Find Romantic Hotels in St. Michaels, MD

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Top St. Michaels Romantic Hotels

Inn at Perry Cabin

5.0 star property
St. Michaels
9.6 out of 10, Exceptional, (370)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is SAR 1,354
SAR 1,638 total
includes taxes & fees
4 Dec - 5 Dec
Inn at Perry Cabin

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great Hotel, Amazing location, very clean, everyone is friendly and helpful. Always recommend staying here if you are in Annapolis"
United States
Tatiana
The price is SAR 224
SAR 255 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Annapolis

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is SAR 391
SAR 510 total
includes taxes & fees
4 Dec - 5 Dec
Rod 'N' Reel Resort

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1013)
"Clean room, great staff, great breakfast "
United States
Susanne
The price is SAR 297
SAR 339 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Annapolis Downtown

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (840)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is SAR 634
SAR 698 total
includes taxes & fees
29 Dec - 30 Dec
The Tidewater Inn

Graduate by Hilton Annapolis

4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1012)
"Nice big rooms, comfortable beds. Well maintained. "
United States
Margaret
The price is SAR 459
SAR 523 total
includes taxes & fees
21 Dec - 22 Dec
Graduate by Hilton Annapolis

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (127)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is SAR 405
SAR 578 total
includes taxes & fees
8 Dec - 9 Dec
Kent Island Resort

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1916)
"Excellent hotel Really nice staff Love the valet guys "
United States
ben
Historic Inns of Annapolis

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (429)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is SAR 690
SAR 861 total
includes taxes & fees
14 Dec - 15 Dec
The Inn at Chesapeake Bay Beach Club

Hyatt Regency Chesapeake Bay

4.0 star property
Cambridge
8.8 out of 10, Excellent, (1006)
"Pleasant staff, clean accommodations although could benefit from a modern upgrade. Restaurant was knowledgeable and helpful in assisting my wife with accommodating celiac options. "
United States
Daniel
The price is SAR 667
SAR 858 total
includes taxes & fees
17 Dec - 18 Dec
Hyatt Regency Chesapeake Bay
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 waterfront town perfect for discerning travellers. Begin your exploration at the Chesapeake Bay Maritime Museum, where interactive exhibits dive into the region's rich nautical history, offering hands-on experiences that both children and adults will appreciate. Next, take a leisurely stroll along the picturesque streets lined with historic buildings and boutique shops, perhaps stopping for a local artisan coffee at a quaint café. For a taste of adventure, consider a guided kayak tour through the tranquil waters of the Bay, where you might spot playful dolphins and a variety of bird species. Don’t miss a visit to the St. Michaels Winery for a delightful afternoon of wine tasting, complete with local cheese pairings. For accommodation, the picturesque inns and hotels near the waterfront offer not only stunning views but also exceptional service; the Inn at Perry Cabin, for instance, features luxurious rooms and a relaxing spa, ensuring you feel pampered after a day of exploration. Enjoying your stay in this beautiful town means embracing both tranquillity and adventure, making memorable family experiences without sacrificing comfort.

Find the best romantic hotels in St. Michaels

St. Michaels offers a charming backdrop for romance, and these hotels provide the perfect setting for a romantic getaway, complete with intimate amenities and luxurious touches.

The Wildset

  • Why it's great for a couples retreat: Why it’s great: The Wildset is an enchanting retreat that captures the essence of romance, with an impressive review rating of 9.8. With its inviting atmosphere and thoughtful amenities, travelers can enjoy complimentary breakfast and a serene stay with enchanting views from private balconies or patios, making it a perfect choice for couples looking to unwind together.
  • Other amenities:
  • Other amenities: Guests will appreciate the elegant Frette Italian sheets and premium bedding that ensure a restful night’s sleep. The hotel features complimentary housekeeping and concierge services, adding to the convenience of your stay. Additional highlights include a cozy fireplace, designer toiletries, and snack bar options, providing everything needed for a romantic escape.
  • Nearby attractions: Higgins Yacht Yard and Marina - 0.3 km, Saint Michaels Town Hall - 0.3 km, Muskrat Park - 0.4 km

Inn at Perry Cabin

  • Why it's great for a couples retreat: Why it’s great: A luxurious haven for couples, the Inn at Perry Cabin is a top choice for romantic getaways, with an exceptional review rating of 9.6. This upscale hotel features an outdoor pool and a full-service spa, providing the perfect environment for relaxation and pampering, ensuring a memorable experience for travelers seeking intimacy and indulgence.
  • Other amenities:
  • Other amenities: Guests can enjoy exquisite dining experiences with garden and ocean views at the onsite restaurant. The hotel also offers tennis courts, a hot tub, and various treatments at the spa, including manicures and aromatherapy. Romantic touches like a fireplace and deep soaking bathtubs in select rooms enhance the atmosphere of romance throughout your stay.
  • Nearby attractions: Perry Cabin Park - 0.1 km, Higgins Yacht Yard and Marina - 0.7 km, Saint Michaels Town Hall - 0.7 km

Parsonage Inn

  • Why it's great for a couples retreat: Why it’s great: The Parsonage Inn presents a delightful romantic escape with a fantastic review rating of 9.2. Couples will appreciate the charming decor and the complimentary full breakfast, perfect for starting each day together. With features like a terrace and garden, this inn offers an intimate setting for quiet moments.
  • Other amenities:
  • Other amenities: Guests can indulge in champagne service, enhancing the romantic experience. The hotel also includes air conditioning for comfort, along with self-parking facilities. Historical district access adds an exciting element for couples eager to explore, making it a lovely spot for a romantic getaway.
  • Nearby attractions: Perry Cabin Park - 0.2 km, Higgins Yacht Yard and Marina - 0.5 km, Saint Michaels Town Hall - 0.5 km

George Brooks House B&B

  • Why it's great for a couples retreat: Why it’s great: With its Victorian charm and a strong review rating of 8.8, George Brooks House B&B is a romantic haven for couples looking to create lasting memories. The homey atmosphere, combined with complimentary breakfast options, sets the stage for a delightful stay in a picturesque setting.
  • Other amenities:
  • Other amenities: Guests can enjoy the outdoor pool and beautiful garden areas, perfect for leisurely afternoon strolls. The inn also provides self-parking and comfortable furnishings, including premium bedding and bathrobes for added luxury. Its convenient location near local attractions allows couples to explore the quaint charm of St. Michaels together.
  • Nearby attractions: Perry Cabin Park - 0.7 km, Higgins Yacht Yard and Marina - 1.5 km, Saint Michaels Town Hall - 1.5 km

St Michaels Inn

  • Why it's great for a couples retreat: Why it’s great: With a warm and inviting atmosphere, St Michaels Inn is ideal for couples seeking a romantic retreat, backed by an excellent review rating of 8.2. Guests can indulge in a complimentary breakfast before strolling through the beautiful surroundings or relaxing by the shared outdoor pool, creating a serene and intimate setting for lovebirds.
  • Other amenities:
  • Other amenities: The hotel features a lovely terrace and garden area, perfect for quiet moments together. Additional offerings include self-parking and air conditioning for comfort. The convenient access to the historical district and shopping adds an extra layer of charm, allowing couples to explore the local culture hand-in-hand.
  • Nearby attractions: Saint Michaels Village - 0.9 km, St. Michaels Winery - 1.9 km, Classic Motor Museum - 2.1 km

Top St. Michaels Hotel Reviews

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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.