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

The Oaks Waterfront Inn

Saint Michaels - Montana

The Oaks Waterfront Inn is an amazing getaway on the Eastern Shore of Maryland. It features complimentary WiFi, flat-screen TVs in every room, a pool, shuffleboard, horseshoes, a putting green, and bicycle rentals. The complimentary breakfast includes fresh blueberry pancakes, omelets, yogurt and fruit parfaits, fresh fruit smoothies, muffins and biscuits, all served in an elegant ballroom with views of the bay and dock. The staff is exceptionally friendly and helpful, providing guests with a wealth of knowledge on local attractions and activities. Upon checking in, guests are greeted with homemade cookies and rooms include a large ‘jacuzzi’ bathtub. If you’re looking for a peaceful, relaxing escape, The Oaks Waterfront Inn is the perfect destination.

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Wades Point Inn on the Bay

Saint Michaels - Montana

Wades Point Inn on the Bay offers stunning views, cozy rooms, and friendly service. Located in Saint Michaels, the inn provides complimentary WiFi and bikes, as well as a terrace and water sports facilities. Enjoy a peaceful, scenic setting with breathtaking views of the bay, plus complimentary kayaks and paddle boards. Relax in the garden or the shared lounge area or take a stroll on the walking trail. Start your day with a delicious breakfast, and end it with a beautiful sunset. Whether you're looking for a romantic getaway or a relaxing escape, Wades Point Inn on the Bay is the perfect choice.

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The Wildset

Saint Michaels - Montana

Nestled in charming Saint Michaels, The Wildset provides an idyllic location for your stay. From the 24-hour front desk to the concierge service, guests are treated to top-notch hospitality from the moment they arrive. Rooms are beautiful, clean, and contemporary, and the lobby offers a well-curated shop and coffee bar. Breakfast is fresh and delicious, and the restaurant, Ruse, is the perfect place for a cocktail and oysters. Guests can also rent bikes and helmets and enjoy the smores provided at the nightly fire pit. It's no wonder The Wildset is a favorite destination in the area!

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More Romantic Hotels for a Couple's Getaway near Saint Michaels

Sandaway Suites & Beach

Oxford - Montana

7 miles from Saint Michaels

Sandaway Waterfront Resort is a beautiful boutique hotel overlooking the Chesapeake Bay and Choptank River. Guests can enjoy a range of amenities, including a private beach area complete with Adirondack chairs, contactless check-in, and a basket of breakfast goodies delivered to each room every morning. Located in the heart of the historic area of Oxford, MD, the resort is within walking distance of several restaurants and shops, as well as the Oxford-Bellvue Ferry. Guests can spend their days biking through the area, exploring the nearby historic homes, and taking in the beautiful views of the River and the Bay. For a tranquil getaway, Sandaway Waterfront Resort is the perfect choice.

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Hummingbird Inn

Easton - Montana

9 miles from Saint Michaels

The Hummingbird Inn is an idyllic oasis located in the heart of Easton. Just a short stroll away from downtown, the Inn offers guests an array of amenities, from complimentary private parking and free WiFi to a peaceful and serene Pollinator Garden. The rooms are individually decorated, and the beds are delightfully comfortable. Host Eric is the perfect host, providing guests with warm hospitality and knowledge about the area. With delicious breakfast served daily and the nearby shops, restaurants, and ice cream, you won't want to miss out on a stay at the Hummingbird Inn. Whether you're looking for a relaxing retreat or a fun day trip, the Hummingbird Inn will provide you with an unforgettable experience.

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Fairfield Inn & Suites by Marriott Easton

Easton - Montana

9 miles from Saint Michaels

Fairfield Inn & Suites by Marriott Easton is a modern 3-star hotel offering comfortable and spacious air-conditioned rooms with free WiFi and private bathrooms. Relax in the fitness centre or enjoy the 24-hour coffee and tea service in the lobby. Start your days with a hot and well-stocked breakfast buffet. Experience exceptional service from the friendly staff who will make your stay memorable. Enjoy a dip in the pool or explore the nearby attractions of St Michales. With great accessibility and cleanliness, this is a perfect place to stay for a business or leisure trip.

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The Yellow Rose of Talbot Bed and Breakfast

Easton - Montana

10 miles from Saint Michaels

The Yellow Rose of Talbot Bed and Breakfast is a perfect getaway for those looking for a peaceful and quiet retreat. Located 9 km from Academy of the Arts, it offers free WiFi and free private parking. Enjoy the spacious, comfortable rooms, the separate bathrooms and amenities, and the privacy of other occupants in the same floor. Our hosts are welcoming and knowledgeable of local attractions. The breakfasts are delicious and abundant with choices ranging from Greek egg casserole to Dutch baby. Relax in the garden with a view of the stars at night, and cool breeze during the day. Our lovely hosts will make you feel right at home with thoughtful little gifts like snacks, shampoos, and bath salts. No minimum nights stay, and delicious home-cooked breakfasts make Yellow Rose the perfect place to stay.

