"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
We didn't have any plans for Spring Break, but the weather was fantastic and we decided to go to St. Michaels to go kayaking. Found the Parsonage online and got a great suite for ourselves and our son at the last minute. Way comfortable and LOVED how close to everything in town it was. Enjoyed relaxing evenings watching movies from the DVD collection. Great parking for our truck.
We didn't have any plans for Spring Break, but the weather was fantastic and we decided to go to St. Michaels to go kayaking. Found the Parsonage online and got a great suite for ourselves and our son at the last minute. Way comfortable and LOVED how close to everything in town it was. Enjoyed relaxing evenings watching movies from the DVD collection. Great parking for our truck.
Great price! Large clean rooms! Awesome pool, breakfast not so great but since it was such an amazing stay we didn’t mind going out for breakfast. We would stay again
Great price! Large clean rooms! Awesome pool, breakfast not so great but since it was such an amazing stay we didn’t mind going out for breakfast. We would stay again
Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10.
Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10.
William
Reviewed October 29, 2026Reviewed October 29, 2026
My wife and I were celebrating our 15th anniversary and the Hummingbird Inn was the perfect relaxing and romantic getaway. Eric and Michael are gracious and accommodating hosts. The Inn is gorgeous. Our room was elegant yet comfortable. There are plenty of restaurants within walking distance and lots of cool shops to check out. I also want to throw a shout out to Storm and Daughters Ice Cream which we walked to after dinner because it’s maybe the best ice cream we’ve ever had. Then back to the...
My wife and I were celebrating our 15th anniversary and the Hummingbird Inn was the perfect relaxing and romantic getaway. Eric and Michael are gracious and accommodating hosts. The Inn is gorgeous. Our room was elegant yet comfortable. There are plenty of restaurants within walking distance and lots of cool shops to check out. I also want to throw a shout out to Storm and Daughters Ice Cream which we walked to after dinner because it’s maybe the best ice cream we’ve ever had. Then back to the...
I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!
I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!
The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...
The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...
Richard
Reviewed December 30, 2023Reviewed December 30, 2023
Lovely room, comfy bed, great bathroom! Only complaint was that it was SO hot in the room and it was challenging to adjust that even after receiving instructions. Breakfast and coffee was excellent!
Lovely room, comfy bed, great bathroom! Only complaint was that it was SO hot in the room and it was challenging to adjust that even after receiving instructions. Breakfast and coffee was excellent!
Reyna
Reviewed February 15, 2025Reviewed February 15, 2025
The property was immaculate! The room we stayed (Chase suite) was gorgeous!!
The staff were so wonderful and helpful and the location was perfect. Loved everything about this property
The property was immaculate! The room we stayed (Chase suite) was gorgeous!!
The staff were so wonderful and helpful and the location was perfect. Loved everything about this property
MARA
Reviewed October 31, 2026Reviewed October 31, 2026
It was a spectacular location, beautiful rooms and restoration of a stunning property, the owners Luciano and Susan are superstars, the staff amazing the breakfast was unbelievably and the ambiance was amazing! I was in Maryland for a wedding, I never thought I would return but I MUST come back and stay again!
It was a spectacular location, beautiful rooms and restoration of a stunning property, the owners Luciano and Susan are superstars, the staff amazing the breakfast was unbelievably and the ambiance was amazing! I was in Maryland for a wedding, I never thought I would return but I MUST come back and stay again!
ian
Reviewed October 10, 2026Reviewed October 10, 2026
I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.
I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.
We had a great time at the Wylder Inn on Tilghman Island (20-21 May). This is a great spot for a quick getaway, and there are many things to do on site and in the area if you want to stay longer.
The staff was welcoming and responsive from our arrival to departure when our key was collected from our car so we didn't have to get out in the rain.
The Continental Breakfast had a variety of items to start the day right and the fire pits provided a relaxing venue at the end of the day.
We look...
We had a great time at the Wylder Inn on Tilghman Island (20-21 May). This is a great spot for a quick getaway, and there are many things to do on site and in the area if you want to stay longer.
The staff was welcoming and responsive from our arrival to departure when our key was collected from our car so we didn't have to get out in the rain.
The Continental Breakfast had a variety of items to start the day right and the fire pits provided a relaxing venue at the end of the day.
We look...
The staff was amazing!! There were 2 gentlemen at the desk when we checked in, both were very welcoming and helpful. We arrived late for an event at the Avalon Theater due to bad weather and traffic, and they were kind enough to let us park in front of the hotel until after the show. They didn't want us to miss anymore of the show than we already had!
The staff was amazing!! There were 2 gentlemen at the desk when we checked in, both were very welcoming and helpful. We arrived late for an event at the Avalon Theater due to bad weather and traffic, and they were kind enough to let us park in front of the hotel until after the show. They didn't want us to miss anymore of the show than we already had!
St. Michaels, Maryland, is a charming retreat that invites families to explore its rich maritime heritage and stunning landscapes. Start your adventure at the Chesapeake Bay Maritime Museum, where interactive exhibits and beautiful waterfront views provide both education and entertainment for all ages. For some outdoor fun, hop on a bike and ride along the picturesque St. Michaels Nature Trail, where you can immerse yourself in the area's natural beauty while observing local wildlife. Don’t miss a scenic boat tour of the bay; these excursions offer a thrilling perspective on the region's history and breathtaking scenery. If you’re in the mood for a culinary experience, the local eateries, like the famous Crab Claw Restaurant, serve up fresh seafood that will delight your taste buds. For an exceptional stay, consider the historic inns and waterfront hotels, such as the Inn at Perry Cabin, where you can enjoy luxurious accommodations and attentive service, making your family feel pampered after a day of exploration. Each morning, wake up to stunning views and a delightful breakfast, setting the perfect tone for another day of adventure in this delightful town.
