Whitman Vacation Packages
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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.
Top Whitman Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Boston
Downtown Boston
CA $1,834
per person
Sep 30 - Oct 5
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (5,158 reviews)
Hotel was perfect location for my first real trip in Boston. Everything seemed at a walkable distance whether it’s food options, parks, subway access, or just fun city activities. Staff was amazing! Appreciate all the little details of individual toiletries, robes/slippers, and adequate amount of outlets. Would definitely recommend this hotel!
Reviewed on Aug 7, 2026
Sesuit Harbor House
CA $987
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (196 reviews)
The Sesuit Harbor House is awesome. Has a very Cape Cod feel, the owners are excellent very attentive and have done an awesome job with this property. There is a beautiful fire pit, pool, nice outside areas to eat and relax and they also have goats! I highly recommend, close to dining and beaches as well.
Reviewed on Aug 1, 2026
Ready to book your vacation to Whitman?
Whitman Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
CA $264
CA $354 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (4,694 reviews)
"Definitely worth the money & will stay there again anytime im in Boston"
Reviewed on Aug 7, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $333
CA $445 total
Aug 20 - Aug 21
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
CA $191
CA $222 total
Aug 16 - Aug 17
includes taxes & 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.
Stay near popular Whitman attractions
Whitman Townhall
After visiting Whitman Townhall, make a plan to see the other sights and activities in Whitman. Stroll along the beaches or visit the shops while you're in the area.
Whitman Public Library
After visiting Whitman Public Library, make a plan to see the other sights and activities in Whitman. Stroll along the beaches or visit the shops while you're in the area.
Hobart Pond
Commune with nature and explore the great outdoors at Hobart Pond during your travels in Whitman. Amble around the area's beaches or visit its shops.
Sledding hill
Sledding hill is just one of the places to see in Whitman, so why not enjoy the other things to explore during your travels? Amble around the area's beaches or visit its shops.
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
You can take time to visit Bear Meadow during your travels to Whitman. Stroll along the beaches or visit the shops while you're in the area.
Beech Hill Brook Area
You can take time to visit Beech Hill Brook Area during your travels to Whitman. Amble around the area's beaches or visit its shops.
What to do in Whitman
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $72
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $118
per adult
92% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $48
per adult
86% of travellers recommend
Frequently asked questions
How much does a Whitman vacation package cost?
Offering great value package deals from CA $700 on Expedia, you'll be surprised at 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?
January, February and November are great times to search for cheap Whitman vacation packages. Travelling in less busy periods means you can generally find better prices on hotels and flights.
How many days is enough for Whitman?
For your Whitman vacation, a few days will be enough to tour the top spots. Make sure to check out Ames Nowell State Park — it's one of the leading attractions in this destination. If you're looking for more activities, consider basing yourself here and venturing off on some tours from Whitman.
How to find the best Whitman package deals?
Finding a cheap Whitman package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Whitman package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Whitman vacation as a package?
You can enjoy significant savings on your next Whitman getaway by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Whitman?
If you're considering an impromptu Whitman vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Whitman?
- Choose when to get away: Check your schedule and get your bags packed. Your favourite season and the type of activities available will also help you decide when to visit Whitman.
- Set a budget: Consider expenses like transportation, flights and meals when working out how much to save for your trip to Whitman. Then, pick a hotel that works with your budget, whether that's an economical stay or a more upscale getaway.
- Set the duration of your trip: Start by making a list of all the activities and sights you want to experience in Whitman. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your accommodations and airfare: Once you've settled on your dates and duration, book the ideal Whitman vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
