St. Michaels Romantic Hotel

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Check availability on St. Michaels Romantic Hotel

Top St. Michaels Romantic Hotel

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, (1003)
"I absolutely loved this place !! Would highly recommend (:"
The price is HK$1,627
HK$2,221 total
includes taxes & fees
25 Aug - 26 Aug
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, (357)
"Great place! "
The price is HK$1,264
HK$1,390 total
includes taxes & fees
21 Aug - 22 Aug
Fairfield Inn & Suites by Marriott Easton
Hummingbird Inn
Porch

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (77)
"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, (814)
"Very nice hotel and area. Would stay again. "
The price is HK$1,405
HK$1,546 total
includes taxes & fees
12 Aug - 13 Aug
The Tidewater Inn
The Tilghman Island Inn
Outdoor banquet area

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (101)
"Beautiful location on the water. The staff are super nice and helpful. The restaurant is very good. We had an excellent house smoked pulled pork sandwich and a shrimp po boy."
The price is HK$1,609
HK$1,770 total
includes taxes & fees
24 Aug - 25 Aug
The Tilghman Island Inn
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
Fridge, microwave, oven, stovetop

Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.

10.0 out of 10, Exceptional, (38)
"Easy check-in and access to the property. Clean and stocked with everything we needed. Great rental for families!"
The price is HK$6,673
HK$10,792 total
includes taxes & fees
12 Aug - 13 Aug
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
On the beach, sun-loungers, beach towels

Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

10.0 out of 10, Exceptional, (75)
"Property and Host were exceptional."
The price is HK$6,673
HK$10,726 total
includes taxes & fees
25 Aug - 26 Aug
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Inn at Horn Point
Beach nearby

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
The price is HK$2,699
HK$3,077 total
includes taxes & fees
12 Aug - 13 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, (853)
" Very clean, spacious room, friendly staff"
The price is HK$1,862
HK$2,122 total
includes taxes & fees
17 Aug - 18 Aug
Annapolis Waterfront Hotel, Autograph Collection
★ Midcentury Modern Getaway ★ Prime Location ★
3 bedrooms, iron/ironing board, travel cot, WiFi

★ Midcentury Modern Getaway ★ Prime Location ★

10.0 out of 10, Exceptional, (33)
"This is our second time staying in the property and it’s adorable and so convenient to everything. Ryan was very responsive and easy to work with. "
The price is HK$1,378
HK$4,354 total
includes taxes & fees
25 Aug - 26 Aug
★ Midcentury Modern Getaway ★ Prime Location ★
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.

Top St. Michaels Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Charming area and loved to hotel decor!"
Elizabeth 3-night trip
Posted 5 hours ago
Historic Inns of Annapolis

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.