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

The Oaks predominant resort constructing with arrival space | Photograph: Higher DwellingTucked away on a quiet cove simply off the Chesapeake Bay, The Oaks Waterfront Lodge delivers a serene escape that appears like your personal non-public nook of Maryland’s Jap Shore.
After spending three days right here, I can confidently say this boutique property shocked us in the absolute best approach.
What caught me off guard was how a lot it jogged my memory of a few of the world’s best lodges. The Oaks could also be a boutique property reasonably than a sprawling resort, however the degree of service and a focus to element rivaled what I’ve skilled at locations like 4 Seasons or Ritz Carlton.

The foyer at espresso station in the primary home at The Oaks | Photograph: Higher DwellingContemporary flowers seem all through the property every day. The restaurant and bar are all the time 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 virtually model new. Premium facilities fill the rooms – high quality furnishings, linens, and robes that add further consolation. Getting round is easy with golf cart rides throughout the grounds or a luxurious SUV on name for procuring and eating. Their very own yacht waits on the pier. Superb eating and signature cocktails occur on website, all delivered with service that appears like having your personal private concierge.
Like these big-name properties, every thing is solely taken care of and ready for you on arrival. It’s all very considerate and splendid. 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 | Photograph: Higher DwellingThe 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 exhibits in each nook, but it by no means appears overdone. Its latest inclusion in Historic Inns of America displays each its historic significance and dedication to preservation.
The property gives 11 rooms and suites in the primary 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 gives elevated delicacies with water views, and the breakfast alone makes it value beginning your day on the resort.
The property additionally gives curated experiences – together with water sports activities, yacht charters, clay taking pictures, and golf, that immerse you within the Chesapeake Bay way of life.
What stood out most was the workers. They knew our names straight away and have been sharing tales concerning the property’s centuries-long historical past by the point we had settled in. The identical staff 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 good. It’s spacious, vivid, and comfy, with two TVs and a coated 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 only sit and benefit from the peaceable views.
The lavatory deserves its personal point out. Heated flooring really feel unbelievable below naked toes, the walk-in bathe is spacious, and the soaking tub is actually deep sufficient to chill out in. The bathroom has its personal separate room, so two individuals can use the area with out awkward encounters. The robes and towels have been splendidly plush, including an additional contact of consolation.

Cottage 3 bed room with woodland views and luxurious facilities | Photograph: Higher DwellingThe king mattress supplied a few of the most restful nights of sleep we’ve had anyplace. With high-quality linens and pillows, temperature management, and full quiet, it created ultimate circumstances 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 workers are completely satisfied to convey extra on request.

Cottage 3 eating space with marsh panorama paintings | Photograph: Higher DwellingThe saltwater pool, positioned simply off the primary home, offers a refreshing possibility throughout summer season visits. It’s completely positioned for a fast dip while you need 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 a really perfect setting for doing completely nothing in any respect.
Eating at The Oaks


The Oaks delivers a eating expertise that rivals a lot bigger lodges, 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 grow to be memorable experiences. The Tuesday by way of Thursday dinner schedule creates an intimate ambiance, whereas the complimentary breakfast showcases native components with waterfront views that make early mornings worthwhile. For these arriving by boat, the property’s non-public pier gives handy dock and dine entry to The Oak Room.
Complimentary Breakfast at The Oaks

Poached egg and smoked salmon breakfast at The Oak Room | Photograph: Higher DwellingBreakfast 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 value planning your morning round.
Throughout our keep, we tried almost every thing. The Jap Shore Omelette with jumbo lump crab, white cheddar, roasted tomatoes, spinach, and skillet potatoes highlights the most effective native components. 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, Crimson Dragon cheddar, caramelized onions, and your selection of meat, is artistic consolation meals. It even is available in a takeout container should you’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 all the time topped off and our espresso cups have been by no means empty and all the time 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 proper tone for 3 days of full leisure.
Dinner at The Oak Room

Waterfront eating room desk at The Oak Room with sundown yacht views | Photograph: 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 area is elegant but welcoming, with dramatic sundown views of Oak Creek and a mixture of {couples} having fun with every thing from vigorous 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.

