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 $1,221, price is now CA $760 per person
CA $760
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,836, price is now CA $1,681 per person
CA $1,681
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on Aug. 11, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,019, price is now CA $1,280 per person
CA $1,280
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The room was 5 star and it’s in an ideal location in central Boston. View of Boston harbor is amazing, of course. Restaurant on the harbor was good and the service there was great.

Reviewed on Aug. 19, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was CA $2,226, price is now CA $1,425 per person
CA $1,425
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,143, price is now CA $1,405 per person
CA $1,405
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
The beds are the main thing that keep me coming black, so comfortable, especially after a long day of walking around Boston. I will say we were disappointed that the inside of our coffee machine was very dirty.. something i think shouldn't be missed when cleaning since we love a good morning coffee in the room , but had to settle for going to a coffee shop. We tried ordering room service , but after waiting over 1hr we ended up calling to cancel it. For the amount of money we paid , i think they could step their game up when it comes to service and details.

Reviewed on Aug. 16, 2025

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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
The price is CA $225 per night from Sep 1 to Sep 2
CA $225
CA $268 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (3,255 reviews)
"Superb location. Excellent value."

Reviewed on Aug. 19, 2025

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $321 per night from Sep 5 to Sep 6
CA $321
CA $430 total
Sep 5 - Sep 6
includes taxes & fees
9/10 Wonderful! (3,854 reviews)
"We did not realize that you needed reservations for pool chairs. They do open up after 30 minutes if there are chairs available. Pool staff were excellent but other guests can be rude. The only unpleasant part of our stay."

Reviewed on Aug. 19, 2025

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from Aug 25 to Aug 26
CA $259
CA $301 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (2,128 reviews)
Great Hotel!
"This hotel is awesome! Very clean, friendly staff, and a great bar next door. Private bathrooms down the hall from your room and water available to take back to your room. Prices are very reasonable."

Reviewed on Aug. 17, 2025

The Revolution Hotel
See all 1,460 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
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Discover the most popular places to visit in Whitman

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(305 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(279 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common which includes flowers, a garden and landscape views

Boston Common

4.5/5(518 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Whitman

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $109
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $97
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

CA $47
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Whitman

Frequently asked questions

How much does a Whitman vacation package cost?
Offering great value package deals from CA $760 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.