Whitman Vacations from $665
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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
Dorchester
$1,455
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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
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.
Sledding hill
This beloved local winter destination offers a moderately steep hill perfect for sledders of all ages. Bring your own sled and waterproof gear to enjoy this free, family-friendly spot after a fresh snowfall.
Whitman Public Library
This 1879-established community hub houses over 47,000 volumes and hosts engaging programs for all ages. Visitors can enjoy book discussions, handcraft sessions, and access to museum passes for local attractions.
Beech Hill Brook Area
Beech Hill Brook Area offers 18.3 acres of tranquil trails through lush Massachusetts woodland. Wander among diverse flora and listen for birdsong in this peaceful natural retreat just minutes from town.
Hobart Pond
Hobart Pond offers a serene 1/3-mile paved trail along tranquil waters in Whitman, Massachusetts. Stroll beneath birch and oak trees while watching for largemouth bass breaking the surface.
Smedile Preserve
You can take time to visit Smedile Preserve during your travels to Whitman. Amble around the area's beaches or visit its shops.
Bear Meadow
Wander through 239 acres of serene wetlands and woodlands at Bear Meadow. The flat trails accommodate all fitness levels while offering glimpses of deer and diverse bird species.
What to do in Whitman
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travellers recommend
Whitman Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$377 nightly
$439 total
Oct 4 - Oct 5
Total with taxes and fees
9.2/10 Wonderful! (4,814 reviews)
"My room (Artist’s tower) was really small. I paid the same amount as my friends, but their rooms were much bigger. No closet and I had no room for my suitcase. Thank goodness I was only there one night."
Reviewed on Sep 20, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
$299 nightly
$347 total
Oct 4 - Oct 5
Total with taxes and fees
9.6/10 Exceptional! (5,002 reviews)
"All of the staff were extremely helpful. They would stop and take care of anything you asked. The breakfast buffet was fantastic. The room was lovely and very clean. The bartenders at the bar were fantastic. Everything about the place was wonderful. Would highly recommend it."
Reviewed on Sep 20, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
$251 nightly
$292 total
Sep 21 - Sep 22
Total with taxes and fees
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 $665 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.
Explore a world of travel with Expedia
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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.
