Book Hotels in St. Michaels, MD
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Top St. Michaels hotels
The Wildset
"Clean and comfortable. All staff were friendly and helpful. Location made virtually the whole town walkable. Dinner at the restaurant was top notch."
Reviewed on Sep 2, 2026
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
"Lovely, historic home in perfect location. We hope to return soon!"
Reviewed on Aug 3, 2026
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
"Great location in St Michaels at a fun historical house."
Reviewed on Aug 17, 2026
Parsonage Inn
"Lots of issues with our room and stay. Small motel room with junk in the closet, marks on wall and door, and light bulb missing. TV and DVD not working. Outside unkempt. Breakfast not ver good. Substandard for price and advertisement."
Reviewed on Aug 21, 2026
George Brooks House B&B
"The property was nice. The scenery was very inviting and relaxing. The queen room was nice, all the charm and character of an old home was present. Breakfast consisted of a hot prepared meal, was delicious. The inn keeper was not very welcoming and inviting. When we arrived, instantly he was very ..."
Reviewed on Aug 31, 2026
St Michaels Inn
Inn at Perry Cabin
DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG
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St Michaels Inn
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St. Michaels Hotel & Travel Guide
For those adventurers searching for a place to tuck in for the night close to where the action is in St. Michaels, Travelocity's reservations page offers a few excellent places. You will discover 6 apartments and hotels within a 6-mile (10-kilometer) radius of downtown St. Michaels.
St. Michaels's downtown area is a pleasant walk from Travelocity-listed lodgings such as Inn at Perry Cabin by Belmond and Five Gables Inn and Spa.
Travelocity's accommodation database offers only a small selection of no-frills lodging options in St. Michaels. The Harbourtowne St. Michaels is one such offering.
The Annapolis Waterfront Hotel, Autograph Collection can be found 18 miles (29 kilometers) outside the city center of St. Michaels. Another alternative is the Hyatt Regency Chesapeake Bay, which can be found approximately 19 miles (31 kilometers) away. Alternative accommodation options are the Historic Kent Manor Inn and the Sandaway Waterfront Lodging.
When you're craving the chance to see more of the coastal plains and wetlands in this part of United States of America, you should plan extra nights in other areas of Eastern Maryland. Relish the chance to check out this area's various sights or go ice fishing, hiking and shore fishing and afterwards make a booking for a suitable Travelocity-registered room.
Easton is 8 miles (13 kilometers) east of St. Michaels and boasts River House Golf and Avalon Theatre. When you want to stay in Easton, be sure to check out the The Tidewater Inn and Hampton Inn Easton. For another option, stay in Rock Hall, 20 miles (35 kilometers) north of St. Michaels, where you can pick from the Mariners Motel and Inn at Osprey Point. While in Rock Hall, make sure you visit the Mainstay and Rock Hall Harbor.
When sport is on your St. Michaels bucket list, make sure you visit Nationals Park, which is situated 40 miles (67 kilometers) to the west of St. Michaels. Sports fans that want to find a Travelocity-listed room in the area surrounding the game can compare the The Jefferson, Washington, DC or the Marriott Marquis Washington, DC.
If you are flying via Baltimore Washington International Thurgood Marshall Airport and want to book a Travelocity-listed room in the area, consider Residence Inn by Marriott Baltimore BWI Airport or BWI Airport Marriott.
Top reasons for your vacation to St. Michaels
- Boat Excursions on the Chesapeake Bay: Explore the beautiful Chesapeake Bay on a boat excursion, offering stunning views and the opportunity to spot local wildlife.
- Historical Museums and Sites: Immerse yourself in the town's rich history by visiting the local museums and historic sites, learning about St. Michaels' fascinating past.
- Delicious Seafood: Indulge in fresh and flavorful seafood dishes, a must-try culinary experience in St. Michaels.
- Charming Shops and Marina: Take a leisurely stroll through the town's shops and marina, where you can find unique treasures and enjoy the coastal atmosphere.
