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

134 Prince - Luxury Boutique Hotel

Annapolis - Montana

134 Prince is a luxurious boutique hotel located in the heart of historic Annapolis, just a block away from the Annapolis Harbor and 18 km from Carroll Park. The hotel is a beautifully renovated 170+ year old house, boasting unique original details. Guests can enjoy the Regatta Suite, located on the top floor of the house, with a plush marble shower, Hermés toiletries and a comfortable bed with plush linens. Guests can also take advantage of complimentary use of the Nespresso machine in the front parlor, as well as a selection of whiskeys and ports. The kind and welcoming staff go above and beyond to ensure guests' comfort and satisfaction, from the hot breakfast prepared by the on-site chef Miguel to the civilized evening spirits. 134 Prince provides an unforgettable stay and is the perfect destination for a getaway, whether traveling for business or pleasure.

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Graduate Annapolis

Annapolis - Montana

This downtown Annapolis hotel is an ideal choice for those looking for a convenient and comfortable stay. Featuring a modern restaurant, guest rooms with free WiFi, two queen size beds, a TV, refrigerator, desk, safe, blowdryer, hot water kettle, lots of electrical plugs and USB ports, interesting decor, closet, bathroom with shower/tub, shampoo, conditioner and body wash, bar/restaurant open late, and basement parking, it's a great base for exploring the city. Enjoy the view of the ballroom from your room or take a stroll down to the main street and explore the shops, restaurants and US Naval Academy. Check-in and checkout is hassle-free and the hotel is well-maintained. Take advantage of the free central bus system to explore the city in comfort. With its convenient location, modern amenities, and friendly staff, this Annapolis hotel is sure to make your stay a memorable one.

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Flag House Inn

Annapolis - Montana

Welcome to Flag House Inn, the perfect place for your Annapolis getaway! Our 5-star accommodations are situated directly across from the Naval Academy, giving you the perfect vantage point to take in the views of the bay. Our air-conditioned rooms have free WiFi and a private bathroom, while a shared lounge lets you relax with friends. Enjoy a gourmet breakfast made with love, and take advantage of our hosts' local insights to visit some of the best restaurants in town. Our innkeepers are attentive and helpful, ensuring that your stay is nothing short of exceptional. We look forward to welcoming you to Flag House Inn!

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More Romantic Hotels for a Couple's Getaway near Annapolis

The Inn at Chesapeake Bay Beach Club

Stevensville - Montana

8 miles from Annapolis

The Inn at Chesapeake Bay Beach Club is a beautiful and serene property situated 27km from Annapolis Harbor. Relax in a comfortable king suite with a fireplace, or enjoy a glass of wine on the patio at Knoxie’s restaurant. Take a dip in the spacious pool, or take a walk around the tranquil grounds. The hotel staff is friendly and attentive, and they offer first-class accommodations. Enjoy a bike ride around the town or relax by the fire pit. The Inn offers a unique and cozy getaway experience, perfect for a weekend retreat.

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Anchored Inn at Hidden Harbor

Deale - Montana

14 miles from Annapolis

Anchored Inn at Hidden Harbor is a hidden gem in North Deale, Maryland, located 44 km from Washington. It features a seasonal outdoor pool, an on-site bar and restaurant, comfy beds, balconies, lots of free toiletries and fluffy towels, and a Keurig in each room. The staff is friendly and helpful, and the location is beautiful and peaceful, with a stunningly beautiful harbor and lots of easy walks and places to sit. The Boathouse bar is a great place to enjoy a drink, a bite to eat, live music, and watch the basketball game. The rooms are modern, clean, and comfortable, with views of the water. Anchored Inn at Hidden Harbor is the perfect place to stay for a relaxing getaway or to explore the Chesapeake. Highly recommended!

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Wades Point Inn on the Bay

Saint Michaels - Montana

15 miles from Annapolis

Wades Point Inn on the Bay is a stunning 1890-inspired property located in Saint Michaels, offering breathtaking views of the bay. Guests can enjoy free WiFi, a garden, a shared lounge area, free bikes, a terrace, and water sports facilities. All the rooms are cozy and comfortable and come with a small kitchen. The friendly staff is always available for any need, and the delicious breakfasts offer a variety of main courses. Enjoy a relaxing and inviting getaway, with plenty of seating around the property to admire the sunset views. Everyone here is friendly and interested in taking care of guests' needs, making it the perfect place to relax and recharge.

