native substances. 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 smooth pretzel with scrambled eggs, Pink Dragon cheddar, caramelized onions, and your selection of meat, is inventive consolation meals. It even is available in a takeout container if you happen to’re on the go.
For one thing a bit extra subtle, 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 scorching. A tip is to reach early to seize a seat with water views or take pleasure in breakfast on the coated porch when the climate permits.
Beginning every day with views of the water, meals this good, and hospitality this considerate set the right tone for 3 days of full rest.
Dinner at The Oak Room

Waterfront eating room desk at The Oak Room with sundown yacht views | Picture: Higher DwellingThe 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 among 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 full of life 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 clarify every dish, making the expertise extra private and fascinating.

Tuna tartare with avocado mousse and crispy wonton | Picture: Higher DwellingThe Caramelized Watermelon Salad with arugula, pistachio, watermelon radish, and lime and agave French dressing was an sudden 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 carried out proper.

Duck breast with candy potato puree and royal trumpet mushrooms | Picture: Higher DwellingThe 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 might be elevated with out shedding its soul.

Strawberry crisp dessert with vanilla ice cream and chocolate martini | Picture: Higher DwellingFor dessert, the Strawberry Crisp received 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

The Oak Room bar that includes nautical pendant lighting | Picture: Higher DwellingBartender 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 best sweet-tart mixture, whereas the Spicy Margarita constructed warmth slowly with out overwhelming your palate. Every drink additionally paired nicely with Chef Dave’s plates.
What made the expertise much more memorable was studying that Sujoy drives the posh SUV throughout the day and tends bar at night time, embodying the form of multi-role flexibility that makes The Oaks work so nicely. He guided us by way of every cocktail, explaining methods and genuinely caring about our expertise.

Contemporary lemon zest garnish for a Lemon Drop cocktail at The Oaks bar | Picture: Higher DwellingThe bar space strikes that elegant-yet-casual steadiness, 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 environment 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 wanting ahead to seeing what new cocktails he creates on our subsequent go to.
Exploring St. Michaels and Easton: Eating Past The Oaks

Buying in Easton, MD | Picture: Higher DwellingThe Oaks is nicely 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 allure. Easton has a barely bigger downtown stuffed with espresso outlets, parks, boutique purchasing, and nice spots for lunch.
Dinner at Bistro St. Michaels

Bistro St. Michaels restaurant exterior in historic downtown | Picture: Higher DwellingSince The Oak Room was closed on our first night time, Bistro St. Michaels was the pure selection, 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.

Braised beef brief rib with crispy onions at Bistro St. Michaels | Picture: Higher DwellingThe 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 Pink Quinoa and broccolini let recent, easy substances 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 implausible and the house, with its granite bar and open kitchen, felt inviting and cozy.
Lunch at Tiger Lily Easton

Tiger Lily restaurant inside with tropical tiki-bar environment | Picture: Higher DwellingEaston presents an awesome number of purchasing, 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.

Al Pastor tacos Tiger Lily Easton | Picture: Higher DwellingThe Al Pastor Tacos with adobo-marinated pork and grilled pineapple had been smoky, candy, and addictive. Carne Asada Tacos delivered vibrant, full of life 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, full of life 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

Birdwatching facilities at The Oaks Waterfront Resort | Picture: Higher DwellingThe Oaks gives a superb base for birdwatching, with the entrance desk offering binoculars and Jap Shore fowl 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 beloved being surrounded by the sounds and sights of plentiful nature, making each second open air really feel related to the Chesapeake Bay’s pure magnificence.
Night Magic and Assembly Fellow Vacationers

Night fireplace pit gathering space with Adirondack chairs | Picture: Higher DwellingAs an intimate boutique lodge with simply 15 lodging whole, The Oaks creates pure alternatives to fulfill different visitors. We had great conversations with each fellow vacationers and workers all through our keep. The firepit space turns into significantly magical within the night, with Adirondack chairs organized across the flames and the water offering a peaceable backdrop for relaxed conversations beneath the celebs.
The property does host many weddings, so weekends might be difficult to guide. However this creates a chance – midweek stays typically provide higher charges and a extra relaxed environment well-suited for {couples} in search of a quiet getaway.
When Climate Modifications Plans

The Hinckley yacht “Overcomer” at The Oaks non-public pier | Picture: Higher DwellingWe 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 moderately than being disillusioned, it simply gave us one more reason 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, Massive Impression

Luxurious gown and selfmade cookies at The Oaks cottage | Picture: Higher DwellingGenerally the smallest touches depart the largest impression. These unbelievable chocolate chip cookies and occasional in our cottage turned a every 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

Waterfront garden with complimentary bicycles and yacht entry | Picture: Higher DwellingThe Oaks shines year-round, however spring by way of fall presents optimum climate for out of doors actions and yacht excursions. The waterfront cottages present most privateness and beautiful views – guide nicely prematurely, particularly for weekends and peak seasons.
Three days allowed us to expertise The Oaks completely whereas exploring each St. Michaels and Easton with out feeling rushed. Two nights works for a romantic getaway, however you’ll seemingly end up wishing for extra time.
Why Select The Oaks for Your Jap Shore Getaway

Waterfront cottages with rose gardens at The Oaks | Picture: Higher DwellingThe Oaks delivers one thing sudden – a boutique property the place you may merely loosen up in luxurious and let the workers pamper you. It’s excellent 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 rest 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 stunned 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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