The Best Covered Outdoor Wedding Venues in Chestertown, MD

Drumore Mill is a different world. It is nestled in a corner of the most rustic township in Amish Lancaster County, Pennsylvania. The mill was built in 1752 as a sawmill and a grist mill. It sits in a hollow with 30 acres of tall cliffs and old trees to provide privacy, warmth, and natural beauties. There is a pristine creek that meanders through the property. The Fishing Creek supports native trout and other rare small fishes. The waterfall is adjacent to the buildings. There is a hiking trail within the property. There is wetland and much more. The combination of rustic setting, natural beauties, and historical features makes Drumore Mill amazingly beautiful. One has to see it to believe it.

Our waterfront wedding venue lets the Chesapeake Bay provide a beautiful and elegant backdrop to your special day. Our goal is to exceed your expectations right down to the smallest detail because your wedding deserves no less. Our 30 years of experience planning all-inclusive weddings means that your journey can be stress-free. From relaxing in your bridal suite to photos on the waterfront, to dancing the night away – your day will be perfect! Consistent quality and diverse variety is the hallmark of our wedding catering service. Whether looking for an elegant multi-course dinner, or lighter afternoon fare, our extensive selection ensures you’ll find the perfect menu to compliment your event.

Located in the rolling hills of Prince Frederick, Running Hare Vineyard is a hidden gem that blends the elegance of the Italian countryside with the warmth of Napa Valley. Just a short drive from D.C. and Annapolis, our estate offers a breathtaking escape where "canal life" meets world-class viticulture. With lush vineyards, a stunning Tuscan-style villa, and a relaxed, soulful atmosphere, we provide an unforgettable backdrop for couples seeking a destination-style wedding without leaving the East Coast. Your guests will feel as if they've traveled straight to Tuscany as they enjoy this southern Maryland vineyard and all of the charms it has to offer. At Running Hare, we believe your wedding should be as unique as your love story. Our venue is designed for seamless flow and natural beauty. Whether you're dreaming of an intimate gathering or a vibrant full-estate buyout, our team is dedicated to creating a sophisticated experience.

Brittland Estates embraces a collection of heritage properties located in the historic Chestertown area of Maryland's Eastern Shore. Its distinctive properties are rich with history, expansive settings from fields to rivers, and a rural sophistication. Each property is an ideal venue for weddings, small retreats and meetings, reunions, and get-a-ways. Stepne Manor is a marvelous property. Boasting a front porch that looks out onto the expansive lawns, there is a cultivated sophistication to the building’s exterior. After you have been joined in matrimony at your outdoor ceremony, make your way indoors to delight at the interiors. Here, there is a great deal to appreciate. Stepne Manor’s dining room provides space for you and your guests to sit and eat, while the kitchen affords any hired culinary staff with an ideal preparation base. The great room, den, and sun porch provide ample room for everyone to kick back, relax, and enjoy the festivities.

Historic mansion, river vistas and forever fields, the world of Brittland personifies an old world luxury elegance in a rural setting. The hilltop setting commands magnificent views of the Chester River. Brittland Manor gives the discerning couple a series of settings and moods to create their distinctive celebration. This secluded mansion has a garden, pool, wildlife pond, 530 riverside acres, and woodside fields. A waterfront cottage perfectly compliments the 530 acre Brittland Manor estate. It offers a rustic riverside setting for ceremony and/or a rehearsal dinner.

Great Oak Manor sits on the banks of the Chesapeake Bay on Maryland's Eastern Shore. The Georgian Mansion has twelve large guest rooms and a Carriage House. Because we are on the Bay, most weddings are waterfront on our expansive lawn with tented receptions. Smaller weddings and receptions might be held in our Conservatory.

