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

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Check availability on St. Michaels Romantic Hotels

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul

Our top choices for St. Michaels romantic hotels

Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (152 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is Rp2.932.231
Rp3.866.973 total
includes taxes & fees
9 Jul - 10 Jul
Kent Island Resort
Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,004 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is Rp1.886.115
Rp2.074.727 total
includes taxes & fees
13 Jul - 14 Jul
St Michaels Inn
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,005 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is Rp3.217.173
Rp4.169.230 total
includes taxes & fees
7 Jul - 8 Jul
Rod 'N' Reel Resort
Front of property

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (491 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is Rp4.348.842
Rp4.957.679 total
includes taxes & fees
6 Jul - 7 Jul
Anchored Inn at Hidden Harbour Marina
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (468 reviews)
"Wonderful stay!"
United States
Rachel
The price is Rp4.472.787
Rp5.315.252 total
includes taxes & fees
28 Jul - 29 Jul
The Wildset
Property grounds

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (176 reviews)
"It was a beautiful stay!"
United States
Eliza
The price is Rp3.130.951
Rp3.444.046 total
includes taxes & fees
15 Jul - 16 Jul
Sandaway Suites & Beach
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (895 reviews)
"Loved everything about this beautiful hotel."
United States
Diane
The price is Rp2.856.117
Rp3.141.729 total
includes taxes & fees
2 Aug - 3 Aug
The Tidewater Inn
Front of property

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (140 reviews)
"The inn is very lovely. The views are spectacular. Very easy access to restaurants and shopping. "
United States
Tracey
The price is Rp4.041.675
Rp4.445.843 total
includes taxes & fees
20 Jul - 21 Jul
The Tilghman Island Inn
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,005 reviews)
"Good hotel for the price"
United States
Brenda
The price is Rp2.248.788
Rp2.496.138 total
includes taxes & fees
8 Jul - 9 Jul
Best Western Kent Narrows Inn
Reception

Cambridge Inn

Cambridge Inn
2.0 star property
Cambridge
5.4 out of 10, (578 reviews)
"An adequate hotel that provides the bare minimum. Staff is efficient and friendly ."
United States
Kevin
The price is Rp1.347.225
Rp1.495.420 total
includes taxes & fees
5 Jul - 6 Jul
Cambridge Inn
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.
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Top St. Michaels Hotel Reviews

The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"I first experience at a Westin and I was happy and thankful for the staff from the front door to the front desk, everyone was very helpful and kind. Thank you again."
Diane 1-night trip
Posted 9 hours ago
The Westin 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.
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.