Maine Family Vacation Itinerary

11 Jun 2026Updated last time

Maine Family Adventure Overview

Embark on an unforgettable Maine Family Adventure that promises a perfect blend of natural beauty, charming towns, and historic landmarks. Your journey begins with a visit to Acadia National Park, where you can explore stunning coastal landscapes, hike breathtaking trails, and capture scenic viewpoints that entice nature lovers and outdoor enthusiasts. Next, venture into the picturesque town of Bar Harbor, a vibrant seaside community offering excellent dining, shopping, and easy access to Acadia's wonders. Continue your expedition to Portland Head Light, one of America's most photographed lighthouses, where you will be mesmerized by the historic significance and panoramic ocean views. Experience the lively summer atmosphere of Old Orchard Beach, a family-friendly destination featuring sandy beaches, a bustling boardwalk, and a classic amusement park. Conclude your adventure in the charming town of Kennebunkport, known for its historic charm, beautiful beaches, and quaint streets lined with unique shops, providing a perfect ending to a scenic and relaxing getaway. This Maine itinerary offers a diverse array of experiences, ensuring memorable moments for the entire family.


Recommended Activities

  • 1

    Acadia National Park

    Acadia National Park offers stunning coastal landscapes, beautiful hiking trails, and picturesque viewpoints, making it perfect for outdoor enthusiasts and nature lovers.
  • Bar Harbor is a charming seaside town with a vibrant downtown, excellent dining options, and easy access to Acadia National Park, providing a perfect blend of natural beauty and local culture.
  • 3

    Portland Head Light

    Portland Head Light is one of the most picturesque lighthouses in the United States, offering breathtaking ocean views, historic significance, and a great spot for photography.
  • 4

    Old Orchard Beach

    Old Orchard Beach is a family-friendly destination known for its sandy beaches, lively boardwalk, amusement park, and vibrant summer atmosphere.
  • 5

    Kennebunkport

    Kennebunkport is a picturesque coastal town with historic charm, beautiful beaches, unique shops, and quaint streets, making it ideal for a relaxing and scenic getaway.

Restaurants

  • Picture for The Lost Kitchen

    The Lost Kitchen

    22 Mill St, Freedom, ME 04941, United States
    Located in an old mill, this farm-to-table restaurant offers a unique and intimate dining experience, using locally-sourced ingredients.
    4.8
    $$$$
  • Picture for Eventide Oyster Co.

    Eventide Oyster Co.

    86 Middle St, Portland, ME 04101, United States
    Known for its creative and modern take on New England seafood, this restaurant is a must-visit for oyster lovers and seafood enthusiasts.
    4.6
    $$$$
  • Picture for Fore Street
    288 Fore St, Portland, ME 04101, United States
    Featuring a wood-fired grill and rustic ambiance, this restaurant offers a unique dining experience with a focus on locally-sourced ingredients and bold flavors.
    4.5
    $$$$
  • Picture for Palace Diner
    18 Franklin St, Biddeford, ME 04005, United States
    Housed in a vintage 1920s dining car, this eatery offers a nostalgic and charming dining experience with a modern twist on classic diner fare.
    4.6
    $$$$
  • Picture for The Well at Jordan's Farm

    The Well at Jordan's Farm

    21 Wells Rd, Cape Elizabeth, ME 04107, United States
    Set on a working farm, this farm-to-table restaurant offers an outdoor dining experience with fresh, seasonal dishes prepared in a quaint and picturesque setting.
    4.7
    $$$$

Hotels

  • The Cliff House, Cape Neddick, Maine

    591 Shore Rd, Cape Neddick, ME 03902, United States

    Perched on the scenic cliffs of Cape Neddick, this luxurious resort offers breathtaking ocean views, a full-service spa, and unique coastal-inspired design.
  • Treehouse at Hidden Pond

    354 Goose Rocks Rd, Kennebunkport, ME 04046, United States

    This unique treehouse accommodation combines rustic charm with modern amenities, providing an immersive nature experience amidst the serene woodland.
  • Canopy by Hilton Portland Waterfront

    9 Center St, Portland, ME 04101, United States

    Offering stunning waterfront views, this modern hotel features unique local art, luxurious rooms, and an eco-friendly design.
  • The Press Hotel, Maine

    119 Exchange St, Portland, ME 04101, United States

    Housed in a historic building that was once a newspaper headquarters, this boutique hotel combines vintage charm with contemporary style.
  • Inn by the Sea

    40 Bowery Beach Rd, Cape Elizabeth, ME 04107, ארצות הברית

    Set on a mile-long sandy beach, this eco-luxury resort offers unique oceanfront accommodations, a full-service spa, and commitment to environmental sustainability.

Local Events & Happenings

  • Picture for Ty Myers

    Ty Myers

    Bowl in the Pines in Sidney (34.09 mi)11 Jun 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Jo Dee Messina

    Jo Dee Messina

    Bowl in the Pines in Sidney (34.09 mi)13 Jun 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Whiskey Myers w/ Southall

    Whiskey Myers w/ Southall

    Bowl in the Pines in Sidney (34.09 mi)18 Jun 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Alison Krauss and Union Station

    Alison Krauss and Union Station

    Bowl in the Pines in Sidney (34.09 mi)11 Jul 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Ziggy Marley

    Ziggy Marley

    Bowl in the Pines in Sidney (34.09 mi)15 Jul 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Trombone Shorty

    Trombone Shorty

    Bowl in the Pines in Sidney (34.09 mi)21 Jul 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Blues Traveler w/ Gin Blossoms

    Blues Traveler w/ Gin Blossoms

    Bowl in the Pines in Sidney (34.09 mi)28 Jul 2026
    The event will take place at Bowl in the Pines in Sidney.

Travel Gems from Reddit

  • Family trip to Portland ME

    /r/newengland

    24 votes, 88 comments. 51K subscribers in the newengland community. A place for discussion of New England related topics.