The Inn at Osprey Point is a sprawling estate in the charming village of Rock Hall, Maryland. This premier wedding venue and B&B is surrounded by 30 acres of lush landscapes and spectacular water views. It offers a variety of beautiful settings for any wedding day. The colonial-style inn caters to intimate celebrations while a one-of-a-kind waterfront tented reception will charm guests and loved ones. Whatever classic coastal vision couples have for their special day, the Inn at Osprey Point can make dream weddings come true. Please reach out for the full wedding package including food and bar choices that are available. With catering, bar, a full staff, and day-of coordination, your wedding is bound to be stress-free with Osprey Point!

Celebrate your special day at the River House at Queenstown Harbor, a picturesque waterfront wedding venue with stunning views and personalized service. Craft unforgettable memories with customized wedding packages to bring your vision to life.

Immerse yourself in unmatched elegance and charm at the Queen Anne Event Center, nestled within the breathtaking Hyatt Place Kent Narrows & Marina, where every detail is thoughtfully curated to surpass expectations and create enduring memories against the backdrop of stunning waterfront vistas. Elevate your next gathering, wedding, or conference with our versatile 4,000 square feet of indoor meeting and event space, perfectly suited for both professional and social gatherings. Step outside onto our 3,000 square feet of additional patio space, offering picturesque views that enhance any outdoor event. Whether accommodating up to 150 guests in our expansive Queen Anne Ballroom or hosting intimate gatherings in our stylish Meeting Room or the Narrows Boardroom, our venue is designed to meet your every need.

Worsell Manor has an incredible history and a new life thanks to the loving restoration by its current owners. The estate was granted in 1683 and was a favored stopping ground for George Washington who enjoyed the parties thrown at this elegant and intimate property still nestled in natural woodlands and ag preserved lands.

Experience elevated luxury and timeless elegance at Bohemia Overlook, a breathtaking private estate overlooking the tranquil shores of the Elk River. Spanning more than 80 acres of pristine landscapes, our property offers a distinguished blend of refined charm and understated, old-money sophistication—an atmosphere designed to make your wedding feel effortlessly unforgettable. Choose from three beautiful venues The Manor, The Beach, and The Barn, each offering its own unique ambiance and architectural character to bring your vision to life. From the rustic refinement of The Barn to the stately grace of The Manor and the relaxed waterfront luxury of The Beach, each setting provides a distinctive backdrop for a celebration that reflects your personal style. Bohemia Overlook isn’t just a venue; it’s where unforgettable memories are crafted with sophistication, intention, and unrivaled beauty.

Situated on Maryland’s Eastern Shore, Kent Island Resort welcomes guests with a historic manor house and sprawling countryside, perfect for landmark celebrations. Tailored wedding packages, three elegant venues, celebrated chefs, and a dedicated team ensure unforgettable moments—whether it’s an intimate affair or a grand celebration. The Resort boasts exclusivity, modern sophistication, waterfront views, boating activities, hiking trails, cycling, and luxurious onsite amenities. Located just an hour from Washington, D.C., Kent Island Resort offers outstanding service and memorable experiences.

La Banque de Fleuve presents two distinct spaces, each with its own unique allure. The Historic Bank, with its lofty ceilings, ornate chandeliers, and intricate details, exudes the timeless opulence of a bygone era, where elegance beautifully intersects with history, creating an atmosphere that whisks you away to another time. On the other hand, the Seaplane Base offers a contrasting yet equally enchanting setting. Nestled alongside the river's edge, it provides sweeping panoramic views of the water, infusing your celebration with a natural serenity. With its open-air design and the soothing sounds of the water in the background, it becomes a tranquil oasis right in the heart of the city.

The Anchor Inn is a private waterfront wedding venue in Pasadena, Md. With only one wedding on the property at a time, Anchor Inn is the perfect intimate reception and ceremony site for your wedding. Steps away from the Chesapeake Bay, this venue sets the ambiance for a perfect day with friends and family. With a beautiful pier and covered ceremony options, you and your guests will be surrounded by the beauty of the Chesapeake Bay for your entire event. You'll also get stunning views of the Bay Bridge as well! If you’d like a free visit and consultation, please contact us today!

