Grand Beach Vacations from $533

Book a Hotel + Flight or Car together to unlock savings

Your Grand Beach Vacation

Planning your next break just got easier with a vacation package to Grand Beach. Embrace everything this neighborhood has to offer while creating wonderful memories you'll remember for years. Some top nearby attractions to visit during your trip to Grand Beach include Cliff Walk, Scarborough Beach State Park and Ferry Beach. No matter what your dream Grand Beach vacation looks like, you can make it a reality with Expedia.

The Latest Grand Beach Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 10 - Dec 12

    Boston Lodge and Suites + Flight

    Dorchester
    2 nights
    4.0 star property
    8.4/10 - Very good (194 reviews)
    "The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The..."
    Reviewed October 17, 2026
    Roundtrip • Dallas (DFW) - Boston (BOS)
    DFW - BOS • Nonstop BOS - DFW • 1 stop
    $890
    $533
    per traveler
    found 0 hours ago
    Boston Lodge and Suites
  • Jan 21 - Jan 24

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,006 reviews)
    Roundtrip • Burbank (BUR) - Boston (BOS)
    BUR - BOS • 1 stop BOS - BUR • 1 stop
    $1,557
    $973
    per traveler
    found 15 hours ago
    Boston Harbor Hotel
  • Jan 31 - Feb 3

    Four Seasons Hotel Boston + Flight

    Bay Village
    3 nights
    5.0 star property
    9.4/10 - Exceptional (497 reviews)
    "The best location and the beat service! The best swimming pool"
    Reviewed November 9, 2026
    Roundtrip • Los Angeles (QLA) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • 1 stop
    $1,627
    $1,120
    per traveler
    found 5 hours ago
    Four Seasons Hotel Boston
  • Jan 21 - Jan 24

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,005 reviews)
    Roundtrip • Burbank (BUR) - Boston (BOS)
    BUR - BOS • 1 stop BOS - BUR • 1 stop
    $1,118
    $823
    per traveler
    found 15 hours ago
    The Langham, Boston
  • Dec 10 - Dec 14

    Furnished Apartment Near Longwood + Flight

    North Brookline
    4 nights
    3.0 star property
    8.2/10 - Very good (17 reviews)
    Roundtrip • Los Angeles (LAX) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • 1 stop
    $859
    $648
    per traveler
    found 1 day ago
    Furnished Apartment Near Longwood

Where to stay in Grand Beach

Find the best Grand Beach areas and neighborhoods for the activities you enjoy most. Learn more about Grand Beach
Learn more about Grand Beach

Pine Point

Travelers enjoy Pine Point for its beaches and gardens. Consider checking out Pine Point Beach while you're in the area.

Higgins Beach

While visiting Higgins Beach, you might make a stop by sights like Higgins Beach and Casco Bay.

Prouts Neck

While visiting Prouts Neck, you might make a stop by sights like Prouts Neck and Scarborough Beach State Park.

Blue Point

When in Blue Point, you can plan a visit to Pine Point Beach and Grand Beach, some noteworthy sights in the nearby area.

Dunstan

If you're looking for some top things to see and do in Dunstan and surrounding area, you can visit Aquaboggan Water Park and Dunegrass Golf Club.

Grand Beach Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.