Romantic Hotel in St. Michaels: Find Romantic Hotel in St. Michaels

A waterfront street lined with trees and a white building with a balcony.

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Our top choices for St. Michaels romantic hotels

Three birds perched on a wooden structure by the water.

A wooden deck with picnic tables and umbrellas, a covered seating area with chairs, and a house with large windows.

KI Beach House has many Great Rooms for Mingling or just being by yourself.

A kitchen with a dining area, large windows, and a view of the outdoors.

1. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Stevensville

barbara s.

HK$5,886

HK$10,395 total

includes taxes & fees

18 Oct - 19 Oct

A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

A spacious kitchen with a central island, wooden cabinets, and a dining area with a table and chairs.

A kitchen with white cabinets, a central island with stools, a dining area with a table and chairs, and a view through the glass doors.

A two-story house with a large front porch and a covered patio area.

2. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

David R.

HK$5,494

HK$9,892 total

includes taxes & fees

19 Oct - 20 Oct

A dining table with a wine bottle, glasses, and a red bowl with a leaf pattern.

A riverside view with a bridge, boats, and a grassy area with chairs.

A calm waterfront with boats docked, a bridge in the background, and autumn foliage along the riverbank.

A living room with a TV, a dining area, and a kitchen in the background.

3. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

West Annapolis

Jill R.

HK$2,354

HK$3,524 total

includes taxes & fees

5 Nov - 6 Nov

A wooden dock extending into a calm body of water with boats docked at the end.

A kitchen with wooden flooring, stainless steel appliances, a white door, and a white dining table with chairs.

A modern living room with a white sofa, a coffee table, and a dining area with a wooden table and chairs.

A modern living room with a white sofa, a coffee table, and a potted plant.

4. Cozy 2br home w/ parking in downtown Annapolis

Historic District

Nancy N.

HK$1,962

HK$3,784 total

includes taxes & fees

2 Nov - 3 Nov

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Top St. Michaels Hotel Reviews

Rod 'N' Reel Resort

10/10 Excellent

"Great rooom, really great service."

Graduate by Hilton Annapolis

10/10 Excellent

"Good"

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Perfect place to stay! Classy. Clean comfortable amazing staff"

Historic Inns of Annapolis

10/10 Excellent

"It was a great experience."

Hilton Garden Inn Annapolis Downtown

8/10 Good

"Room was awesome, very clean housekeeping staff extremely nice. Would suggest more help in the restaurant, food was excellent, poor waitress was running around trying to serve everyone!"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"We stayed at the Wilson’s Cove section next to the marina. Very nice accommodations. Restaurant was at the main hotel two blocks away. The staff was very friendly and the check-in staff at the main hotel helped me to get the room without having to pay extra since there was an Expedia reservation foul up."

St Michaels Inn

10/10 Excellent

"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."

Sonesta ES Suites Annapolis

10/10 Excellent

"Shalinda was the most welcoming front desk staff i have ever encountered."

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 neighbourhood or distance 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, take a look at these details about year-round temperatures in St. Michaels: The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Michaels is 1341 mm.

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 get off to a smooth start: 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 centre. If you'd like to explore around the area, you may want a rental car for your journey.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on St. Michaels Romantic Hotel

Our top choices for St. Michaels romantic hotels

1. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

2. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

3. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

4. Cozy 2br home w/ parking in downtown Annapolis

Top St. Michaels Hotel Reviews

Rod 'N' Reel Resort

Graduate by Hilton Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Historic Inns of Annapolis

Hilton Garden Inn Annapolis Downtown

The Inn at Chesapeake Bay Beach Club

St Michaels Inn

Sonesta ES Suites Annapolis

Frequently asked questions

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