Best Places to Stay in Saint Michaels, MD

Pick your dates to get the best price options.

Select dates
Guests
2 guests

Adults:

2

Children:

0

Child’s age:

List
Map

Best Places to Stay in Saint Michaels, MD

Opting for the best accommodations in Saint Michaels affords travelers a chance to immerse themselves in local culture while enjoying modern comforts. Many options offer convenience to popular attractions and local dining.

9.3

Good

(63 Reviews)

+ 97 photos

Inn At Perry Cabin

308 Watkins Lane
Wi-Fi
Valet parking
Baggage storage
Locker room
24-hour reception
Bar/ Lounge area
Restaurant
Welcome drink
Fitness center
Outdoor swimming pool
Massage
Steam room
Spa & wellness center
Laundry
Flat-screen TV
Elevator
Business center
Cycling
Golf course
Tennis court
Yoga class
Water sports
In-room breakfast
Sun loungers
Children's menu
Cribs
Pets allowed
Air conditioning
Non-smoking rooms
Show more + Show less -
The Inn at Perry Cabin is a 5-star property located on the Eastern Shore of Maryland. This colonial mansion features 78 rooms, each designed with bright colors and dark wood furniture for a sophisticated flair. Guests can dine at Stars Restaurant, providing breakfast, lunch, and dinner with an exquisite view of the waterfront or relax by the outdoor pool surrounded by well-manicured gardens. In addition to the spa services, the hotel is 0.5 miles from St. Michaels and within 5 minutes of the Chesapeake Bay Maritime Museum, thus ideal for both relaxation and exploration.

Price comparison

Average Price 422 US$

6.8

Good

(10 Reviews)

+ 77 photos

George Brooks House B&B

24500 Rolles Range Road
Free Wi-Fi in rooms
Off-site parking lot
Welcome drink
Seasonal outdoor pool
Saltwater pool
Jacuzzi
Spa & wellness center
Flat-screen TV
Dryer
VIP check-in/ -out
Cycling
Canoeing
Horseback riding
Golf course
In-room breakfast
Sun loungers
Beach umbrellas
Board games
Babysitting/Child services
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
George Brooks House B&B is a 3-star accommodation set in a tranquil garden environment just 20 minutes from the renowned St. Michaels Concours d'Élegance. The property offers six well-appointed rooms, all equipped with a flat-screen TV and an adjoining terrace. Guests can enjoy a picnic by the nearby Miles River or relax in the outdoor swimming pool while savoring the serene atmosphere. Located approximately 25 minutes from the Chesapeake Bay Maritime Museum, it's an inviting sanctuary for peace and relaxation.

Price comparison

Average Price 210 US$

9.0

Good

(185 Reviews)

+ 89 photos

Old Brick Inn

401 S. Talbot Street
Wi-Fi
Free parking
Outdoor dining area
Welcome drink
Picnic area/ Tables
Flat-screen TV
Adults only
Express check-in/ -out
VIP check-in/ -out
Cycling
Fishing
Golf course
Board games
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Old Brick Inn consists of three charming buildings in the heart of Saint Michaels. Located just a 5-minute walk from Miles River and a short distance from the Chesapeake Bay Maritime Museum, it is perfect for guests seeking both leisure and local culture. Some rooms feature double showers or spa baths for added luxury, while the beautiful gardens surrounding the Inn provide a refreshing outdoor experience.

Price comparison

Average Price 123 US$

7.4

Good

(910 Reviews)

+ 97 photos

St. Michaels Inn

1228 South Talbot Street
Wi-Fi
Free parking
24-hour security
Picnic area/ Tables
Seasonal outdoor pool
Laundry
Flat-screen TV
VIP check-in/ -out
Hiking
Cycling
Canoeing
Fishing
Sun loungers
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
St. Michaels Inn is a comfortable accommodation located one mile from historic St. Michaels and features 66 well-equipped rooms. Guests can relax at the seasonal outdoor pool or enjoy a complimentary continental breakfast before exploring nearby attractions like the Chesapeake Bay Maritime Museum. The quaint decor and cozy ambiance make it suitable for both families and couples looking to immerse themselves in local history.