Tuna tartare with avocado mousse and crispy wonton | Photograph: Higher DwellingThe 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.

Duck breast with candy potato puree and royal trumpet mushrooms | Photograph: 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 may be elevated with out shedding its soul.

Strawberry crisp dessert with vanilla ice cream and chocolate martini | Photograph: Higher DwellingFor dessert, the Strawberry Crisp gained us over with recent, mild 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 | Photograph: Higher DwellingBartender Sujoy remodeled 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 nicely 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 sort 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 | Photograph: Higher DwellingThe 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 remodeled what may 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 | Photograph: 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 attraction. Easton has a barely bigger downtown stuffed with espresso retailers, parks, boutique procuring, and nice spots for lunch.
Dinner at Bistro St. Michaels

Bistro St. Michaels restaurant exterior in historic downtown | Photograph: Higher DwellingSince The Oak Room was closed on our first evening, 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 Normal Supervisor Jennifer Stevens, it embodies every thing we love about Jap Shore eating.
Chef Doug’s cooking lets flavors develop naturally, leading to dishes which might 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 superbly.

Braised beef quick rib with crispy onions at Bistro St. Michaels | Photograph: 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 Crimson Quinoa and broccolini let recent, easy components 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 area, with its granite bar and open kitchen, felt inviting and comfy.
Lunch at Tiger Lily Easton

Tiger Lily restaurant inside with tropical tiki-bar ambiance | Photograph: Higher DwellingEaston gives a terrific collection of procuring, 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 like it.

Al Pastor tacos Tiger Lily Easton | Photograph: Higher DwellingThe Al Pastor Tacos with adobo-marinated pork and grilled pineapple have been smoky, candy, and addictive. Carne Asada Tacos delivered vivid, vigorous 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 have been unexpectedly satisfying. A Trio of Dips with house-fried tortilla chips, guacamole, salsa, and queso set the tone for the meal. The informal, vigorous area, 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 a wide range of culinary adventures that pair superbly with a keep at The Oaks.
Birding at The Oaks

Birdwatching facilities at The Oaks Waterfront Lodge | Photograph: Higher DwellingThe Oaks offers a wonderful 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 liked 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 hearth pit gathering space with Adirondack chairs | Photograph: Higher DwellingAs 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 workers 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 below the celebrities.
The property does host many weddings, so weekends may be difficult to e-book. However this creates a possibility – midweek stays usually provide higher charges and a extra relaxed ambiance well-suited for {couples} searching for a quiet getaway.
When Climate Modifications Plans

The Hinckley yacht “Overcomer” at The Oaks non-public pier | Photograph: Higher DwellingWe had deliberate to benefit from the complimentary kayaks and paddleboards, and have been scheduled for a sundown cruise on their lovely 40-foot Hinckley yacht, Overcomer. Rain and wind had different concepts, however reasonably than being upset, 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 all the time one thing great taking place indoors.
Small Particulars, Large Impression

Luxurious gown and selfmade cookies at The Oaks cottage | Photograph: Higher DwellingGenerally the smallest touches go away the most important impression. These unbelievable chocolate chip cookies and low in our cottage turned a every day spotlight. The tremendous plush robes made lazy mornings much more indulgent. The heated lavatory 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 | Photograph: Higher DwellingThe Oaks shines year-round, however spring by way of fall gives optimum climate for outside actions and yacht excursions. The waterfront cottages present most privateness and gorgeous views – e-book nicely upfront, 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 possible end up wishing for extra time.
Why Select The Oaks for Your Jap Shore Getaway

Waterfront cottages with rose gardens at The Oaks | Photograph: Higher DwellingThe Oaks delivers one thing surprising – a boutique property the place you’ll be able to merely chill out in luxurious and let the workers 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 Lodge
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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