A lighthouse, sandy beach, and coastal vegetation.

North Shore Kid friendly Vacations

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Top Kid friendly vacation packages in North Shore

Price found within the past 48 hours. Click for updated prices.
  • Sep 5 - Sep 8

    The Wylie Inn and Conference Center at Endicott College + Flight

    Beverly
    3 nights
    3.5 star property
    9.2/10 - Wonderful (1,176 reviews)
    "Very clean hotel and rooms. Great hotel bar and shout out to Karen, a great bartender. Gym was also very updated and not a lot of equipment but useful nonetheless. Rooms are very very very small but comfy bed and clean. Would definitely recommend."
    Reviewed July 16, 2026
    Roundtrip Chicago (CHI) - Boston (BOS)
    ORD - BOSNonstop BOS - ORD1 stop
    $688
    $518
    per traveler
    found 1 day ago
    The Wylie Inn and Conference Center at Endicott College
  • Sep 24 - Sep 30

    DoubleTree by Hilton Boston North Shore + Flight

    Danvers
    6 nights
    4.0 star property
    8.2/10 - Very Good (2,441 reviews)
    Roundtrip Chicago (CHI) - Boston (BOS)
    ORD - BOS1 stop BOS - RFD1 stop
    Save 100% on your flight
    $1,221
    $873
    per traveler
    found 1 day ago
    DoubleTree by Hilton Boston North Shore
  • Sep 17 - Sep 20

    The Cove At Salem + Flight

    Salem
    3 nights
    3.0 star property
    9.4/10 - Exceptional (1,041 reviews)
    "The rooms and grounds were great. Very clean. The room decor was cool. Only suggestion would be to have regular housekeeping to at least get trash snd bring fresh towels daily... will definitely stay there again"
    Reviewed July 18, 2026
    Roundtrip Chicago (CHI) - Boston (BOS)
    ORD - BOS1 stop BOS - ORD1 stop
    Save 100% on your flight
    $1,554
    $1,247
    per traveler
    found 7 hours ago
    The Cove At Salem
  • Aug 29 - Sep 2

    The Rockport House + Flight

    Rockport
    3 nights
    2.0 star property
    9.4/10 - Exceptional (224 reviews)
    "Perfect location walking distance to bearskin neck. Very clean and well maintained property. Staff were very responsive."
    Reviewed July 18, 2026
    Roundtrip Orange County (SNA) - Boston (BOS)
    SNA - BOS1 stop BOS - SNA1 stop
    $726
    $601
    per traveler
    found 21 hours ago
    The Rockport House
  • Sep 24 - Sep 27

    Comfort Inn & Suites Logan International Airport + Flight

    Revere
    3 nights
    2.5 star property
    9.0/10 - Wonderful (2,326 reviews)
    Roundtrip Chicago (CHI) - Boston (BOS)
    ORD - BOS1 stop BOS - ORD1 stop
    $853
    $712
    per traveler
    found 1 day ago
    Comfort Inn & Suites Logan International Airport

Discover the most popular places to visit in North Shore

What to do in North Shore

Top Kid friendly North 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.

FAQs: family vacation packages in North Shore

How can I find the best family vacation packages in North Shore?

For fam-tastic vacation packages in North Shore, check the family-friendly filter and add child-charming amenities, like water parks and pools. Read reviews written by other broods to be sure your chosen stay packs plenty of rest and play.

How can I book family-friendly vacations in North Shore on a budget?

For family- and wallet-friendly trips, filter your search results by budget. You can also sort by price. When bringing the whole brigade on a budget, consider staying in low season or outside the city or. To save more coin, accommodation with a kitchen can be your friend—a bowl of pasta at home is always cheaper than feeding the team at a restaurant.

What does a family trip to North Shore cost?

You could book your amazing family trip to North Shore just $518. But with so many brilliant breaks on offer, there’s something for every wallet. Prices and availability are subject to change. Additional terms may apply.

Can I book an all-inclusive North Shore family vacation package?

Check the all-inclusive filter for an all-you-could-ever-wish-for family vacay. Click more of your favorite filters for even more extravagance. Perhaps an ocean view, spa, or hot tub. Maybe a water park, epic kids club, or activities galore.

How can I plan a fun family vacation in North Shore?

Search for stays with kid-satisfying extras, like water parks, and teenage-friendly free Wi-Fi, so they can post about all their vacation adventures for all their buddies back home. Book up local attractions, excursions, and experiences—and they might even put their phone down for a few minutes.

How can I find North Shore family vacation deals?

Delightful deals often dwell outside high season, so move your travel dates around for top deals. You can also book up a little away from the major North Shore landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a North Shore family vacation package with free cancellation and/or flexible dates?

Free cancellation makes for a hassle-free family vacation. Filter by payment option to find fully flexible trips, including buy now, pay later options.

Why should I book my North Shore family trip with Expedia?

You can easily find fun for all the family with the super-handy filters. It’s easy to build your dream kid-friendly vacation in just a few clicks. And you can bundle your accommodation, airfare, and car rental in just a few more.