Whitman Vacations from $725
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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 Harbor Hotel
North End
$1,240
per person
Nov 20 - Nov 24
found 17 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great hotel. Loved the health club and pool. Great location. Easy walk to the North End. Comfortable bed. Great service and hospitality.
Reviewed on Oct 13, 2026
Four Seasons Hotel Boston
Bay Village
$1,148
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in.
On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.
Reviewed on Oct 6, 2026
Battery Wharf Hotel, Boston Waterfront
North End
$727
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
Staff was friendly. Had to ask for a microwave but it was brought quickly. Bathroom sliding door wasn’t on the track and didn’t really close, shower tile wasn’t the cleanest… a few times staff just came into our room without announcing themselves. Breakfast buffet was decent but not worth $38 dollars for adults. Hotel food was way overpriced… overall I feel the hotel itself was overpriced for what it is.
Reviewed on Oct 12, 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.
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.
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.
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.
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.
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.
What to do in Whitman
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend
Whitman Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$298 nightly
$347 total
Nov 11 - Nov 12
Total with taxes and fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$129 nightly
$150 total
Nov 1 - Nov 2
Total with taxes and fees
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
$254 total
Nov 1 - Nov 2
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 $725 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.
