Find Romantic Hotels in St. Michaels, MD

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Top St. Michaels Romantic Hotels

Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (367)
"Beautiful place to stay."
United States
Ellen
The price is ¥61,662
¥74,611 total
includes taxes & fees
Nov 17 - Nov 18
Inn at Perry Cabin
Rod 'N' Reel Resort
4.0 star property
8.4 out of 10, Very Good, (1002)
"Our stay was great! No complaints at all."
United States
Diane
The price is ¥14,227
¥18,849 total
includes taxes & fees
Nov 5 - Nov 6
Rod 'N' Reel Resort
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (1012)
"Nice rooms. "
United States
Kevin
The price is ¥13,068
¥14,897 total
includes taxes & fees
Nov 24 - Nov 25
Hilton Garden Inn Annapolis Downtown
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1853)
"The hotel was absolutely clean and close to the shops and restaurants. "
United States
Trudy
Historic Inns of Annapolis
The Tidewater Inn
3.0 star property
8.8 out of 10, Excellent, (834)
"Great hotel! Stayed there multiple times."
United States
David
The price is ¥27,314
¥30,046 total
includes taxes & fees
Nov 2 - Nov 3
The Tidewater Inn
Graduate by Hilton Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1017)
"Staff was outstanding!"
United States
Fred
The price is ¥20,520
¥23,393 total
includes taxes & fees
Nov 23 - Nov 24
Graduate by Hilton Annapolis
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (118)
"Great INN super nice staff"
United States
Eric
The price is ¥28,840
¥37,744 total
includes taxes & fees
Oct 29 - Oct 30
Kent Island Resort
Hyatt Regency Chesapeake Bay
4.0 star property
8.8 out of 10, Excellent, (1011)
"Beautiful place"
United States
Neil
The price is ¥24,335
¥31,986 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Regency Chesapeake Bay
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (423)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is ¥29,630
¥36,778 total
includes taxes & fees
Nov 2 - Nov 3
The Inn at Chesapeake Bay Beach Club
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1005)
"Comfortable place to stay, nice shopping area close by. "
United States
Roya
The price is ¥14,765
¥16,832 total
includes taxes & fees
Nov 18 - Nov 19
DoubleTree by Hilton Hotel Annapolis
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.

Find out more about St. Michaels

St. Michaels attractions for couples

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.

The Wildset

  • 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

Inn at Perry Cabin

  • 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

St Michaels Inn

  • 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

Top St. Michaels Hotel Reviews

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.