Maryland Luxury Holidays

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Top flight + Luxury hotel deals in Maryland

Price found within the past 48 hours. Click for updated prices.
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All you need to know about luxury holidays in Maryland

What can I expect from a luxury Maryland holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Maryland?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Maryland holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Maryland?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Maryland starting at £734. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Maryland?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Maryland spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Maryland?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Maryland?

You can wangle a top-notch luxury holiday in Maryland for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Maryland with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Maryland with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Maryland to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Top Luxury Maryland Hotels

1840s Carrollton Inn

1840s Carrollton Inn

4.5 out of 5
50 Albemarle Street, Baltimore, MD
  • 3 hours drive from Ocean City Boardwalk
The price is £168 per night from 25 Aug to 26 Aug
£168
25 Aug - 26 Aug
includes taxes & fees
Stay at this 4.5-star luxury B&B in Baltimore. Enjoy free breakfast, free parking and a 24-hour front desk. Our guests praise the breakfast and the helpful staff ...
9.6/10 Exceptional! (985 reviews)
"Close proximity to everything in the inner harbor. Parking was free and the nightly rate was very modest given the area. And the cooked to order breakfast was great!"

Reviewed on 3 Aug 2025

1840s Carrollton Inn
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
  • 2 hours drive from Ocean City Boardwalk
The price is £500 per night from 24 Aug to 25 Aug
£500
24 Aug - 25 Aug
includes taxes & fees
Stay at this luxury hotel in St. Michaels. Enjoy free Wi-Fi, free valet parking and a full-service spa. Our guests praise the helpful staff in their reviews. ...
9.4/10 Exceptional! (359 reviews)
"IPC is a "hidden gem." It was great, from "soup to nuts." Especially the staff, who were all friendly, polite, knowledgeable, flexible, and helpful. Thanks to all of them on our behalf, please: staff are what make all the difference at any resort. (SPA treatments are a must.) Just one suggestion: ..."

Reviewed on 14 Aug 2025

Inn at Perry Cabin
Gramercy Mansion B&B

Gramercy Mansion B&B

4.5 out of 5
1400 Greenspring Valley Road, Owings Mills, MD
  • 3 hours drive from Ocean City Boardwalk
The price is £165 per night from 26 Aug to 27 Aug
£165
26 Aug - 27 Aug
includes taxes & fees
Stay at this 4.5-star luxury B&B in Owings Mills. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Greenspring Station and Lake Roland ...
9.6/10 Exceptional! (158 reviews)
Lavish
"Beautiful grounds and decor!! Very rich and royal feeling staying here and we didn’t get to see everything because of time constraints. Will definitely book again!!!"

Reviewed on 2 May 2025

Gramercy Mansion B&B
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.