
Located on Maryland’s Eastern Shore, this colonial mansion boasts a full-service spa, various dining options, and panoramic views of the Chesapeake Bay. The Offshore Sailing School is on-site. Cable TV, free WiFi access, and an iPod dock are featured in every guest room at Inn at Perry Cabin. Decorated in crisp, bright colours and dark wood furnishings, the rooms also have an en suite bathroom. Guests can relax on the lounge chairs by the outdoor pool or use the fitness centre where yoga classes are available. Guests can also stroll through the lush flower gardens and greenhouse at the Inn at Perry Cabin. Overlooking the water, Stars serves breakfast, lunch, and dinner. Enjoy a cocktail by the fireplace at Purser's Pub. Various shops and antique stores in St. Michael’s town center are within 10 minutes’ walk.
Exceptional
57 reviews

Where a bayside cool retreat awaits: a rebirth of an 1898 original boarding house where watermen ran the docks and crabs were piled high on picnic tables. The Wylder Hotel Tilghman Island, located on a 3-mile island on the Chesapeake Bay, is a remake of an iconic property. It is an all-season escape that honors hardworking fisherman of yesteryear in an irreverent manner. This waterfront hotel makes you feel right at home with its welcoming vibe and great offerings: Tickler’s Crab Shack & Restaurant, Bar Mumbo, a private marina with 25 boat slips, charter fishing trips, and plenty of fun-filled activities. Wylder Hotel Tilghman Island is an awesome location for overnight guests, locals, as well as private gatherings and celebrations. A short drive from Baltimore, Washington D.C. and Philadelphia, Tilghman Island is a relaxed, yet exciting Eastern Shore escape. Drive through St. Michael’s, past the farmland, corn stalks and pumpkin patches, and over the drawbridge across Knapp’s Narrow, and you’ll be on our 3-mile stretch of salty paradise. From charter fishing, to sailing and kayaking, Tilghman Island life is built around the Chesapeake Bay and its bounty of pleasures. Crack your blue crab in the glow of our super-sized sunset, wash it down with a cold one and give yourself a high five from us here at Tilghman Island.
Exceptional
114 reviews

<h2>Historic Setting</h2> 134 Prince - Luxury Boutique Hotel in Annapolis is housed in a historic building, offering a unique and elegant setting. <h2>Exceptional Facilities</h2> Guests enjoy a beautiful garden and free WiFi, complemented by private check-in and check-out services, a lounge, and a 24-hour front desk. <h2>Comfortable Accommodations</h2> Rooms feature air-conditioning, private bathrooms with spa baths, bathrobes, and parquet floors. Additional amenities include streaming services, work desks, and free toiletries. <h2>Dining Experience</h2> An à la carte breakfast is served with local specialities, fresh pastries, fruits, and juice. The hotel also offers a business area and laundry service. <h2>Prime Location</h2> Located 1.8 km from Annapolis Harbor and 34 km from Baltimore - Washington International Airport, the hotel is near attractions such as Sports Legends Museum and Inner Harbor.
Exceptional
26 reviews

Featuring a modern restaurant and guest rooms with free WiFi, this downtown Annapolis hotel is less than 1.6 km from the United States Naval Academy and Navy-Marine Corps Memorial Stadium. The Graduate by Hilton Annapolis offers guest rooms with 47-inch flat-screen Smart TVs. A refrigerator is included At Trophy Room, guests will find a casual neighborhood restaurant and bar,serving classic American dishes with a youthful spin. Cocktails, beer, and wine are also available. Guests of the Graduate by Hilton Annapolis are welcome to enjoy the free fitness centre. The Graduate by Hilton Annapolis is a 2-minute drive from the Maryland State Capitol and less than 1.6 km from St. John’s College.
Exceptional
601 reviews

