We have created a list with the best boutique hotels in Saint Michaels, USA. Hope you enjoy it. We think it might be the best of its kind around

Hotels

308 Watkins Lane, Saint Michaels, MD 21663, USA

Welcome to the Inn at Perry Cabin, your idyllic retreat among the boutique hotels in Saint Michaels, United States. Nestled on Maryland’s picturesque Eastern Shore, this charming colonial mansion perfectly combines historic elegance with modern comforts. With breathtaking views of the Chesapeake Bay, you’ll find a serene escape where every moment feels special. Immerse yourself in the unique ambiance and personalized service that defines boutique hotel accommodations, making it an ideal choice for travelers seeking an unforgettable experience.

Your stay at Inn at Perry Cabin includes access to a range of luxurious amenities designed for relaxation and leisure. Indulge in rejuvenating treatments at the full-service spa, or savor exquisite culinary delights at Stars, which offers breakfast, lunch, and dinner overlooking the water. Unwind beside the outdoor pool, engage in yoga classes at the fitness center, or explore the beautifully landscaped gardens. With cozy spaces like Purser's Pub for evening cocktails by the fireplace, your visit promises comfort, charm, and an exceptional getaway in one of the finest boutique hotels in Saint Michaels.

Boutique Hotel Amenities:

Restaurant • Entertainment • Sports/Activities • Ocean View • Business Services • Spa • Oceanfront • Wellness Facilities

Fabulous

41 reviews

$729

Average price / night

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Hotel Name	Address	Price ($)	Star	Rating	Review Count	Book
Inn at Perry Cabin	308 Watkins Lane, Saint Michaels, MD 21663, USA	729	5	9	41	Click here

Note: The prices for each luxury boutique hotels in Saint Michaels do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

A spa is available to guests at the following luxury boutique hotels in Saint Michaels:

Inn at Perry Cabin.- Review Count: 41, Rating: 9

Families traveling in Saint Michaels enjoyed their stay at the following luxury boutique hotels:

Inn at Perry Cabin.- Review Count: 41, Rating: 9

Some of the best luxury boutique hotels in Saint Michaels are:

Inn at Perry Cabin.- Review Count: 41, Rating: 9

Some of the best luxury boutique hotels in Saint Michaels include The Inn at Perry Cabin, a stunning waterfront property, and the charming Five Gables Inn. Both offer unique accommodations and exceptional service for an unforgettable stay.

Yes, The Inn at Perry Cabin features a full-service spa that offers various treatments designed to relax and rejuvenate guests. It's a perfect choice if you're looking for a luxurious pampering experience during your stay in Saint Michaels.

Boutique hotels in Saint Michaels often provide upscale amenities like elegant rooms, gourmet dining, personalized concierge services, and scenic views. Expect a cozy atmosphere combined with modern conveniences that enhance your vacation experience.

Many boutique hotels in Saint Michaels, such as the Five Gables Inn, welcome pets. Always check in advance for their specific pet policies and any associated fees to ensure a comfortable stay for you and your furry friend.

The best time to visit Saint Michaels for luxury boutique stays is during the spring and fall. These seasons typically offer pleasant weather, fewer crowds, and beautiful scenery, making it ideal for exploring the area's charm.

Absolutely! The Inn at Perry Cabin is renowned for its romantic ambiance, featuring picturesque views and elegant dining options. It’s perfect for couples looking to celebrate anniversaries or special occasions.

Yes, several boutique hotels in Saint Michaels are located near the water, including The Inn at Perry Cabin. Enjoy stunning waterfront views and easy access to boating and fishing activities right from your doorstep.

You can easily book a stay at luxury boutique hotels in Saint Michaels through their official websites or popular travel platforms like Booking.com and Expedia. It's advisable to compare rates and check for special packages or offers.

Day 1:

Morning: Start your day with a delicious breakfast at Breakfast Buffet, known for its farm-fresh ingredients.
Afternoon: After breakfast, explore the beautiful waterfront at St. Michaels Museum to discover local history and culture.
Evening: Finish your day with dinner at Alexander's Restaurant, offering exquisite views and gourmet dishes.

Day 2:

Morning: Enjoy coffee at Coffee on the Third before visiting the charming shops in downtown St. Michaels.
Afternoon: Spend your afternoon touring the historic Harbor Club and take in the stunning architecture.
Evening: Dine at The Tidewater Inn for a quintessential Eastern Shore experience.

Day 3:

Morning: Begin your day at The Breakfast Place for hearty morning fare.
Afternoon: Visit the Chesapeake Bay Maritime Museum to learn about the region's maritime heritage.
Evening: Wrap up your trip with a sunset cruise offered by St. Michaels Sailing Cruises for a perfect end to your getaway.

