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.
Hotel Ivy Boston Common
Bay Village
Price was CA $1,455, price is now CA $968 per person
CA $968
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
I was only here because I had an early flight out of Boston the next morning. I arrived way past standard check in time (3-4 pm), and the staff were very communicative, friendly and understanding. The room did the trick for just an overnight. Comfortable beds with comfortable pillows. Loved the bathroom. Loved the lighting. Only thing to note for future travelers that may be “negative”: The pictures make the room look much bigger than it is, like the size of a standard hotel room. It is about 1/4 of the size of a normal hotel room. At least this was the case for my room.
Reviewed on May 6, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $2,769, price is now CA $1,773 per person
CA $1,773
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025
The Langham, Boston
Downtown Boston
Price was CA $2,209, price is now CA $1,482 per person
CA $1,482
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
Service both at the hotel and restaurants was the one of the best experiences I’ve had
Reviewed on May 2, 2026
Chatham Tides
Price was CA $2,425, price is now CA $1,682 per person
CA $1,682
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (687 reviews)
Very peaceful except the folks upstairs. We were bottom level ocean view. Lovely newly renovated room. Incredible staff. I live 11 hrs away and parents both in nearby wonderful nursing home, LC. Easy drive to see them. Family home gone now but was certainly made to feel at home here.
Reviewed on May 6, 2026
Whitman Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from May 10 to May 11
CA $235
CA $320 total
May 10 - May 11
includes taxes & fees
9.6/10 Exceptional! (4,298 reviews)
Beautiful hotel and staff was great !
Reviewed on May 8, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $278 per night from May 25 to May 26
CA $278
CA $379 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (4,639 reviews)
Very clean and friendly environment
Reviewed on May 8, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from May 10 to May 11
CA $163
CA $190 total
May 10 - May 11
includes taxes & fees
9/10 Wonderful! (2,600 reviews)
I was very impressed by the revolution hotel. We were able to check in early. The hotel communicates via text message and you always get a quick response. I was able to stay in a queen room with a bathroom in the room as well as a king room with a bathroom down the hall. Personally, I preferred the ...
Reviewed on May 7, 2026
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.
Discover the most popular places to visit in Whitman
Fenway Park
4.5/5(310 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
4.5/5(284 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Boston Common
4.5/5(522 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.
What to do in Whitman
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $79
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $116
per adult
92% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $47
per adult
88% of travellers recommend
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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.
