Find 5 Star Hotels in Western Shore of Maryland, MD from $155

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Compare Western Shore of Maryland 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Four Seasons Hotel Baltimore
Terrace/patio

Four Seasons Hotel Baltimore

5.0 star property
9.6 out of 10, Exceptional, (910)
"My stay was amazing! Great hotel and staff."
$489 nightly
The price is $574
Oct 19 - Oct 20
Total with taxes and fees
Four Seasons Hotel Baltimore
Pendry Baltimore
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

Pendry Baltimore

5.0 star property
9.4 out of 10, Exceptional, (1001)
"A fantastic hotel. Great location, pool, services, food, and rooms. One of our best hotel stays in years."
$391 nightly
The price is $459
Oct 20 - Oct 21
Total with taxes and fees
Pendry Baltimore
The Ivy Hotel
Courtyard

The Ivy Hotel

5.0 star property
10.0 out of 10, Exceptional, (187)
"Super friendly staff "
$755 nightly
The price is $888
Oct 6 - Oct 7
Total with taxes and fees
The Ivy Hotel
Swanendele Inn at St. Mary's Maryland
Reception

Swanendele Inn at St. Mary's Maryland

5.0 star property
9.8 out of 10, Exceptional, (32)
"Beautiful inn with attentive and welcoming staff."
$305 nightly
The price is $339
Oct 5 - Oct 6
Total with taxes and fees
Swanendele Inn at St. Mary's Maryland
The Inn at Tacaro Estate
Horseback riding

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"It was perfect!! We had a great stay. Luca was so kind and attentive. The property is astonishing. Perfect weekend retreat! Thank you so much "
$415 nightly
The price is $474
Oct 6 - Oct 7
Total with taxes and fees
The Inn at Tacaro Estate
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Western Shore of Maryland.
Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

300 Light Street, Baltimore, MD
$169 nightly
The price is $199 total per night from Oct 19 to Oct 20
$199 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (1,833 reviews)
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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.

Learn more about Western Shore of Maryland

Visit big cities such as Baltimore and Annapolis, charming towns and beautiful seaside parks in this region of Maryland.

See all hotels in Western Shore of Maryland
Boordy Vineyards

Top Western Shore of Maryland Hotel Reviews

Find out more about Western Shore of Maryland

Find out more about Western Shore of Maryland

Indulge your every whim on your impending getaway. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Western Shore of Maryland so popular in the last year. There's no reason to delay a getaway to Western Shore of Maryland any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Western Shore of Maryland and get ready to be pampered like never before. What are you waiting for?

Book the Best Western Shore of Maryland 5-Star Hotels

You'll have a fantastic time at one of these 5-star hotels. Excellent service, delicious meals, and one-on-one attention are all ready for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What creature comforts do you want in your lodging? A Swedish massage to help your cares fall away? A concierge to help you make reservations at that outstanding restaurant? Beautiful furniture, piping hot coffees, and even space for your family pet in some cases...these hotels have it all.

Can't wait to get outside? We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Western Shore of Maryland are waiting for you to relax after an exciting day. Ready to learn more? Then check out our listings and pick the perfect accommodation for your needs.

Your Getaway Starts Today

The results are in, and Western Shore of Maryland 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. Don't put off your dream vacation any longer. Choose one of our Western Shore of Maryland 5-star hotels today and relax in complete comfort tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Western Shore of Maryland?
You'll find several pricing options for a 5-star hotel in Western Shore of Maryland on Expedia. How much you'll pay will depend on when you travel, length of stay and other factors. Compare available properties for your desired dates and use our pricing and other filters to score the ideal high-end stay.

  • Search for the lowest price per night from $155

What makes a hotel 5 stars in Western Shore of Maryland?
In Western Shore of Maryland, a hotel must offer a specific number of high-end amenities to earn a 5-star rating. These may include on-site gyms, saunas and spas, gourmet restaurants, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their superior standard of service. You can look forward to things like nightly turn-down services, concierge services and in-room massages. Some may even offer thoughtful touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Western Shore of Maryland?
Use our filter tool to find an upmarket getaway in Western Shore of Maryland where most of what you need is included. After your initial search, refine your results for accommodations that have 5 stars and are categorized as "All inclusive." The first thing on the schedule at these stays? Pure indulgence and relaxation.

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