🛏️ Hotels perfect for this itinerary: The Inn at Perry Cabin, Lighthouse Inn, Five Gables Inn & Spa

Choosing the right area to stay in Saint Michaels is essential for making the most of your visit, as it largely depends on your specific travel needs and preferences. This charming town offers diverse neighborhoods, each with its own unique vibe and attractions. Whether you’re seeking a romantic getaway, a family vacation, or solo exploration, this guide will help you find the best fit for your stay in Saint Michaels.

👫 Where to Stay in Saint Michaels for Couples

Best Areas: Historic District, Waterfront, Easton Point

Why it’s perfect: Intimate settings with picturesque views enhance the romantic experience. Proximity to fine dining and local wineries for memorable evenings. Secluded spots for leisurely strolls along the waterfront.

Top Hotels: The Inn at Perry Cabin, St. Michaels Harbour Inn, Marina & Spa, The Old Brick Inn

Top Features: Romantic views, Charming gardens, Cozy atmospheres

👨‍👩‍👧 Where to Stay in Saint Michaels with Family

Best Areas: Bay Hundred, Saint Michaels Village

Why it’s perfect: Family-friendly activities nearby such as boating and biking. Safe, quiet neighborhoods ideal for family bonding. Access to parks and recreational areas for children's play.

Top Hotels: The Westin St. Michaels, Sailor's Delight B&B, Five Gables Inn & Spa

Top Features: Spacious accommodations, Kid-friendly amenities, Outdoor recreation options

🧳 Where to Stay in Saint Michaels for Solo Travelers

Best Areas: Historic District, Downtown St. Michaels

Why it’s perfect: Vibrant atmosphere with plenty of cafes and shops to explore. Cultural experiences and events within walking distance. Easily accessible public transportation for navigating the area.

Top Hotels: The Robert Morris Inn, The Inn at Perry Cabin, St. Michaels Inn

Top Features: Social settings, Convenient location, Engaging local culture

👵👴 Where to Stay in Saint Michaels for Seniors

Best Areas: Waterfront, Historic District

Why it’s perfect: Easy access to attractions with minimal walking required. Quiet neighborhoods create a peaceful retreat. Availability of health services and amenities for comfort.

Top Hotels: The Inn at Perry Cabin, St. Michaels Harbour Inn, Marina & Spa, The Old Brick Inn

Top Features: Accessibility, Relaxing environments, Close-knit community feel

💸 Where to Stay in Saint Michaels on a Budget

Best Areas: Downtown St. Michaels, Easton Point

Why it’s perfect: Affordable accommodations without compromising on charm. Access to free or low-cost attractions, including parks and museums. Delicious dining options that won’t break the bank.

Top Hotels: The Lazyjack Inn, St. Michaels Econo Lodge, The St. Michaels Motel

Top Features: Value for money, Local eateries, Charming surroundings

💎 Where to Stay in Saint Michaels for Luxury

Best Areas: Waterfront, Historic District

Why it’s perfect: High-end accommodations offering world-class service and amenities. Stunning views and elegant dining experiences available nearby. Exclusive boutiques and art galleries enhance the luxury experience.

Top Hotels: The Inn at Perry Cabin, St. Michaels Harbour Inn, Marina & Spa, The Old Brick Inn

Top Features: Opulent spa services, Fine dining options, Lavish interiors

Best Luxury Boutique Hotels in Saint Michaels

List Of Best Boutique Hotels Saint Michaels

We have created a list with the best boutique hotels in Saint Michaels, USA. Hope you enjoy it. We think it might be the best of its kind around

Boutique Hotel Amenities:

Compare the Best Boutique Hotels in Saint Michaels – Addresses, Prices, Stars, Rating, and Review Count

Frequently Asked Questions

3-Day Saint Michaels Itinerary If You're Staying at a Luxury Hotel

Day 1:

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Day 3:

Where to Stay in Saint Michaels: Best Areas by Traveler Type

👫 Where to Stay in Saint Michaels for Couples

👨‍👩‍👧 Where to Stay in Saint Michaels with Family

🧳 Where to Stay in Saint Michaels for Solo Travelers

👵👴 Where to Stay in Saint Michaels for Seniors

💸 Where to Stay in Saint Michaels on a Budget

💎 Where to Stay in Saint Michaels for Luxury

Where to Stay in Saint Michaels - Quick Guide

Traveler Type	Best Areas	Top Features
Couples	Historic District, Waterfront, Easton Point	Romantic views, Charming gardens, Cozy atmospheres
Family	Bay Hundred, Saint Michaels Village	Spacious accommodations, Kid-friendly amenities, Outdoor recreation options
Solo	Historic District, Downtown St. Michaels	Social settings, Convenient location, Engaging local culture
Seniors	Waterfront, Historic District	Accessibility, Relaxing environments, Close-knit community feel
Budget	Downtown St. Michaels, Easton Point	Value for money, Local eateries, Charming surroundings
Luxury	Waterfront, Historic District	Opulent spa services, Fine dining options, Lavish interiors