- Outdoor Adventures: Engage in outdoor activities like boating, sailing, and beachcombing, taking advantage of the town's natural beauty and coastal location.
Find your favorite hotels in St. Michaels
If you're planning an outdoor vacation in St. Michaels, Maryland, you'll find a variety of hotel accommodations to choose from. Whether you're looking for a luxurious stay, a boutique hotel experience, or simply the best hotels in the area, St. Michaels has options to suit every traveler's needs. These hotels provide a comfortable and convenient base for exploring the charming town of St. Michaels and enjoying all the outdoor activities it has to offer.
| Hotel name | Type | Stars | Description |
| St Michaels Inn | Hotel | 2.5 | This 2.5-star rated hotel offers close proximity to the oceanview, friendly people, river, entertainment, view, arcade, sea, excursions, and an outdoor pool. It is a great option for budget-conscious travelers. |
| The Wildset | Hotel | 2.5 | This 2.5-star rated hotel provides a comfortable stay for outdoor vacationers. |
| Inn at Perry Cabin | Hotel | 5.0 | With a 5.0-star rating, this hotel offers close proximity to the oceanview, view, luxury, river, pool sidebar, library, relaxing ambiance, countryside, childcare, and a romantic setting. It is perfect for those seeking a high-end experience. |
Explore the best activities and sights in St. Michaels
If you're planning an outdoor vacation in St. Michaels, Maryland, you're in for a treat! Located near the Chesapeake Bay, this charming town offers a variety of family-friendly activities. Take a boat excursion on the bay, explore the local museums and historic sites, and indulge in delicious seafood. Stroll through the shops and marina, or embark on a romantic sailing adventure. Nearby attractions include the historic St. Michaels, where you can learn about the town's fascinating past. Don't forget to check out the devilish bunkers that dot the landscape, adding an intriguing element to your outdoor adventure.
- St. Michaels Winery: Experience the enchanting beauty of St. Michaels Winery, where you can indulge in a delightful selection of wines. Set sail on a boat or sailboat to explore the historic port and marina. Immerse yourself in the natural surroundings, with picturesque beaches and breathtaking views. Visit the museums to learn about the rich history of the area. Enjoy exciting excursions and savor delicious seafood. Whether you're looking for entertainment or a romantic experience, St. Michaels Winery offers a charming ambiance that will captivate your senses.
- Chesapeake Bay Maritime Museum: Embark on a cultural journey at the Chesapeake Bay Maritime Museum. Discover the maritime heritage through captivating exhibits and immerse yourself in the history of boating and sailing. Explore the picturesque port and marina, surrounded by the beauty of nature. Visit the museums to learn about the fascinating past and enjoy thrilling excursions. With its scenic beaches and delectable seafood, this museum offers a unique blend of culture and relaxation.
- St. Michaels Museum: Immerse yourself in the rich history of St. Michaels at the St. Michaels Museum. Set sail on a boat or sailboat to explore the historic port and marina. Appreciate the beauty of nature while strolling along the beach. Delve into the past through engaging exhibits and learn about the captivating stories of the town. With its maritime charm and delectable seafood, St. Michaels Museum provides a cultural experience that will transport you to a bygone era.
Where to stay in St. Michaels
Experience the outdoor beauty of St. Michaels, Maryland, where you can indulge in boating, sailing, and exploring the historical charm of this seaside town. Take a short drive to the rugged beauty of Ocean City, perfect for a day trip filled with sandy beaches and ocean adventures. Discover the joy of searching for sea glass along the shoreline, a favorite pastime for beachcombers. And don't forget to explore the local shops and marina, just a mile away, where you can find unique treasures and enjoy fresh seafood. St. Michaels offers the perfect blend of outdoor fun and coastal vibes for a memorable vacation.
- Claiborne: Claiborne is a charming town nestled in the heart of Maryland's Eastern Shore. Known for its rich history and picturesque waterfront, Claiborne offers a unique experience for outdoor vacations with your family. Explore the town's quaint streets and admire the historic architecture, or take a leisurely stroll along the waterfront and enjoy the scenic views of the Chesapeake Bay. Claiborne also offers opportunities for outdoor activities such as fishing, boating, and kayaking. With its friendly locals and relaxed atmosphere, Claiborne is the perfect destination to unwind and create lasting memories with your loved ones.
