Smith Point Vacation Packages 2026 from $746

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.

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$746

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Boston (BOS)

8.4/10 Very Good! (190 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 apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

North End

Save 100% on your flight

$871

per person

Jan 11 - Jan 14

found 9 hours ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Raffles Boston

Back Bay

Save 100% on your flight

$1,032

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9.6/10 Exceptional! (332 reviews)

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$1,336

per person

Dec 26 - Dec 29

found 16 hours ago

Roundtrip non-stop flight included

Burbank (BUR) to Boston (BOS)

9.4/10 Exceptional! (487 reviews)

For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.

Reviewed on Oct 20, 2026

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

$1,216

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Boston (BOS)

9.4/10 Exceptional! (458 reviews)

Where to stay in Smith Point

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

A harbor with several boats, including a red boat named "Kentucky" and a white boat named "Serenity."

Nantucket Town

5 out of top 10 points of interest in this area

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.

A building with a sign that reads "Whaling Museum" and a flag. There are trees, a bench, and a bicycle.

West of Town

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

A coastal town with a harbor, a large cruise ship docked, and a prominent church steeple.

Downtown Nantucket

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

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

Madaket

1 out of top 10 points of interest in this area

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

Nantucket Inn

1 Miller Lane Nantucket MA

$147 nightly

$164 total

Nov 19 - Nov 20

Total with taxes and fees

9.2/10 Wonderful! (843 reviews)

"Although the room was modern I was disappointed it was not exactly clean. The wooden stairs to our 2nd level room was like the saying goes “slippery when wet” The staff was very helpful and pleasant. The shuttle service was very convenient."

Reviewed on Oct 19, 2026

Faraway Martha's Vineyard

23 Kelly Street Edgartown MA

$241 nightly

$269 total

Nov 19 - Nov 20

Total with taxes and fees

9/10 Wonderful! (1,000 reviews)

"My stay was wonderful. The well-maintained and beautiful hotel had the best staff I’ve ever experienced!"

Reviewed on Oct 15, 2026

Harbor View Hotel

131 N Water Street Marthas Vineyard Edgartown MA

$294 nightly

$328 total

Nov 19 - Nov 20

Total with taxes and fees

See all 1,128 properties in Smith Point

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.