North Shore Romantic Holidays

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

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    Packages with flights are ATOL protected

4 Night Romantic holidays in North Shore

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Boston - Logan Airport
The Wylie Inn and Conference Center at Endicott College
The Merchant
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How to find a romantic North Shore holiday

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

Use our easy-to-use holiday search tools to plan your most-romantic getaway to North 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 North 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 North Shore that start from £757. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a North 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 North 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 North 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 North 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 North 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 North 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.

Top Romantic North Shore Hotels

Clark Currier Inn

Clark Currier Inn

4 out of 5
45 Green Street, Newburyport, MA
  • 28 min drive from Wingaersheek Beach
Stay at this 4-star B&B in Newburyport. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.6/10 Exceptional! (501 reviews)
"Great stay."

Reviewed on 6 Jul 2025

Clark Currier Inn
Harbor Light Inn

Harbor Light Inn

3.5 out of 5
58 Washington St, Marblehead, MA
  • 25 min drive from Wingaersheek Beach
Stay at this 3.5-star inn in Marblehead. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.6/10 Exceptional! (294 reviews)

Couples like: adults-only property, happy hour

Travellers say...
"Very glad we found this unique B&B. Quiet, comfortable and romantic."

Reviewed on 28 Jun 2025

Harbor Light Inn
Harborview Inn

Harborview Inn

3.5 out of 5
71 Western Avenue, Gloucester, MA
  • 7 min drive from Wingaersheek Beach
Stay at this 3.5-star B&B in Gloucester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.4/10 Exceptional! (299 reviews)
"Charming room with view of harbor & ocean. Early check-in was greatly appreciated."

Reviewed on 6 Jul 2025

Harborview Inn
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.