Price comparison

Average Price 109 US$

8.7

Good

(46 Reviews)

+ 97 photos

Parsonage Inn Bed And Breakfast

210 North Talbot Street
Wi-Fi
Off-site parking lot
Coffee shop
Picnic area/ Tables
Seasonal outdoor pool
Saltwater pool
Jacuzzi
Flat-screen TV
Adults only
Electric kettle
Express check-in/ -out
VIP check-in/ -out
Cycling
Golf course
Sun loungers
Board games
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Parsonage Inn Bed and Breakfast is conveniently located just a 5-minute walk from Pam Foss Fine Art Sculpture Museum and offers nine rooms with city views. The atmosphere is characterized by historical charm and modern conveniences designed for comfort. Guests can participate in nearby dining options that provide a taste of local cuisine while enjoying biking activities organized by the Inn. It is ideal for families and couples traveling with pets.

Price comparison

Average Price 180 US$

Pet-Friendly Accommodations in Saint Michaels, MD

Choosing pet-friendly options allows travelers to bring their furry companions along while exploring Saint Michaels. Such accommodations ensure comfortable amenities for both guests and pets, providing a relaxed family atmosphere.

8.8

Good

(415 Reviews)

+ 91 photos

St Michaels Harbour Inn, Marina And Spa

101 N. Harbour Road
Wi-Fi
Free parking
Baggage storage
24-hour reception
Bar/ Lounge area
Outdoor dining area
Restaurant
Welcome drink
Paid shuttle service
Fitness center
Seasonal outdoor pool
Facial
Body wraps
Body scrub
Waxing
Back massage
Head massage
Full body massage
Steam room
Treatment room
Flat-screen TV
Elevator
Business center
Cycling
Canoeing
Fishing
Golf course
Sun loungers
Children's menu
Wheelchair access
Pets allowed
Air conditioning
Non-smoking rooms
Show more + Show less -
St Michaels Harbour Inn, Marina And Spa features a fantastic on-site restaurant and an outdoor swimming pool with views of the river. The resort includes 51 spacious rooms, with select accommodations featuring private balconies. The hotel embraces the local culture by offering various activities such as cycling and fishing. Located just a short distance from the Chesapeake Bay Maritime Museum, this resort provides an excellent base for pet-friendly vacations.

Price comparison

Average Price 135 US$

9.4

Good

(19 Reviews)

+ 97 photos

The Oaks Waterfront Hotel

25876 Royal Oaks Road
Free Wi-Fi in rooms
Free parking
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Picnic area/ Tables
Free shuttle service
Seasonal outdoor pool
Saltwater pool
Flat-screen TV
Elevator
Cookware/ Kitchen utensils
Express check-in/ -out
Cycling
Canoeing
Golf course
Yoga class
Sun loungers
Beach umbrellas
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Located in a scenic part of Saint Michaels, The Oaks Waterfront Hotel offers comfortable accommodations with pet-friendly options for guests traveling with animals. The hotel features complimentary bike rentals and a seasonal swimming pool, adding to the charm of the waterfront location. Each room is equipped with modern amenities and provides functional space for relaxation. Additionally, nearby attractions like the Oxford Museum are just a short distance away.

Price comparison

Average Price 489 US$

9.1

Good

(126 Reviews)

+ 78 photos

The Wildset

209 North Talbot Street
Wi-Fi
Free parking
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Flat-screen TV
Cycling
Golf course
Cribs
Board games
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
The Wildset accommodates guests with pets, featuring modern amenities in an inviting atmosphere. This boutique hotel located near various local attractions offers 34 well-designed rooms and on-site dining options that focus on seasonal cuisine. A concierge service is available to assist guests with local recommendations. Its proximity to significant landmarks makes it an excellent choice for travelers seeking to explore what Saint Michaels has to offer.

Price comparison

Average Price 339 US$

With a rich maritime history dating back over 300 years, Saint Michaels is a quaint town on Maryland's Eastern Shore known for its charming waterfront views and unique boutiques. Guests can stroll along the picturesque streets, take in the historic architecture, and enjoy fresh seafood at local eateries such as The Crab Claw. Saint Michaels serves as an ideal base for travelers exploring nearby attractions like the Chesapeake Bay Maritime Museum and various boating excursions. The area boasts around 15 distinct accommodations.

Need inspiration?

View our hand-picked destinations