Smith Point Vacations from $899

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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.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was $1,235, price is now $899 per person
$899
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,429, price is now $1,657 per person
$1,657
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub.

Reviewed on Mar 23, 2026

Beachside Village Resort

Beachside Village Resort

3 out of 5
Save 100% on your flight
Price was $1,682, price is now $1,195 per person
$1,195
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (101 reviews)
Very clean and quiet place to relax. Very friendly and professional! We will come back!

Reviewed on Nov 10, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,718, price is now $1,262 per person
$1,262
per person
May 27 - May 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
clean room. friendly and helpful staff. good breakfast in reasonable price. hope they have a boutique store to sell Langham signature products, especially the home fragrance products.

Reviewed on Mar 29, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $2,503, price is now $1,870 per person
$1,870
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.6/10 Exceptional! (238 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

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
Nantucket Town

Nantucket Town

6 out of top 10 points of interest in this area
5/5(51 area reviews)

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.

Find hotels in Nantucket Town

Smith Point Hotel Deals

Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane Nantucket MA
$175 nightly
The price is $196 total per night from Apr 19 to Apr 20
$196 total
Apr 19 - Apr 20
Total with taxes and fees
9/10 Wonderful! (657 reviews)
We loved our stay here!! Clean, friendly, very convenient to airport ;)- can’t wait to come back when the season is in full swing!

Reviewed on Mar 30, 2026

Nantucket Inn
Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
23 Kelly Street Edgartown MA
$288 nightly
The price is $322 total per night from Apr 15 to Apr 16
$322 total
Apr 15 - Apr 16
Total with taxes and fees
Faraway Martha's Vineyard
White Elephant Hotel

White Elephant Hotel

4.5 out of 5
50 Easton Street Nantucket MA
$255 nightly
The price is $285 total per night from Apr 26 to Apr 27
$285 total
Apr 26 - Apr 27
Total with taxes and fees
White Elephant Hotel
See all 1,458 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Smith Point

AXE420 Sunbathers and dune landscape on Surfside Beach on the seaward coast of the island of Nantucket, Massachusetts, New England, USA

Surfside Beach

4.5/5(57 reviews)

Why not spend a carefree afternoon at Surfside Beach during your travels in Nantucket? Discover the museums in this walkable area, or seek out its biking trails.

Surfside Beach
Siasconet Beach

Siasconet Beach

If a restful vacation is part of your travel plans, Siasconet Beach might be the perfect place to seek out during your trip to Siasconset.

Siasconet Beach
D3RPKW Wooden steps leading down to Jetties beach, Nantucket Island, MA

Jetties Beach

4.5/5(25 reviews)

Why not spend a carefree afternoon at Jetties Beach during your travels in Nantucket?

Jetties Beach

Things to do

Private Vacation Photoshoot with Photographer in Nantucket

Private Vacation Photoshoot with Photographer in Nantucket

$619
per adult
Private Vacation Photoshoot with Photographer in Nantucket
See all activities in Nantucket
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.