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Inn at Huntingfield Creek

Rock Hall - Montana

17 miles from Annapolis

Stay at the Inn at Huntingfield Creek and experience an unforgettable escape to reconnect with your special someone. Enjoy the peace and tranquility of this stunning property, complete with beautiful grounds, a seasonal outdoor pool, and a shared lounge. Relax in a comfortable and tastefully appointed accommodation, and enjoy a family-style breakfast served on site. Take advantage of the helpful golf cart to explore the waterfront, and make sure to say hello to the two friendly dogs. Whether you're here for a night or a week, you’re sure to leave refreshed and rejuvenated!

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Haven Point Inn

Rock Hall - Montana

17 miles from Annapolis

Haven Point Inn in Rock Hall is the perfect adults-only getaway. Our warm and friendly hosts, Judith and Paul, ensure that your stay is comfortable and stress-free. Relax in the garden, or take advantage of the free bikes to explore the nearby beach. Enjoy a delicious breakfast each morning plus fresh local seafood at the Fisherman's Wharf. For a truly special experience, visit the Eastern Shores Nature Reserve and browse the inn's art gallery. With free WiFi and a paid airport shuttle service, Haven Point Inn has it all. Whether you're looking for a romantic retreat or a quiet escape, this is the perfect place to relax, explore, and make lasting memories.

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Inn at Haven Harbour

Rock Hall - Montana

17 miles from Annapolis

The Inn at Haven Harbour is the perfect spot for a peaceful getaway. Our property offers a variety of accommodations to choose from, whether you're looking for a room near the water or something more secluded. Enjoy our many amenities, like the seasonal outdoor pool, bicycles to explore the area, a fitness center, a full marina, fire pit and private beach area, and a shared lounge and bar. We also provide a delicious breakfast each morning. Our staff are friendly, helpful and work hard to keep the Inn looking great. During your stay, don't miss the nearby Rock Hall Oyster Festival. We look forward to welcoming you to the Inn at Haven Harbour.

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Inn at Osprey Point

Rock Hall - Montana

17 miles from Annapolis

Inn at Osprey Point is the perfect place to stay if you’re looking for a comfortable, cozy and peaceful setting. Located in Rock Hall, Maryland, you’ll be treated to stunning views of the Swan River and charming vacation cottages along the banks. Enjoy the outdoor pool, restaurant and kayaking opportunities, plus free WiFi access. The antiques and tasteful furnishings will make you feel right at home, and you can’t beat the delicious homemade breakfast and dinner options. The staff is always helpful and welcoming, and the Covid precautions have been well handled. Whether you’re looking for a relaxing getaway or a fun-filled adventure, you’ll find it all here at Inn at Osprey Point.

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Cambria Hotel - Arundel Mills BWI Airport

Hanover - Montana

18 miles from Annapolis

Cambria Hotel - Arundel Mills BWI Airport is located in Hanover, just 20 km from Carroll Park. Offering free WiFi, a fitness centre, free shuttle service, a 24-hour front desk, free private parking and a restaurant, this 4-star hotel is perfect for a business trip, family holiday or couples getaway. Relax in one of our comfortable rooms, take a dip in the heated pool and enjoy a drink in the bar. The bathroom comes with a smart mirror/vanity and the beds and pillows are extremely comfortable. Don't miss the lounge area by the window, the Wawa just outside and the shuttle service to the nearby Maryland Live Casino, Mallard restaurants and stores. Our friendly staff are always on hand to ensure you have a memorable stay.

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The Wildset

Saint Michaels - Montana

19 miles from Annapolis

The Wildset is a luxurious boutique hotel located in the heart of Saint Michaels. Offering 24-hour front desk service and a concierge, the hotel is a great place to relax, explore, and enjoy the local area. Guests can take advantage of the on-site restaurant and bar, free private parking, and complimentary breakfast and s'mores. Newly renovated rooms are spacious and comfortable, with a view of the fire pit in the back. Each room also includes free wifi and a selection of dog treats at check-in. With a location close to restaurants, shops, and the Chesapeake Bay Maritime Museum, The Wildset is the perfect place to stay in Saint Michaels.

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