Most Romantic Hotels in St. Michaels

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Check availability on St. Michaels Romantic Hotels

Top St. Michaels Romantic Hotels

Hyatt Regency Chesapeake Bay
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1004)
"Beautiful property…courteous and helpful staff!"
The price is RM970
RM1,303 total
includes taxes & fees
21 Jul - 22 Jul
Hyatt Regency Chesapeake Bay
Fairfield Inn & Suites by Marriott Easton
View from property

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (350)
"Very nice stay"
The price is RM645
RM709 total
includes taxes & fees
17 Jul - 18 Jul
Fairfield Inn & Suites by Marriott Easton
Hummingbird Inn
Porch

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (76)
"Hummingbird Inn is so gracious to all guests. I was there for a triathlon and Eric and Mary made sure I was taken care of to race! Love this Inn!"
Hummingbird Inn
The Tidewater Inn
Terrace/patio

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (801)
"Nice place"
The price is RM717
RM788 total
includes taxes & fees
20 Jul - 21 Jul
The Tidewater Inn
The Tilghman Island Inn
View from room

The Tilghman Island Inn

3.5 star property
9.6 out of 10, Exceptional, (95)
"What a great surprise! A great Inn "
The price is RM1,060
RM1,166 total
includes taxes & fees
15 Jul - 16 Jul
The Tilghman Island Inn
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (104)
"Welcoming and well-staffed property, in a lovely and tranquil setting. Staff was friendly and helpful. Restaurant/bar service and food were outstanding. Great quiet getaway weekend spot. "
The price is RM1,027
RM1,308 total
includes taxes & fees
23 Jul - 24 Jul
Kent Island Resort
Rod 'N' Reel Resort
Balcony

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1000)
"The new renovations are gorgeous and we look forward to returning when everything is up and running! It will be a spectacular resort. "
The price is RM798
RM970 total
includes taxes & fees
13 Jul - 14 Jul
Rod 'N' Reel Resort
Inn at Horn Point
Beach nearby

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"This B&B was centrally located, clean,safe and quiet. However, even though I knew there would be no breakfast, I thought that like most B&B’s there would be the possibility of coffee or tea in the morning. There was no one home to welcome us or give information about nearby restaurants, etc. Why take the reservation if you can’t provide the amenities most B&B’s feature?"
The price is RM1,500
RM1,710 total
includes taxes & fees
4 Aug - 5 Aug
Inn at Horn Point
Annapolis Waterfront Hotel, Autograph Collection
Premium bedding, down duvets, pillow-top beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (837)
"Front desk staff was very friendly and helpful."
The price is RM970
RM1,105 total
includes taxes & fees
20 Jul - 21 Jul
Annapolis Waterfront Hotel, Autograph Collection
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.

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.
What's the best hotel for a romantic holiday in St. Michaels?
Inn at Perry Cabin is a favourite hotel for couples, and features premium bedding and a full-service spa.
How many romantic hotels can we expect to find in St. Michaels?
Expedia has 10 romantic St. Michaels hotels for you both to enjoy.
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.