Find the best romantic hotels in St. Michaels
For couples seeking a romantic getaway in St. Michaels, Maryland, these hotels offer the perfect blend of charm and amenities to create unforgettable memories together.
Why it's great for a couples retreat: The Wildset is a charming retreat perfect for couples looking to escape the everyday hustle. With an impressive review rating of 9.6, this hotel provides an inviting atmosphere that offers comfort and relaxation. Guests can enjoy luxurious touches such as Frette Italian sheets, designer toiletries, and cozy fireplaces in their rooms, making it an ideal spot for romantic evenings together.
Other amenities: In addition to its cozy accommodations, The Wildset features several appealing amenities, including free daily breakfast, concierge services, and complimentary self-parking. Guests can unwind on their private balconies or patios, and enjoy the resort-style housekeeping. Other features include a snack bar and gift shop, ensuring that all needs are met for a delightful stay.
Nearby attractions: Higgins Yacht Yard and Marina - 0.19 miles, Saint Michaels Town Hall - 0.21 miles, Muskrat Park - 0.26 miles
Why it's great for a couples retreat: For an upscale romantic retreat, the Inn at Perry Cabin stands out with its luxurious offerings and stunning waterfront views. With an exceptional review rating of 9.6, this hotel is perfect for couples looking to indulge in a lavish getaway. Guests can enjoy a pampering spa experience and unwind in the hot tub, while gourmet dining at the garden-view restaurant adds a touch of elegance to any evening.
Other amenities: Additional amenities include outdoor tennis courts, a heated outdoor pool, and golf lessons on-site, ensuring that guests can enjoy both relaxation and recreation. The Inn also offers 24-hour room service, valet parking, and a fitness center for those looking to maintain their routines. With beautifully furnished balconies and patios, as well as a full-service spa, every aspect of this hotel promotes romance and relaxation.
Nearby attractions: Perry Cabin Park - 0.07 miles, Higgins Yacht Yard and Marina - 0.42 miles, Saint Michaels Town Hall - 0.44 miles
Why it's great for a couples retreat: Parsonage Inn is a delightful choice for couples seeking an intimate and cozy atmosphere. With an excellent review rating of 8.4, this inn features charming amenities that cater to romance, including terraces and private balconies where guests can enjoy peaceful moments together. The complimentary full breakfast sets the tone for a perfect day spent with loved ones.
Other amenities: In addition to its romantic offerings, the inn provides convenient amenities such as self-parking and daily housekeeping. Guests can unwind by the fireplace or explore the nearby historical district. The garden area and nearby museum add to the inn's allure, ensuring couples have plenty of options for exploration and relaxation during their stay.
Nearby attractions: Perry Cabin Park - 0.14 miles, Higgins Yacht Yard and Marina - 0.31 miles, Saint Michaels Town Hall - 0.32 miles
Why it's great for a couples retreat: George Brooks House B&B is a quaint and inviting bed and breakfast perfect for a romantic escape. With a review rating of 8.0, it offers a cozy atmosphere complemented by Victorian design elements that create a charming backdrop for couples. Guests can enjoy leisurely mornings with a delicious complimentary breakfast and relax by the outdoor pool.
Other amenities: The B&B boasts several appealing amenities, including self-parking, daily housekeeping, and a garden for serene strolls. Guests can unwind on furnished balconies or patios, adding to the romantic experience. The hotel also features electric car charging stations and a warm fireplace in rooms, enhancing comfort and convenience for travelers.
Nearby attractions: Perry Cabin Park - 0.45 miles, Higgins Yacht Yard and Marina - 0.91 miles, Saint Michaels Town Hall - 0.92 miles
Why it's great for a couples retreat: St Michaels Inn is a lovely option for couples seeking a relaxed and romantic atmosphere. With a solid review rating of 8.0, it offers a cozy ambiance complemented by a refreshing pool and beautiful terrace spaces, perfect for enjoying sunset views together. The Inn’s inviting features create a serene escape for travelers.
Other amenities: Beyond its romantic setting, guests can take advantage of a variety of amenities, including free breakfast options, self-parking, and a garden area for leisurely strolls. The shared secured pool provides a perfect way to relax on warm days, while the close nearby shopping districts adds convenience for explorations. The Inn’s historical charm enhances the overall experience, making it a memorable stay for couples.
Nearby attractions: Saint Michaels Village - 0.57 miles, St. Michaels Winery - 1.18 miles, Classic Motor Museum - 1.28 miles
Frequently Asked Questions
Searching for romantic hotels in St. Michaels?
Are you and your partner in need of a romantic getaway? Our guests also enjoy St. Michaels for its historic landmarks, shopping, and seafood restaurants. If you want to explore the area, you might head to St. Michaels Marina, Chesapeake Bay Maritime Museum, or St. Michaels Winery. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to St. Michaels?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in St. Michaels: The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for St. Michaels is 53 inches.
What is there to do in St. Michaels?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that St. Michaels has to offer. Couples looking for a little of everything will enjoy St. Michaels for its historic landmarks, shopping, and seafood restaurants. You might think about visiting St. Michaels Marina, Chesapeake Bay Maritime Museum, or St. Michaels Winery.
What’s the best way to get to St. Michaels and around town during my romantic getaway?
These transportation options in St. Michaels might help your romantic trip go off without a hitch: To get to St. Michaels, book a flight to Easton, MD (ESN-Easton - Newnam), which is the closest major airport, located 8.8 mi (14.1 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.