With over 115 acres of land just 15 minutes from downtown Annapolis, the property is set on a mile and a half of Chesapeake Bay shoreline. The beautifully and lovingly restored National Historic Landmark offers an unparalleled backdrop for your one-of-a- kind wedding or private celebration.

Cobalt Manor is a historic Mansion located in Historic Smyrna Delaware. We offer an on premise event space that can hold up to 100 guests. Italianate style home and event hall offer a unique space to hold your event. We specialize in all inclusive events including planning and coordination.

Rockfield Manor is a historic venue located in Bel Air MD. The Manor sits on 55 acres of perfectly landscaped gardens featuring 2 ceremony locations (Barn or Garden) Vintage chic indoor open floor plan venue with outdoor climate-controlled reception with Nanawalls Accordion Sliders for indoor/outdoor capabilities. Rockfield Manor is a Non- Profit Venue all proceeds go back into maintaining the estate gardens, grounds and 104 year old manor. A portion of all proceeds are donated to local non profits in the Harford County Community.

The historic Liriodendron mansion, built in 1898, was the summer residence of Dr. Howard A. Kelly, one of the four founding physicians of Johns Hopkins Hospital. Sold to Harford County in the late 1970s, the mansion now operates as a historic, cultural, educational, and recreational facility, managed by the nonprofit Liriodendron Foundation, Inc. A hidden treasure nestled in the woods, edged with flower and boxwood gardens. Celebrate your special day here and create beautiful memories for hosts and guests alike.

Imagine exchanging vows with the Chesapeake Bay as your backdrop, surrounded by lush landscapes and the charm of a living shoreline. The Annapolis Maritime Museum offers a unique and picturesque setting in America’s Sailing Capital, where you can host your special day right on the water. Enjoy stunning views, an affordable venue, and a true taste of Annapolis. The Annapolis Maritime Museum & Park boasts 2 uniquely charming waterfront wedding venues. The Maritime Museum: located in the Eastport neighborhood of Annapolis, the former McNasby’s Oyster Company building offers outdoor ceremony and indoor reception space with a uniquely Chesapeake Bay vibe. The Park Pavilion: located within our 12-acre park campus along the scenic shores of Back Creek, offers a rustic stone amphitheater ceremony space with an open-air Pavilion reception, that includes a working stone fireplace. The Annapolis Maritime Museum is the coastal venue of your dreams- where history meets the harbor.

With stunning design, Inner Harbor views and signature Pendry service, Pendry Baltimore is an unrivaled setting for your one-of-a-kind celebration. Choose from a collection of awe-inspiring wedding venues, including the stunning ballroom, a historic 1914 space that has been restored to its original majesty from every angle. Our expert events team will ensure your special day unfolds seamlessly in one of the most memorable Baltimore wedding venues in the city.

Combining modern amenities with a convenient location, Courtyard Baltimore Downtown McHenry Row provides a stylish urban setting for weddings. The venue's contemporary design and exceptional service ensure a sophisticated and seamless celebration.

Welcome to Baltimore's premier dining and entertainment destination! Power Plant Live! is just a block away from the world famous Baltimore Inner Harbor and a short walk from many downtown hotels. Power Plant Live! is made up of 13 unique, indoor and outdoor venues with over 25,000 square feet of customizable space on one city block. No matter how big or small your party plans, we've got you covered! Power Plant Live! can accommodate any group size and occasion for up to 4,000 guests. From networking events to business presentations to corporate dinners and galas; let us handle all the planning in-house so you can enjoy your event. The team at Power Plant Live! knows how to make every event a memorable one! We look forward to working with you!

Your premier destination for a picturesque and enchanting wedding venue in Dover, Delaware. Nestled amidst scenic landscapes, our modern farm offers an idyllic setting for couples seeking an unforgettable celebration. As one of the top wedding venues in the Mid-Atlantic region, we pride ourselves on creating magical moments for your special day. Our charming farm, reminiscent of a fairytale, is perfect for those dreaming of a Castle wedding or seeking rustic elegance in barn wedding venues in Delaware. With sprawling fields and breathtaking views, King Cole Farm provides an unparalleled backdrop for your ceremony and reception. Whether you envision a cozy barn wedding or an outdoor celebration surrounded by nature, our versatile event spaces cater to your desires. Located conveniently near Dover, our farm offers a tranquil escape while remaining accessible to the city. Our facilities in Dover, Delaware, provide ample space for your guests to revel in the joyous occasion.

