A marina with numerous boats docked at wooden piers under a clear sky.

Eastern Shore Romantic Holidays

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Top Romantic holiday packages in Eastern Shore

Price found within the past 48 hours. Click for updated prices.
  • 30 Sept - 5 Oct

    Princess Bayside Beach Hotel + Flight

    Midtown Ocean City
    5 nights
    2.5 star property
    8.2/10 - Very good (1,005 reviews)
    "Extremely nice staff. Plenty of parking space. Good location to walk to bars. 15 minute drive to Boardwalk… Not too bad. Only issues with the Hotel are the lack of outlets in the bedroom, and the shower temperature changing quickly with no warning."
    Reviewed July 23, 2026
    Return London (LON) - Salisbury (SBY)
    LHR - SBY1 stop SBY - LHR1 stop
    £1,166
    £1,084
    per traveller
    found 10 hours ago
    Princess Bayside Beach Hotel
  • 30 Sept - 5 Oct

    Grand Hotel Ocean City Oceanfront + Flight

    Downtown Ocean City
    5 nights
    3.0 star property
    9.0/10 - Wonderful (3,705 reviews)
    "1. Upon arrival at 1:30 am the desk attendant was very high. He booked us in the incorrect room leading to housekeeping and security banging on the door at 7:00 am the next morning asking why we were in said room. 2. After checking in at 1:30 am I proceeded to the bar for a wind down and attempted to use the in lobby ATM. To my surprise it did not work and lock my bank card. When I asked the highly intoxicated desk personnel he was no help when he suggested that I “just hang out” until..."
    Reviewed July 22, 2026
    Return London (LON) - Salisbury (SBY)
    LHR - SBY1 stop SBY - LHR1 stop
    £1,567
    £1,316
    per traveller
    found 10 hours ago
    Grand Hotel Ocean City Oceanfront
  • 30 Sept - 5 Oct

    Princess Royale Oceanfront Resort + Flight

    North Ocean City
    5 nights
    3.0 star property
    8.8/10 - Excellent (2,536 reviews)
    Return London (LON) - Salisbury (SBY)
    LHR - SBY1 stop SBY - LHR1 stop
    £1,341
    £1,144
    per traveller
    found 10 hours ago
    Princess Royale Oceanfront Resort
  • 30 Sept - 5 Oct

    Residence Inn by Marriott Ocean City + Flight

    Midtown Ocean City
    5 nights
    3.0 star property
    9.0/10 - Wonderful (1,001 reviews)
    "Not a lot of parking spaces, not a large selection for breakfast!"
    Reviewed July 22, 2026
    Return London (LON) - Salisbury (SBY)
    LHR - SBY1 stop SBY - LHR1 stop
    £1,466
    £1,324
    per traveller
    found 10 hours ago
    Residence Inn by Marriott Ocean City
  • 30 Sept - 5 Oct

    Holiday Inn Ocean City by IHG + Flight

    North Ocean City
    5 nights
    3.0 star property
    8.6/10 - Excellent (1,001 reviews)
    "Great"
    Reviewed July 23, 2026
    Return London (LON) - Salisbury (SBY)
    LHR - SBY1 stop SBY - LHR1 stop
    £1,254
    £1,147
    per traveller
    found 10 hours ago
    Holiday Inn Ocean City by IHG

Discover the most popular places to visit in Eastern Shore

Top Romantic Eastern Shore Hotels

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.

How to find a romantic Eastern Shore holiday

How can I find the best Eastern Shore vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Eastern Shore. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Eastern Shore romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Eastern Shore that start from £1,084. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Eastern Shore romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Eastern Shore?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Eastern Shore?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Eastern Shore that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Eastern Shore with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Eastern Shore romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.