TOP 30 Unwind in Oakland, Maryland

Oakland Mills Wine & Spirits is a one-stop shop for all your convenience, food, and liquor needs. Located at 7060 Oakland Mills Road in Columbia, Maryland, this store offers a wide selection of wines, spirits, and other beverages to cater to all tastes and preferences. Whether you're looking to stock up for a party or simply want to unwind with a glass of your favorite wine, Oakland Mills Wine & Spirits has you covered. With friendly staff and a convenient location, this store is the perfect place to pick up all your essentials.

Schrader's Outdoors, LLC is a cozy lodging facility nestled in the heart of Henderson, Maryland. Situated at 16090 Oakland Road, this charming retreat offers a peaceful escape for nature lovers and outdoor enthusiasts. With comfortable accommodations and a serene atmosphere, Schrader's Outdoors is the perfect place to unwind and reconnect with the great outdoors. Whether you're looking to explore the nearby hiking trails, go fishing in the surrounding lakes, or simply relax in nature, this institution provides the ideal setting for a memorable getaway. Come and experience the beauty of Maryland's countryside at Schrader's Outdoors, LLC.

Lazy Bear Lodge at Deep Creek Lake is a charming and cozy retreat located at 173 Bray Run Road in Oakland, Maryland. This institution offers a range of services including lodging, park amenities, real estate services, and travel planning. Nestled in the beautiful surroundings of Deep Creek Lake, guests can enjoy a peaceful and relaxing stay in the heart of nature. The lodge is perfect for those looking to unwind and escape the hustle and bustle of everyday life. Whether you're looking for a weekend getaway, a family vacation, or a romantic retreat, Lazy Bear Lodge has something for everyone. With its convenient location and comfortable accommodations, this institution is the ideal destination for those seeking a tranquil and rejuvenating experience.

Wisp Away Cabin is a charming real estate and travel agency located at 83 Boston Post Road in Oakland, Maryland, United States. Specializing in vacation rentals and property sales in the picturesque Wisp Resort area, Wisp Away Cabin offers a wide range of cozy cabins and luxurious homes for visitors looking to escape and unwind in the beautiful mountains of Maryland. With a dedicated team of professionals, Wisp Away Cabin ensures a seamless and unforgettable experience for all clients, whether they are looking to rent a vacation property or purchase their dream mountain home. Plan your next getaway with Wisp Away Cabin and let the magic of the mountains whisk you away.

Red Run Cabin 3BR Lake Access is a charming vacation rental located at 156 Red Run Road in Oakland, Maryland. This cozy cabin offers three bedrooms and easy access to the beautiful nearby lake, perfect for a relaxing getaway with family or friends. Whether you're looking to enjoy the great outdoors or simply unwind in a peaceful setting, this property is the ideal choice. Contact our real estate and travel agency to book your stay at Red Run Cabin 3BR Lake Access today.

Apple Cottage Holiday Home is a charming lodging located at 560 Glendale Road in Oakland, Maryland, United States. Nestled in a picturesque setting, this cozy cottage offers a peaceful retreat for guests looking to unwind and relax. The cottage features comfortable accommodations, modern amenities, and a welcoming atmosphere. Whether you're looking for a romantic getaway or a family vacation, Apple Cottage Holiday Home is the perfect destination for your next escape. Enjoy the beauty of nature, explore the nearby attractions, and make unforgettable memories at this lovely holiday home.

Raccoon Lagoon Deep Creek Lake Front Vacation Rental is the perfect destination for a relaxing and adventurous getaway in Oakland, Maryland. This lakefront and ski house vacation rental offers 5 bedrooms and 4 bathrooms, with stunning views of Deep Creek Lake from the open floor plan living areas. Guests can enjoy boating, skiing, rafting, hiking, biking, or simply relaxing by the fireplaces or fire pits on the property. Each bedroom and common area is equipped with flat screen smart televisions and expanded cable, perfect for unwinding after a day of outdoor activities. The 8-person hot tub offers a relaxing spot to soak while enjoying views of the lake, and guests can stream music through Bose speakers.

