Smith Point Vacations from $311

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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.
The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Save 100% on your flight
Price was $472, price is now $311 per person
$311
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone!

Reviewed on Dec 28, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,144, price is now $454 per person
$454
per person
Feb 25 - Mar 1
found 2 days ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,990, price is now $1,151 per person
$1,151
per person
Mar 16 - Mar 21
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
I had a blast at Raffles

Reviewed on Jan 12, 2026

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $662, price is now $392 per person
$392
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
Nice room with separate living room. We enjoyed the gym, pool and hot tub. We stayed on second floor and there is only one elevator, so you have to wait sometime. I wish there is stairs to walk down.

Reviewed on Jan 6, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $1,653, price is now $1,072 per person
$1,072
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (247 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

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 which includes a marina, boating and a bay or harbor

Nantucket Town

6 out of top 10 points of interest in this area
5/5(50 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

Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
23 Kelly Street Edgartown MA
8.8/10 Excellent! (999 reviews)
Very cozy comfortable hotel!!

Reviewed on Dec 17, 2025

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Faraway Martha's Vineyard
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane Nantucket MA
$119 nightly
The price is $133 total per night from Jan 29 to Jan 30
$133 total
Jan 29 - Jan 30
Total with taxes and fees
9/10 Wonderful! (644 reviews)
There were no food services at this time. Nice staff and beautiful pool

Reviewed on Jan 11, 2026

Nantucket Inn
Harbor View Hotel

Harbor View Hotel

5 out of 5
131 N Water Street Marthas Vineyard Edgartown MA
$219 nightly
The price is $244 total per night from Jan 28 to Jan 29
$244 total
Jan 28 - Jan 29
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
It was pretty quiet while we were there so the breakfast was grab and go and the restaurants were closed but everything else about the hotel and the area were great. We had a lovely room - the location is perfect and there was enough going on in the town. Shame about the rain Late November

Reviewed on Dec 2, 2025

Harbor View Hotel
See all 1,264 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

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
Weathered Houses and Drift Fence, Madaket Beach, Nantucket Island; Shutterstock ID 695324335; Purchase Order: -

Madaket Beach

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

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

Jetties Beach

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

Jetties Beach

Things to do

Private Professional Photoshoot in Nantucket

Private Professional Photoshoot in Nantucket

$328
per adult
Private Professional Photoshoot 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.