Maryland Luxury Vacations

Book a Luxury Hotel + Flight or Car together to unlock savings

Top Luxury vacation packages in Maryland

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Harbor Court Baltimore
Pendry Baltimore
Renaissance Baltimore Harborplace Hotel
Kimpton Hotel Monaco Baltimore Inner Harbor by IHG
The Ivy Hotel
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5* Luxury vacations in Maryland

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Pendry Baltimore
The Ivy Hotel
Four Seasons Hotel Baltimore
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3 Night Luxury vacations in Maryland

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Kimpton Hotel Monaco Baltimore Inner Harbor by IHG
Pendry Baltimore
Renaissance Baltimore Harborplace Hotel
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4 Night Luxury vacations in Maryland

Price found within the past 48 hours. Click for updated prices.
American Inn Of Bethesda
Renaissance Baltimore Harborplace Hotel
DoubleTree by Hilton Hotel Largo/Washington DC
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All you need to know about luxury vacations in Maryland

What can I expect from a luxury Maryland vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Maryland vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Maryland?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Maryland luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $204. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Maryland?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Maryland with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Maryland?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

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

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

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

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

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
$193 nightly
The price is $226 total per night from Oct 27 to Oct 28
$226 total
Oct 27 - Oct 28
Total with taxes and fees
Choose luxury at 1840s Carrollton Inn, where you can enjoy amenities like deep soaking bathtubs, fireplaces, and more. Sought-after amenities include a terrace ...
9.6/10 Exceptional! (997 reviews)
Exquisite place to stay. Lovely decor and pleasant setting.

Reviewed on Oct 20, 2025

1840s Carrollton Inn
Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore

5 out of 5
200 International Dr, Baltimore, MD
  • 3 hours drive from Ocean City Boardwalk
$440 nightly
The price is $517 total per night from Nov 22 to Nov 23
$517 total
Nov 22 - Nov 23
Total with taxes and fees
Be treated to a grand stay at Four Seasons Hotel Baltimore, where you'll find deep soaking bathtubs and premium channels. Notable amenities include a spa, an ...
9.4/10 Exceptional! (912 reviews)
Loved the property and staff was amazing!

Reviewed on Oct 10, 2025

Four Seasons Hotel Baltimore
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
$445 nightly
The price is $489 total per night from Nov 18 to Nov 19
$489 total
Nov 18 - Nov 19
Total with taxes and fees
Be treated to luxurious accommodations at Inn at Perry Cabin, where you can enjoy amenities like 24-hour room service, plush bedding, and more. Deluxe amenities ...
9.4/10 Exceptional! (366 reviews)
Staff is outstanding in every aspect. Add upgrades to rooms in furniture and painting, add sugar free syrup and pancakes for breakfast. Tours and Toast were lovely.

Reviewed on Oct 17, 2025

Inn at Perry Cabin
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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.