Serenity Ridge is a tranquil lodging institution located at 180 Roman Ridge Road in Oakland, Maryland, United States. Nestled in the heart of nature, this serene retreat offers a peaceful and rejuvenating escape for guests seeking relaxation and tranquility. With comfortable accommodations, breathtaking views, and a variety of amenities, Serenity Ridge is the perfect destination for a peaceful getaway. Whether you're looking to unwind in nature, explore the nearby attractions, or simply relax and recharge, Serenity Ridge provides a serene and welcoming environment for all.

The Suites at Silver Tree is a luxurious lodging institution located at 565 Glendale Road in Oakland, Maryland, United States. Nestled in the picturesque surroundings of Deep Creek Lake, this resort offers a serene retreat for guests looking to relax and unwind. The spacious suites are elegantly appointed with modern amenities and feature stunning views of the lake and surrounding mountains. Guests can enjoy a range of on-site facilities including a fitness center, indoor pool, hot tub, and a cozy fireplace lounge. Whether you're seeking a romantic getaway or a family vacation, the Suites at Silver Tree provides the perfect setting for a memorable stay.

Bears Lair is a cozy lodging institution located at 94 Lehman Lane in Oakland, Maryland, United States. Nestled in the heart of nature, this charming retreat offers a peaceful and relaxing atmosphere for guests to unwind and recharge. With comfortable accommodations and friendly staff, Bears Lair is the perfect destination for those seeking a tranquil getaway in the beautiful surroundings of Maryland. Whether you're looking to explore the nearby attractions or simply relax in the comfort of your room, Bears Lair has everything you need for a memorable stay.

Deep Creek Spa & Billiards is a premier destination for relaxation and entertainment in Oakland, Maryland. Located at 124-B Service Center Drive, this store offers a unique combination of spa services and billiards equipment. Whether you're looking to unwind with a massage or facial, or challenge your friends to a game of pool or darts, Deep Creek Spa & Billiards has something for everyone. With a welcoming atmosphere and expert staff, this institution is the perfect place to escape the hustle and bustle of everyday life. Come visit us and experience the ultimate in relaxation and fun!

The Vagabond Taproom is a cozy and inviting bar and restaurant located at 215 East Alder Street in Oakland, Maryland. With a laid-back atmosphere and a menu featuring delicious food and a wide selection of craft beers on tap, it is the perfect spot to unwind and enjoy a night out with friends. Whether you're looking for a casual dinner or just a few drinks, The Vagabond Taproom has something for everyone. Come visit us and experience great food, drinks, and company in the heart of Oakland.

Backbone Tavern is a cozy and inviting bar and restaurant located at 4676 George Washington Highway in Oakland, Maryland. Serving up delicious food and drinks in a laid-back atmosphere, Backbone Tavern is the perfect spot to unwind after a long day or catch up with friends over a meal. With a diverse menu featuring classic bar fare and tasty entrees, there's something for everyone to enjoy. Come on in and experience the warm hospitality and great food that Backbone Tavern has to offer.

Caddyshack Bar and Grill is a popular dining destination located in Oakland, Maryland. Situated at 433 North Bradley Lane, this restaurant offers a casual and inviting atmosphere for guests to enjoy delicious food and drinks. The menu features a variety of American cuisine, including burgers, sandwiches, salads, and appetizers. With a full bar and friendly staff, Caddyshack Bar and Grill is the perfect spot to unwind and socialize with friends and family. Whether you're looking for a quick bite to eat or a relaxing meal, this establishment is sure to satisfy your cravings.

Firewater Kitchen & Bar is a vibrant and lively restaurant located in Oakland, Maryland. Situated at 20128 Garrett Highway, this establishment offers a unique dining experience that combines delicious food with a lively bar atmosphere. Whether you're looking for a casual meal with friends or a place to unwind after a long day, Firewater Kitchen & Bar has something for everyone. From mouthwatering dishes to refreshing cocktails, you're sure to find something to satisfy your cravings at this popular eatery. Come and experience the warm hospitality and delicious flavors that make Firewater Kitchen & Bar a favorite destination for locals and visitors alike.

