A sandy beach with a wooden fence, houses, and a grassy area with yellow flowers.

Smith Point Vacations from $533

Book a Hotel + Flight or Car together to unlock savings

Your Smith Point Vacation

Smith Point is beckoning! Whatever type of getaway you're planning, you can see and experience more of this neighborhood with a Smith Point vacation package. When it's time to sightsee, you'll find a lot of top attractions nearby including Cisco Beach, Madaket Beach and Hummock Pond. Visit one, two or more during your trip to Smith Point. Whatever your ideal Smith Point vacation looks like, you can turn it into reality with Expedia.

The Latest Smith Point 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 9 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 1 day ago
    Boston Harbor Hotel
  • Jan 14 - Jan 18

    Raffles Boston + Flight

    Back Bay
    4 nights
    5.0 star property
    9.6/10 - Exceptional (354 reviews)
    "Amazing hotel Great rooms and helpful, professional staff. Couldn’t fault it."
    Reviewed November 8, 2026
    Roundtrip • Los Angeles (LAX) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • Nonstop
    $2,037
    $1,457
    per traveler
    found 8 hours ago
    Raffles 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 1 day ago
    The Langham, Boston
  • Jan 14 - Jan 18

    Four Seasons Hotel Boston + Flight

    Bay Village
    4 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 (LAX) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • Nonstop
    $2,092
    $1,550
    per traveler
    found 8 hours ago
    Four Seasons Hotel Boston

Where to stay in Smith Point

Find the best Smith Point areas and neighborhoods for the activities you enjoy most.

Nantucket Town

Discover the charm of Nantucket, a historic New England seaport town, with its museums like the Nantucket Whaling Museum and picturesque landscapes. Enjoy local shops, restaurants, and explore key localities such as Surfside and Siasconset.

West of Town

While visiting West of Town, you might make a stop by sights like Nantucket Historical Association and Loines Observatory.

Downtown Nantucket

If you're spending some time in Downtown Nantucket, Nantucket Atheneum and Nantucket Ferry Terminal are top sights worth seeing.

Madaket

If you're looking for some top things to see and do in Madaket and surrounding area, you can visit Madaket Beach and Cisco Beach.

Cliff

If you're spending some time in Cliff, Jethro Coffin House and Founder's Cemetery are top sights worth seeing.

Smith Point 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.