Search Romantic Hotels in St. Michaels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on St. Michaels Romantic Hotels

Top St. Michaels Romantic Hotels

Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1001)
"The room was very clean, the staff were very nice. Great location."
United States
Joseph
The price is 2.086.920 ₫
2.379.088 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Hilton Garden Inn Annapolis Downtown
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4.0 star property
Cambridge
8.8 out of 10, Excellent, (1000)
"I absolutely loved this place !! Would highly recommend (:"
United States
Cortney
The price is 4.405.720 ₫
5.711.942 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Hyatt Regency Chesapeake Bay
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1001)
"Our stay was great! No complaints at all."
United States
Diane
The price is 2.600.350 ₫
3.413.388 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Rod 'N' Reel Resort
View from property
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1000)
"Nice big rooms, comfortable beds. Well maintained. "
United States
Margaret
The price is 3.717.985 ₫
4.238.503 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Graduate by Hilton Annapolis
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (426)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is 4.844.332 ₫
6.047.552 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The Inn at Chesapeake Bay Beach Club
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1001)
"Nice and quiet, good and clean bed, big parking lot, exellent personel, not complains."
United States
martin
The price is 2.450.550 ₫
2.793.627 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Crowne Plaza Annapolis by IHG
Free daily buffet breakfast
Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG

3.0 star property
Easton
9.0 out of 10, Wonderful, (590)
"We only stayed one night but it was perfect. The room was very clean, the beds were comfortable, and the staff were very nice. "
United States
Nancy
The price is 3.267.400 ₫
3.594.140 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Easton by IHG
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (124)
"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 4.716.650 ₫
6.214.647 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Kent Island Resort
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

3.5 star property
Tilghman
9.6 out of 10, Exceptional, (118)
"Great staff and food!"
United States
Natalie
The price is 5.270.000 ₫
5.797.000 ₫ total
includes taxes & fees
17 Nov - 18 Nov
The Tilghman Island Inn
View from property
The Westin Annapolis

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"Great environment"
United States
Salvador E
The price is 4.057.900 ₫
4.626.006 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Westin 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.
View all properties

Top St. Michaels Hotel Reviews

Explore a world of travel with Expedia

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.