Crystal's Creations is a premier beauty salon located at 13903 Garrett Highway in Oakland, Maryland. Our experienced team of stylists and beauty experts are dedicated to helping our clients look and feel their best. From haircuts and styling to facials and manicures, we offer a wide range of services to enhance your natural beauty. At Crystal's Creations, we strive to provide a relaxing and welcoming atmosphere where you can unwind and pamper yourself. Visit us today and let us help you achieve the look you've always wanted.

Will O' the Wisp Condominiums is a charming lodging option located at 20160 Garrett Highway in Oakland, Maryland, United States. Nestled in the heart of nature, this institution offers cozy and comfortable condominium units for guests to enjoy a relaxing getaway. With picturesque views of the surrounding landscape, guests can unwind and rejuvenate in this serene setting. Whether you are looking for a romantic escape or a family vacation, Will O' the Wisp Condominiums provides a peaceful retreat for all.

Trader's Coffee House is a cozy cafe located in Oakland, Maryland, United States. Situated at 21311 Garrett Highway, this charming establishment offers a welcoming atmosphere where patrons can enjoy a variety of delicious food and beverages. From freshly brewed coffee and specialty drinks to tasty pastries and light bites, Trader's Coffee House is the perfect spot to relax and unwind. Additionally, visitors can browse through a selection of unique merchandise available for purchase, making it a one-stop destination for both dining and shopping. Whether you're looking for a quick caffeine fix or a leisurely meal, Trader's Coffee House has something for everyone.

Halfpenny's Tonsorial and Shave Parlor is a premier hair care and health institution located in Columbia, Maryland. Our skilled barbers and stylists offer a range of services including haircuts, shaves, beard trims, and grooming treatments. The cozy and inviting atmosphere of our parlor makes it the perfect place to relax and unwind while getting pampered. Visit us at 6935 Oakland Mills Road for a top-notch grooming experience that will leave you looking and feeling your best.

Haircuts by Daylyn @Halfpenny’s is a premier hair care institution located in Columbia, Maryland. Our skilled stylists are dedicated to providing top-notch haircuts and styling services to help you look and feel your best. Whether you're looking for a simple trim or a complete makeover, we have the expertise to make your vision a reality. Conveniently located at 6935 Oakland Mills Road, our salon offers a welcoming and relaxing atmosphere where you can unwind and leave feeling refreshed and rejuvenated. Trust Haircuts by Daylyn @Halfpenny’s for all your hair care needs.

Oak - Mar Motel is a charming lodging establishment located at 208 North 3rd Street in Oakland, Maryland, United States. This cozy motel offers comfortable accommodations for travelers looking to explore the beautiful surroundings of Oakland. With its convenient location, guests can easily access nearby attractions and activities. The Oak - Mar Motel provides a warm and welcoming atmosphere, making it the perfect place to relax and unwind after a day of adventure. Whether you are visiting for business or pleasure, this motel is the ideal choice for your stay in Oakland.

The Inn at Deep Creek is a charming lodging establishment located at 19638 Garrett Highway in Oakland, Maryland. Nestled in the heart of the beautiful Deep Creek Lake area, this inn offers cozy accommodations and warm hospitality for guests looking to relax and unwind in a serene setting. With comfortable rooms, modern amenities, and a convenient location near outdoor activities and attractions, the Inn at Deep Creek is the perfect destination for a peaceful getaway in the United States.

Serenity Summit is a peaceful retreat nestled in the heart of Oakland, Maryland. Located at 308 Winding Trail Lane, this tranquil lodging institution offers a serene and rejuvenating escape from the hustle and bustle of everyday life. Surrounded by the beauty of nature, guests can unwind and relax in the comfortable accommodations while taking in the breathtaking views of the surrounding landscape. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, Serenity Summit provides a tranquil setting for all. Immerse yourself in the serenity of the mountains and experience a truly peaceful stay at this charming institution.