We offer several indoor and outdoor spaces for weddings! All newly renovated! Take a tour of our spaces today to plan your wedding with us! We can accommodate up to 250 guests! Our France Hall is perfect for any reception! Our courtyard is perfect for stunning photos of your ceremony. Call today to schedule a tour!

Celebrate your special day amidst our charming bank barn's timeless beauty and rustic elegance. Our meticulously restored circa 1800s venue sets the stage for unforgettable weddings and events, where history meets romance in a picturesque countryside setting. As you step into our enchanting barn, you'll be captivated by its warm embrace and timeless allure. The spacious interior boasts high ceilings, exposed wooden beams, and a rustic ambiance that effortlessly blends with modern amenities. The versatile layout offers ample space to accommodate your vision, whether you dream of an intimate gathering or a grand celebration.

Chesapeake Bay Golf Club in Rising Sun, Maryland is pleased to announce the opening of our all new Wedding Venues offering multiple on-site indoor and outdoor spaces for your ceremony, cocktail hour and wedding reception. Enjoy breathtaking golf course views and natural scenery, state-of-the-art lighting features, and modern amenities beyond compare. Whether you are exchanging your vows at the Lakeview Arbor on the Lawn terrace by our 1740 manor house, having cocktails in our Rustic Pavilion overlooking the golf course, or dancing the night away in the Chantilly Ballroom, the country club elegance and rustic farmhouse charm of our spaces will inspire your guests.

good neighbor has a variety of spaces that will meet your wedding needs. Starting with an outdoor garden that can accommodate up to 180 guests, an indoor dance party space, and a special 7-room boutique hotel.

Hemlock Farm is the perfect rustic venue for a beautiful summer wedding. Known for its stunning weddings and annual Christmas tree selection, this charming farm offers a warm and welcoming atmosphere. Weddings take place in front of the picturesque red barn, surrounded by family and close friends. Hemlock Farm also offers the freshest fir Christmas trees and greenery, making it a family-friendly destination year-round. Celebrate your special day in a setting that combines rustic charm with heartfelt hospitality at Hemlock Farm.

Here at the Ballroom at Windsor, we've created a venue experience with the ideal blend of country charm & sophisticated elegance. Celebrate your wedding all in 1 location. Imagine exchanging vows in a charming country setting, surrounded by greenery, beautiful trees, & flowers with views of the C&D canal. The rustic charm of the countryside provides a beautiful backdrop for your special day. As you step onto our country porch & enter our climate-controlled space, you'll be struck with the unique blend of rustic & elegant design. Our floors were crafted from reclaimed 100-year-old beams & the Pub's custom bar is made from reclaimed wood unmatched in beauty. The 1800s large windows, bring in plenty of natural light, contributing to the overall charm of the space. The main rooms offer a custom fireplace. Also included are exclusive use of the farm property, 1st floor of the venue, private area to get ready, wedding pavilion, cocktail pavilion, custom benches, tables, and chairs.

A gorgeous wedding venue just minutes from Annapolis. The Golf Club at South River is a unique golf club and wedding venue located in Edgewater, Maryland. Located just minutes from Annapolis, The Golf Club at South River offers a perfect blend of rustic and modern elements set against a lush and scenic backdrop. From the spectacular views to the lavish furnishings, The Golf Club at South River could be the perfect place to celebrate your dream wedding day. Our catering team, offers custom menu selections for plated, buffet and culinary station style events. Enjoy a signature cocktail, hors d’oeuvres, creative culinary stations, a rustic-style buffet, or an elegant plated affair at your reception. We look forward to guiding you through the process of planning your once in a lifetime occasion!