Offering a seasonal outdoor pool, Pendry Baltimore is located in the Fells Point district in Baltimore. Set at the waters edge, an open-air courtyard allows guests an outdoor lush space while the private pool deck offers a seasonal bar and grill with outdoor dining and lounging, Rooms include a flat-screen TV. Certain units feature a seating area for your convenience. Some rooms have views of the pool or garden. Each room is fitted with a private bathroom. For your comfort, you will find bathrobes, free toiletries and a hairdryer. There is a 24-hour front desk, 24-hour fitness centre, a cash machine, a shared lounge and gift shop at the property. The hotel features two on-site restaurants, Rec Pier Chophouse and The Cannon Room, helmed by chef Andrew Carmellini. Pendry Baltimore also offers function rooms to host board meetings, gatherings and weddings. The hotel also offers car hire. Harbor East Marina is 800 metres from Pendry Baltimore, while Pier Six Concert Pavillion is 1.1 km from the property. The nearest airport is Baltimore - Washington International Airport, 13 km from the property.
Exceptional
126 reviews

This 5-star luxury hotel located in Baltimore’s Inner Harbor features free Wi-Fi, full service spa, rooftop infinity pool, and 4 on-site dining facilities. The National Aquarium is 1 km away. The modernly decorated guest rooms at the Four Seasons Baltimore include floor-to-ceiling windows, a flat-screen TV, and a marble bathroom with deep soaking tub and walk-in rain shower. Guests can visit the state-of-the-art fitness centre and sauna. Seasonal cabana rentals are available for poolside relaxation at the Baltimore Four Seasons. The business centre is open 24-hours. Atlas Restaurant Group's Maximón serves Latin American cuisine and is open for breakfast, lunch and dinner. Located on the 29th floor and offering city views, The Bygone is open for dinner and Sunday brunch. Camden Yards and M&T Bank Stadium are within 3 km of the hotel. The historic neighborhood of Fell’s Point is 805 metres away.
Exceptional
93 reviews

<h2>Comfortable Accommodations</h2> Pier 5 Hotel Baltimore in Baltimore offers air-conditioned rooms with private bathrooms, tea and coffee makers, and free toiletries. Each room includes a work desk, TV, and wardrobe, ensuring a pleasant stay. <h2>Dining Experience</h2> The family-friendly restaurant serves American, seafood, and steakhouse cuisines in a traditional and modern ambience. Guests can enjoy brunch, lunch, dinner, and cocktails in the outdoor seating area or indoors. <h2>Leisure Facilities</h2> The hotel features a sun terrace, garden, and outdoor seating area. Additional amenities include a lift, 24-hour front desk, minimarket, evening entertainment, daily housekeeping service, business area, and luggage storage. <h2>Prime Location</h2> Located 200 metres from Pier Six Concert Pavilion and 600 metres from Inner Harbor, the hotel is close to attractions such as Harbor East Marina and Baltimore Convention Center. Baltimore Washington International Airport is 16 km away.
Exceptional
602 reviews

The Royal Sonesta Harbor Court Baltimore offers the ideal waterfront location, across the street from the Maryland Science Center and Harborplace, and a quick stroll from the National Aquarium, Oriole Park at Camden Yards, and M&T Bank Stadium. The hotel features an indoor pool and a lobby cafe that serves breakfast and lunch items to-go. The guestrooms at the Baltimore Harbor Court Royal Sonesta feature a flat-screen TV with cable channels. Explorers, an American Gastropub offers casual evening appetizers and cocktails on Monday – Sunday evenings in addition to classic and creative cocktails. Camden Yards, home of the Baltimore Orioles, is 10 minutes walk away.
Exceptional
1356 reviews

Situated in Baltimore’s Inner Harbor, this hotel boasts an on-site restaurant and lounge, as well as an outdoor swimming pool. The National Aquarium, Baltimore is 5 minutes’ walk away. The Hyatt Regency Baltimore features rooms with a flat-screen cable TV and a coffee maker. The rooms are all equipped with WiFi. Select rooms have views of the Harbor. Bistro 300 serves breakfast and offers local dishes including Maryland crab cakes. Bistro 300 Lounge has drinks and a bar menu. Guests can relax on the sun terrace by the pool or visit the 24-hour fitness centre. Concierge services are available. M&T Bank Stadium, home of the Baltimore Ravens football team, is 15 minutes’ walk away. The Sports Legends Museum at Camden Yards is 10 minutes’ walk away.
Exceptional
1011 reviews

