Whitman Vacations from $525

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Your Whitman Vacation

Art, food, entertainment and more … It's all waiting for you with a Whitman vacation package. And with the ability to easily customize your city getaway, it's guaranteed to be one that's tough to forget. If your trip to Whitman includes a little sightseeing, hit up famous attractions like Rockland Ice Rink, Campanelli Stadium and Rockland Golf Course. Expedia is here to help you escape your daily routine. Tailor your vacation to Whitman to match your travel style, whatever that may be.

The Latest Whitman vacation packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,141, price is now $525 per person
$525
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Save 100% on your flight
Price was $1,976, price is now $1,095 per person
$1,095
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (612 reviews)
Great place. Spacious rooms. Clean. Modern facility. Well maintained.

Reviewed on Aug 5, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Save 100% on your flight
Price was $1,364, price is now $832 per person
$832
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 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 $2,540, price is now $1,550 per person
$1,550
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (262 reviews)
This Inn is a beautiful old building with a long history. It is located within easy walking distance of downtown Lexington with all its history. The Inn had wonderful rooms, a great staff and a top rate restaurant all in one place. Highly recommend!

Reviewed on Jul 13, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $3,511, price is now $2,208 per person
$2,208
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The rooms were impeccable, and the staff was excellent. They were very proactive and helpful in resolving a few challenges we experienced during our trip. The overall experience and the attention given to toddlers and children were amazing. It is also worth mentioning that even the crib was excellent, which made our stay much more comfortable. We truly appreciated the level of service and attention to detail.

Reviewed on Aug 5, 2026

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Stay near popular Whitman attractions

Whitman Townhall

Whitman Town Hall exemplifies New England civic architecture while functioning as the center of local government. Visitors can witness town democracy during public meetings in this historic building.
See properties

What to do in Whitman

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$46
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

$46
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
See all activities in Whitman

Whitman Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Aug 30 to Aug 31
$254 total
Aug 30 - Aug 31
Total with taxes and fees
Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$270 nightly
The price is $315 total per night from Aug 20 to Aug 21
$315 total
Aug 20 - Aug 21
Total with taxes and fees
9.2/10 Wonderful! (4,852 reviews)
"Good"

Reviewed on Aug 5, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$195 nightly
The price is $227 total per night from Aug 9 to Aug 10
$227 total
Aug 9 - Aug 10
Total with taxes and fees
The Revolution Hotel
See all 1,716 properties in Whitman
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.

Find the Best Whitman Vacation Packages

Whitman Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
14,500
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Blue Hills Reservation, Wompatuck State Park and Wessagusset Beach

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Frequently asked questions

How much does a Whitman vacation package cost?
Offering great value package deals from $525 on Expedia, you'll be thrilled with how little a vacation to Whitman costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Whitman?
November, December and January are the best times to look for cheap Whitman vacation packages. Opting to travel in quieter periods means you can typically find better prices on flights and accommodations.
How many days is enough for Whitman?
Generally, a handful of days is enough to see the top sights during your Whitman vacation. However, if you'd like to have time to chill out or go on day tours, think about extending your trip.
How to find the best Whitman package deals?
Begin your search for a Whitman package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Whitman package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Whitman adventure underway.
Is it cheaper to book a Whitman vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Whitman vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Whitman?
Score fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Whitman getaway.
Does Expedia offer Book Now, Pay Later Whitman vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Whitman trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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