The travel seasons of St. Michaels
Trips to St. Michaels show a small change in popularity throughout the year. The peak season to visit is from June to August, with July being the highest month. Off-peak season starts from November to January, and November sees the least travelers.
St. Michaels has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 78.4 degrees Fahrenheit. The wettest month in St. Michaels is August, so pack accordingly.
 Calendar Month |  Temperature |  Precipitation |  Cloudiness |
| January | 36.3°F (2.4°C) | Light Rain | Mostly Sunny |
| February | 38.8°F (3.8°C) | Light Rain | Mostly Sunny |
| March | 45.3°F (7.4°C) | Light Rain | Mostly Sunny |
| April | 55.6°F (13.1°C) | Light Rain | Mostly Sunny |
| May | 64.6°F (18.1°C) | Light Rain | Mostly Sunny |
| June | 73.4°F (23.0°C) | Light Rain | Mostly Sunny |
| July | 78.4°F (25.8°C) | Light Rain | Mostly Sunny |
| August | 76.8°F (24.9°C) | Light Rain | Mostly Sunny |
| September | 71.1°F (21.7°C) | Light Rain | Mostly Sunny |
| October | 61.0°F (16.1°C) | Light Rain | Mostly Sunny |
| November | 49.5°F (9.7°C) | Light Rain | Mostly Sunny |
| December | 42.3°F (5.7°C) | Light Rain | Mostly Sunny |
Food and dining in St. Michaels
When visiting St. Michaels, Maryland, you must indulge in the local cuisine. Some of the popular restaurants in the area include Foxy's, Chesapeake Landing Restaurant, and Sam's Pizza. Foxy's is a highly popular restaurant known for its North American dishes. Chesapeake Landing Restaurant is another great option, offering award-winning seafood dishes like fish dip and crab cakes. If you're in the mood for pizza, head to Sam's Pizza, a moderately rated pizzeria. Don't miss the chance to savor the distinctive local flavors while exploring St. Michaels!
How do I find a great hotel with Travelocity?
Ensure your entire crew experiences an unforgettable vacation. Discover hotels with extra amenities for children by using our family-friendly badge. Our custom filters allow you to narrow down your search to hotels closest to top attractions, offering enhanced cleaning, all within your budget.
Why should I book with Travelocity?
Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules require trips that are hassle-free. Our aim is to provide stress-free travel every time you and your family book with us, so you can spend less time worrying and more time creating cherished memories. To accomplish this, we will assist you in finding and planning your ideal trip, along with offering transparent pricing and reliable reviews. Additionally, our 24/7 customer support is guaranteed to be there for you before, during, and after your vacation.
How can I save money on my trip to St. Michaels?
If you're looking to save money on your trip to St. Michaels, consider visiting during the off-peak season from November to January. By bundling your flights, hotel, and car rentals together, you can often find discounted prices. While in St. Michaels, make sure to take advantage of the inexpensive local attractions. You can explore the town's rich history by visiting the various museums, enjoy a day of boating on the nearby waters, or indulge in some delicious and affordable seafood from the local restaurants.
Frequently asked questions
Recent St. Michaels hotel reviews by fellow wanderers
Historic Inns of Annapolis
"Fantastic location. Clean room with comfortable beds and powerful AC. Liked the history of the building. We were able to consistently get parking on the street near the hotel, which was great. The only real con was that we discovered upon reaching our room that we didn't have an exterior window--our two "windows" looked over the covered event area, which had pretty lights but was nonetheless an interior hallway, so no outside view. There were also a couple hiccups with the bathroom, one being that the glass shelf was falling down, and the other being that we were consistently given two towels even though we had four people on the reservation. But overall we were happy with our stay and appreciated being in a historic building in such a great location."
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