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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,411, price is now CA $706 per person
CA $706
per person
Jan 29 - Feb 1
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $1,530, price is now CA $963 per person
CA $963
per person
Jan 29 - Jan 31
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,397, price is now CA $1,548 per person
CA $1,548
per person
Jan 29 - Feb 1
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $2,906, price is now CA $1,904 per person
CA $1,904
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)
Beautiful hotel and the staff was wonderful. They gave us a corner room with a great view of the city. The room was spacious with a comfortable seating area.

Reviewed on Nov 7, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $2,234, price is now CA $1,488 per person
CA $1,488
per person
Jan 14 - Jan 17
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)
The only place I’ll stay in Boston

Reviewed on Nov 7, 2026

Ready to book your vacation to Whitman?

 

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Whitman Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is CA $197 per night from Nov 22 to Nov 23
CA $197
CA $287 total
Nov 22 - Nov 23
includes taxes & fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
The price is CA $150 per night from Nov 23 to Nov 24
CA $150
CA $174 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (3,021 reviews)
"One of the cleanest hotels. Great location and easily walkable to the Boston commons"

Reviewed on Nov 7, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is CA $173 per night from Nov 23 to Nov 24
CA $173
CA $249 total
Nov 23 - Nov 24
includes taxes & fees
Seaport Hotel Boston
See all 1,658 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.
All Inclusive Vacations
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Beach Vacations
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Family Vacations
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Stay near popular Whitman attractions

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.
See properties

What to do in Whitman

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $69
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $119
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $101
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Whitman

Frequently asked questions

How much does a Whitman vacation package cost?
Offering great value package deals from CA $706 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.