This pet-friendly Baltimore hotel is located 10 minutes’ walk from the Inner Harbor and features an on-site restaurant and bar. The Baltimore Convention Center is 5 minutes’ walk away. Each modern room at the Kimpton Hotel Monaco Baltimore Inner Harbor boasts a flat-screen TV, fully stocked minibar, and an iHome docking station. Some suites have a spa bath and a living area with sofa bed. B&O Restaurant is an award-winning American Brasserie serving breakfast, lunch, and dinner. The lounge area has a variety of drinks and light fare. Wi-Fi access is available for guests at the Kimpton Hotel Monaco Baltimore Inner Harbor. An onsite fitness centre is available. Dry cleaning services are also provided. Coffee and tea are served every morning and a wine hour is hosted each evening. Camden Yards and M&T Bank Stadium are within 1 mile of the hotel. The National Aquarium, Baltimore is 10 minutes’ walk away.
Exceptional
271 reviews

Offering direct access to the Baltimore Convention Center via a covered sky bridge and within walking distance of the Inner Harbor, this hotel offers spacious guestrooms filled with sophisticated amenities. Hilton Baltimore Inner Harbor features guestrooms and suites with plush-top mattresses, down duvets and pillows. Guests will also enjoy in-room plasma screen TVs with on-demand entertainment and spacious work areas. Relaxing amenities such as an indoor pool and well-equipped fitness center are also offered. Breakfast, lunch and dinner are available daily at the hotel's full-service on-site restaurant.
Exceptional
277 reviews

This hotel is located in Baltimore and is within a 5-minute walk of Mt Vernon Place Historic District. This hotel offers free Wi-Fi and a coffee maker in every room. Rooms at Hotel Indigo Baltimore Downtown include ironing facilities and a safety deposit box. The rooms also have cable TV. Hotel Indigo Baltimore Downtown was built in 1907 and was originally the city’s YMCA. Guests at the hotel can dine in Poets - Modern Cocktails and Kitchen, which features a daily hot breakfast, lunch and dinner. Hotel Indigo Baltimore Downtown is within a 5-minute walk of Basilica of the Assumption and Charles Street, which features shopping and dining. Baltimore’s Inner Harbor is 1 mile from the hotel. Johns Hopkins Hospital is 2 miles away.
Exceptional
390 reviews






Note: The prices for each boutique hotels in Saint Michaels do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.
Luxury Boutique Stay in Saint Michaels, USA: As you explore the charming town of Saint Michaels, you'll discover attractions that perfectly complement your luxury or boutique stay in Saint Michaels, USA.
Chesapeake Bay Maritime Museum: Dive into the rich maritime history of the Chesapeake Bay at this interactive museum featuring engaging exhibits and stunning waterfront views.
Saint Michaels Winery: Savor the taste of local wines at this delightful boutique winery where you can enjoy tastings and learn about the winemaking process in a picturesque setting.
Talbot Street: Stroll down Talbot Street and immerse yourself in quaint shops, art galleries, and delightful eateries that reflect the unique charm of Saint Michaels.
Boat Tours: Embark on a memorable boat tour through the tranquil waters of the Chesapeake Bay, offering breathtaking views and opportunities for wildlife sightings.
Wye Island National Wildlife Refuge: Explore the natural beauty of this refuge with walking trails and birdwatching opportunities, perfect for nature lovers looking for tranquility.
Saint Michaels Lighthouse: Visit this iconic lighthouse, which not only offers picturesque photo ops but also serves as a reminder of the area’s seafaring heritage.
Historic District: Wander through the historic district of Saint Michaels, where beautifully preserved homes showcase the area's rich history and architecture.
Dining Experiences: Treat your taste buds to exquisite dining experiences at gourmet restaurants that highlight fresh, local ingredients and seafood, completing your boutique stay experience.
Popular boutique hotels in Saint Michaels that have a pool include:
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A spa is available to guests at the following boutique hotels in Saint Michaels:
Families traveling in Saint Michaels enjoyed their stay at the following boutique hotels:
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