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The Inn at Chesapeake Bay Beach Club

Stevensville - Montana

14 miles from Saint Michaels

The Inn at Chesapeake Bay Beach Club is a luxurious and tranquil oasis. Enjoy free WiFi, a seasonal outdoor pool and fitness centre, a garden, and a restaurant with a patio. Relax in the king suite with a fireplace or around a fire pit. Get a massage or rent a bike to explore the area. After a long journey, this is the perfect spot to rest and rejuvenate. The hotel staff is friendly and accommodating, and the meals are delicious. The Inn at Chesapeake Bay is the best place to stay when looking for a serene getaway.

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Anchored Inn at Hidden Harbor

Deale - Montana

17 miles from Saint Michaels

Anchored Inn at Hidden Harbor offers a luxurious and serene stay for travelers. The property is located in North Deale, Maryland, 44 km from Washington D.C. and offers stunning views of the river. Guests can enjoy the on-site bar, seasonal outdoor pool, comfy beds, and a Keurig in the room. The breakfast is available until 11am, making it a great way to start the day. The location is beautiful, down a dead-end lane that opens out into a stunningly beautiful harbor with lots of easy walks and places to sit. The staff is friendly and helpful, and the Boathouse bar is a great spot to grab a drink and bite to eat. Dogs are also welcome, making it a great spot for family and friends. With clean and comfortable rooms, and plenty of amenities, Anchored Inn at Hidden Harbor is a great place to stay!

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134 Prince - Luxury Boutique Hotel

Annapolis - Montana

19 miles from Saint Michaels

Discover a hidden gem of a boutique hotel in the heart of Annapolis. 134 Prince - Luxury Boutique Hotel is a 170+ year-old house, renovated to perfection and offering 5-star accommodation. The Regatta Suite on the top floor of the house features plush and soft towels, a huge marble shower and Hermés-branded toiletries. Guests can also enjoy the complimentary Nespresso machine in the front parlor, as well as a cabinet with a selection of whiskeys and port. The kind and welcoming staff go above and beyond to make you feel at home, while Chef Miguel prepares delicious breakfasts tailored to your needs. Enjoy leisurely walks to the downtown area, shopping, and restaurants, and take advantage of the hotel's civilized event spirits. Unforgettable experience guaranteed!

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Flag House Inn

Annapolis - Montana

19 miles from Saint Michaels

Flag House Inn is an outstanding 5-star accommodation in Annapolis, Maryland. With air-conditioned rooms, each with its own private bathroom and free WiFi, the inn offers a shared lounge and a front porch swing. Top-notch breakfast is served and the innkeepers are available to provide personalized insight and recommendations. An ideal location, just a hundred yards to the center of town, and across the street from the Naval Academy, makes it perfect for sightseeing and taking in the views of the bay. Whether you're looking for a relaxing holiday, a romantic getaway or a family adventure, Flag House Inn is sure to exceed your expectations. With exceptional hospitality, clean and modern rooms, and delicious food, you're sure to feel right at home.

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Marvels on the creek

East New Market - Montana

19 miles from Saint Michaels

Marvels on the Creek is a delightful place to stay. Hosted by Debbie and her family, the property is a beautiful scenic retreat situated on the Warwick Creek. Guests are welcomed with wine and cheese, a casual happy hour every evening. The rooms are comfortable and spacious, with private bathrooms, terrace, and views of the river. Debbie is a fantastic cook, and provides delicious breakfast every morning. The property also offers a large deck, sunroom, and dock by the water perfect for fishing. With gracious hosts, warm hospitality, and stunning views of the creek, Marvels on the Creek is the perfect getaway.

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Graduate Annapolis

Annapolis - Montana

19 miles from Saint Michaels

This downtown Annapolis hotel offers comfortable accommodations with free WiFi and modern amenities. The hotel features two queen-sized beds in each room, as well as a TV, refrigerator, desk, safe, hairdryer, and hot water kettle. There are plenty of electrical outlets and USB ports for charging gadgets. The decor is stylish, and the room also includes a closet and bathroom with shower/tub, shampoo, conditioner, and body wash. For those looking to explore the city, the hotel is just a short walk from Main Street and the US Naval Academy and Navy-Marine Corps Memorial Stadium. Parking is available in the hotel's basement and the restaurant/bar offers late-night snacks. Whether you're here for business or pleasure, you're sure to have a comfortable and convenient stay at this Annapolis hotel.

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Inn at Huntingfield Creek

Rock Hall - Montana

23 miles from Saint Michaels

The Inn at Huntingfield Creek is a peaceful escape in Rock Hall, Maryland. The property features air-conditioned rooms and a seasonal outdoor pool, as well as a shared lounge. Guests can also take advantage of the complimentary golf cart to explore the waterfront. The inn and cottages offer a tranquil and comfortable stay, with tasteful accommodations, attentive staff, and beautiful grounds. Guests can also enjoy a family style breakfast and vouchers for breakfast at the local cafe. The inn also offers upgraded rooms free of charge. With a private cove leading to the Chesapeake Bay and a pine tree forest, it is the perfect place for a peaceful and reconnecting getaway.

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