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.
Bluebird Dennisport

Bluebird Dennisport

3 out of 5
Price was CA $1,865, price is now CA $1,208 per person
CA $1,208
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (223 reviews)
This was an amazing location! The entire staff was nice and helpful. It is just a 10 min walk to the beach and close to many great places to eat. I can’t wait to come back!!

Reviewed on Jul 9, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was CA $4,273, price is now CA $2,651 per person
CA $2,651
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (722 reviews)
Dirty floor at all times. They wouldn’t mop my rooms floor. Always having to call the front desk for soap. Located far from everything by the airport. I wouldn’t go back.

Reviewed on Jul 11, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,469, price is now CA $1,614 per person
CA $1,614
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on Jul 11, 2026

Chatham Tides

Chatham Tides

2.5 out of 5
Price was CA $4,510, price is now CA $2,967 per person
CA $2,967
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (720 reviews)
Muy caro para lo que se recibe……..Aunque la habitación este literalmente sobre la playa. La cerradura de la habitación no funcionaba correctamente. Y la luz en la manana se entra por las cortinas

Reviewed on Jul 11, 2026

Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Price was CA $1,840, price is now CA $1,249 per person
CA $1,249
per person
Aug 29 - Sep 1
found 7 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.6/10 Excellent! (473 reviews)
Very happy with my stay. I had to extend my trip by a night and by the time it came to extend, this was one of the only affordable options nearby so I booked it. In the future this will be where I look first in the area because the price was right, I felt safe the entirety of my stay and my belongings were secure (which were my concerns staying at a hostel). The staff were extremely friendly and helpful and everything was clean and very comfortable! Thank you for my stay at your location!

Reviewed on Jul 10, 2026

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Whitman Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is CA $282 per night from Jul 26 to Jul 27
CA $282
CA $376 total
Jul 26 - Jul 27
includes taxes & fees
9.6/10 Exceptional! (4,559 reviews)
"Property was incredibly clean and of high quality. Staff was amazing. Couldn’t recommend it enough."

Reviewed on Jul 11, 2026

Seaport Hotel Boston
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 $225 per night from Aug 9 to Aug 10
CA $225
CA $262 total
Aug 9 - Aug 10
includes taxes & fees
9/10 Wonderful! (2,735 reviews)
"Our room had the four bunk beds and it was awesome! Safe, excellent construction with comfortable beds, perfect for our family of four (our teenagers, of course, loved being on the top bunks). I wasn’t sure how the “bathroom/shower down the hall” was going to be, but it turned out to be great! Having ..."

Reviewed on Jul 11, 2026

The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $316 per night from Jul 26 to Jul 27
CA $316
CA $426 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (4,803 reviews)
"Lovely hotel, excellent pool"

Reviewed on Jul 11, 2026

Omni Boston Hotel at the Seaport
See all 1,700 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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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.
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 $73
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
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $39
per adult
88% 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 $1,208 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.

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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.