Romantic Hotels for a Couple's Getaway in Deale (Maryland)

Anchored Inn at Hidden Harbor

Deale - Montana

Anchored Inn at Hidden Harbor is a hidden gem nestled in the heart of North Deale, Maryland. This peaceful and picturesque destination offers gorgeous views of the harbour, a seasonal outdoor pool, an on-site bar and food truck, comfy beds, and plenty of free toiletries and fluffy towels. Guests can enjoy a variety of activities such as charter fishing, live music, and sports events at the bar. The friendly and helpful staff make sure to meet all your needs and even welcome your four-legged friends! A perfect spot for a staycation or a quick getaway, Anchored Inn at Hidden Harbor is sure to make your visit an unforgettable one.

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More Romantic Hotels for a Couple's Getaway near Deale

Graduate Annapolis

Annapolis - Montana

14 miles from Deale

This downtown Annapolis hotel offers modern comfort and convenience for visitors to the United States Naval Academy and Navy-Marine Corps Memorial Stadium. Featuring 2 queen-sized beds, our room was well-equipped with a TV, refrigerator, desk, safe, blow-dryer, hot water kettle, and lots of electrical plugs with USB ports. The room's interior was nicely decorated and had a closet for hanging clothes. The bathroom had a shower/tub, shampoo, conditioner, and body wash. The hotel's bar/restaurant remained open into late hours and offered tasty food. Check-in and checkout were fast and easy. Parking is available in the basement, and the beds are fairly high. With easy access to restaurants, shops, and the US Naval Academy and St. John's College, this hotel makes a great base for exploring Annapolis.

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134 Prince - Luxury Boutique Hotel

Annapolis - Montana

14 miles from Deale

Revel in the luxurious experience of 134 Prince - Luxury Boutique Hotel in the heart of Annapolis. This 170+ year old house-turned-hotel provides an exquisite atmosphere, from the original details that adorn the building to the plush, soft towels and Hermés toiletries in the bathrooms. Enjoy a hot breakfast by the in-house Chef Miguel, complimentary drinks from the front parlor, and a comfortable bed with your own noise machine to ensure a peaceful night's sleep. With its convenient location near the water, Annapolis Harbor, and the Naval Academy, 134 Prince allows you to make the most of your visit. The friendly, accommodating staff at 134 Prince will ensure you feel welcome and taken care of throughout your stay. Experience the best of Annapolis with a stay at 134 Prince - Luxury Boutique Hotel.

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Flag House Inn

Annapolis - Montana

14 miles from Deale

Flag House Inn is a 5-star boutique accommodation nestled in the heart of Annapolis, Maryland. This family-run Inn offers luxurious and modern air-conditioned rooms, each with private bathrooms, free WiFi and a shared lounge. Guests can enjoy a delicious continental breakfast, relax on the front porch swing and explore the nearby attractions such as USNA and downtown Annapolis. The hosts are friendly and attentive, offering personalized insight into local places to visit. The luxurious rooms, spotless bathrooms and delicious breakfast make this the perfect place to stay for a relaxing holiday. With a convenient location and exceptional service, Flag House Inn is a must-visit for any guest.

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Wades Point Inn on the Bay

Saint Michaels - Montana

14 miles from Deale

Wades Point Inn on the Bay is a charming waterfront inn situated in the picturesque town of St. Michaels, Maryland. Guests are invited to enjoy the fresh air and stunning views of the bay while cycling, fishing, or hiking. After a day in the outdoors, relax in the garden or in the shared lounge area. Guests can also take advantage of the complimentary bikes, kayaks, and paddle boards. Rooms are cozy and comfortable and include amenities such as a kitchenette and two double beds. Breakfast is served daily with a variety of options. The friendly staff is always on hand to answer any questions and ensure a comfortable and enjoyable stay. Come experience the stunning views, amenities, and hospitality at Wades Point Inn on the Bay.

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The Wildset

Saint Michaels - Montana

18 miles from Deale

The Wildset is a boutique hotel located in the heart of Saint Michaels. Enjoy a comfortable stay with complimentary breakfast, s'mores, and pet treats. Enjoy a cozy room overlooking the fire pit or explore the shops and restaurants within walking distance. Take a bike ride and explore the Chesapeake Bay Maritime Museum. Relax in our well-curated lobby with a coffee bar and shop. Enjoy a cocktail at our restaurant, Ruse, or opt for a happy hour menu. Our staff is friendly and accommodating, providing a smooth check-in, caramels for your anniversary, and a 24-hour front desk and concierge service. With all of this and more, The Wildset is the perfect place for your next getaway!

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The Inn at Chesapeake Bay Beach Club

Stevensville - Montana

18 miles from Deale

The Inn at Chesapeake Bay Beach Club is the perfect getaway for a relaxing retreat. Enjoy a king suite with two separate rooms, one with a fireplace, and a view of the tranquil grounds. Indulge in delicious meals at the hotel restaurant, Knoxie’s Patio, and spend the evenings rocking chairs around a fire pit. The Inn features two pools, bicycles, and a 24-hour front desk. Enjoy the friendly town of Stevensville and safety measures in place during the Covid environment. First-class accommodations, great restaurant, and attentive staff will have you feeling like visiting old friends. Relax and be amazed at this beautiful and well-maintained hotel.

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The Oaks Waterfront Inn

Saint Michaels - Montana

20 miles from Deale

The Oaks Waterfront Inn is a beautiful bed and breakfast located in Saint Michaels. Enjoy complimentary WiFi, flat-screen TVs, and a variety of amenities including a pool, shuffle boarding, horseshoes, putting green, complimentary bike rentals and more. Start your day with a complimentary breakfast featuring fresh Blueberry pancakes, omelets, yogurt and fruit parfaits and smoothies. The staff are all extremely helpful and polite, and you’ll be welcomed with complimentary homemade cookies upon check in. Enjoy a peaceful, luxurious and romantic stay in this stunning property and explore the surrounding countryside. Relax and unwind in the large “jacuzzi” bathtub, and make sure to take advantage of this amazing early week getaway!

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Sandaway Suites & Beach

Oxford - Montana

22 miles from Deale

Sandaway is a beautiful waterfront boutique hotel in Oxford, MD overlooking the Chesapeake Bay and Choptank River. Enjoy a private beach area with relaxing chairs, and take a leisurely stroll through the historic area's white picket fences. The resort offers contactless check-in, follows all social distancing rules and guidelines, and delivers baskets of breakfast goodies and fresh coffee each morning. Dozens of Adirondack chairs line the shoreline, inviting you to relax and watch boats go up and down the Tred Avon River. Nearby restaurants and a market are within walking distance for convenience. The owners, Ken and Wendy, go above and beyond to make your stay special, and the Deluxe King Suite with balcony offers stunning views of the ocean. Celebrate your special occasion with decorations and personalized menus at Latitude 38. Sandaway is the perfect place for a peaceful and surreal getaway!

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Single family home

Fort Washington - Montana

25 miles from Deale

Single Family Home offers a relaxing getaway in the heart of Fort Washington. Enjoy the beautiful garden and river views from the comfort of your own private space. Inside, take advantage of modern amenities such as a full kitchen, washer/dryer, and two bedrooms, outfitted with comfy beds. Guests can also enjoy the perks of a private patio, fitness center, and complimentary breakfast. Plus, the host is dedicated to ensuring your stay is as pleasant and stress-free as possible with fast communication and attentive service. Whether you're looking for a weekend escape or a longer stay, Single Family Home is the perfect place to relax and unwind.

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