Western Shore of Maryland Luxury Holidays

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

Photo by Katelyn McGlynn
  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

All you need to know about luxury holidays in Western Shore of Maryland

What can I expect from a luxury Western Shore of 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 Western Shore of Maryland?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Western Shore 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 Western Shore of 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 Western Shore of Maryland starting at . Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Western Shore of Maryland?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Western Shore of 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 Western Shore of 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 Western Shore of Maryland?

You can wangle a top-notch luxury holiday in Western Shore of 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 Western Shore of 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 Western Shore of Maryland with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Western Shore of 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 Western Shore of Maryland Hotels

1840s Carrollton Inn

1840s Carrollton Inn

50 Albemarle Street Baltimore MD
  • 9 min walk from Baltimore Inner Harbor Marina
Stay at this 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 in their ...
9.6/10 Exceptional! (1,002 reviews)
"Well located with great potential. However, the carpets urgently need replacing, as they are visibly unclean, which made my stay less enjoyable. On a positive note, the receptionists were very kind, welcoming, and helpful."

Reviewed on 13 Oct 2026

1840s Carrollton Inn
Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore

200 International Dr Baltimore MD
  • 1 min walk from Baltimore Inner Harbor Marina
Stay at this luxury hotel in Baltimore. Enjoy free Wi-Fi, an outdoor pool and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (1,002 reviews)
"Great stay"

Reviewed on 12 Oct 2026

Four Seasons Hotel Baltimore
Gramercy Mansion B&B

Gramercy Mansion B&B

1400 Greenspring Valley Road Stevenson MD
  • 24 min drive from Baltimore Inner Harbor Marina
Stay at this luxury B&B in Stevenson. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Greenspring Station and Foundry Row are located ...
9.8/10 Exceptional! (173 reviews)
"Such a good break for the soul to be welcomed into this mansion by a great staff. Stayed on the third floor in Aphrodite’s Retreat and appreciated the stunning wall covering, the pristine bathroom, the lovely windows and comfortable bed! Enjoyed the breakfast, too! Plan to make the Mansion home base ..."

Reviewed on 8 Oct 2026

Gramercy Mansion B&B
See all 2,420 properties in Western Shore of Maryland
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 holidays you might like

* 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.