The Garrett Inn is a charming lodging establishment located at 17848 Garrett Highway in Oakland, Maryland, United States. Nestled in the picturesque countryside, this cozy inn offers comfortable accommodations and a warm, inviting atmosphere for guests to relax and unwind. With its convenient location near outdoor recreational activities, shopping, and dining options, The Garrett Inn is the perfect choice for those looking to experience the beauty of Western Maryland. Whether you are visiting for a weekend getaway or an extended stay, The Garrett Inn welcomes you to enjoy a peaceful and memorable experience in this scenic region.

Welcome to Streams & Dreams Retreat, a peaceful sanctuary nestled in the heart of Oakland, Maryland. Our retreat is located at 8214 Oakland Sang Run Road, offering a serene and tranquil environment for guests seeking relaxation and rejuvenation. At Streams & Dreams Retreat, we offer comfortable lodging accommodations for individuals, couples, and groups looking to escape the hustle and bustle of everyday life. Our cozy rooms are designed to provide a cozy and inviting atmosphere, perfect for unwinding and reconnecting with nature.

Kare Bear Cabin is a cozy lodging establishment located at 158 Glendale Road in Oakland, Maryland, United States. Nestled in a picturesque setting, this charming cabin offers a peaceful retreat for guests looking to unwind and reconnect with nature. The cabin features comfortable accommodations, modern amenities, and a warm, inviting atmosphere. Whether you're seeking a romantic getaway or a family vacation, Kare Bear Cabin provides the perfect setting for a memorable stay in the beautiful Maryland countryside.

Haley Farm Inn and Retreat Center is a tranquil oasis nestled in the picturesque countryside of Oakland, Maryland. This institution offers a unique blend of health, lodging, and spa services, making it the perfect destination for relaxation and rejuvenation. The peaceful surroundings and comfortable accommodations provide a serene atmosphere for guests to unwind and escape the hustle and bustle of everyday life. Whether you're looking to pamper yourself with a luxurious spa treatment or simply enjoy a peaceful retreat in nature, Haley Farm Inn and Retreat Center has something for everyone. Visit us at 16766 Garrett Highway and experience the ultimate in relaxation and wellness.

Paradise View is a charming lodging institution located at 467 Paradise Ridge Road in Oakland, Maryland, United States. Nestled in the heart of nature, this tranquil retreat offers breathtaking views of the surrounding landscape. Guests can relax and unwind in comfortable accommodations while taking in the beauty of the nearby mountains and forests. Whether you're looking for a peaceful escape or a romantic getaway, Paradise View is the perfect destination for those seeking serenity and relaxation. With its prime location and cozy atmosphere, this institution is sure to provide a memorable and rejuvenating experience for all who visit.

Hemlock Hideaway is a cozy lodging retreat nestled in the picturesque mountains of Oakland, Maryland. Located at 127 Bobcat Hill Lane, this tranquil hideaway offers a peaceful escape from the hustle and bustle of everyday life. Surrounded by lush hemlock trees, guests can relax and unwind in the serene natural setting. The accommodations are comfortable and inviting, providing a perfect home away from home for travelers looking to explore the beauty of the nearby Deep Creek Lake area. Whether you're seeking a romantic getaway or a family vacation, Hemlock Hideaway offers a charming and peaceful retreat for all.

Serenity Shores is a charming 4-bedroom lodging located at 3084 Lake Shore Drive in Oakland, Maryland, United States. This tranquil retreat is nestled among trees, offering guests a peaceful getaway with modern amenities. The spacious deck is perfect for relaxing in the summer breeze or enjoying the vibrant autumn foliage. Guests can grill meals, dine al fresco, and gather around the campfire for s'mores. The hot tub provides a soothing experience after a day of lake activities. Nearby attractions include Deep Creek Lake for swimming and boating, Swallow Falls State Park for biking and hiking, as well as ropes courses, a movie theatre, and go-karts. The community offers free access to the Community Aquatic Recreation Center for fitness and wellness activities. The home features a fully equipped kitchen, cozy living room, and comfortable bedrooms. Guests can unwind in the oversized jetted bathtub or by the fireplace. Whether visiting for relaxation or adventure, Serenity Shores offers a home away from home experience. Book your stay today and enjoy the serenity of this beautiful retreat.