Hamilton Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Hamilton Vacation

Book a tailored Hamilton vacation package that has everything you need and no unnecessary extras. Good for walking, nature and views, consider staying in the neighborhood of Great Neck. During your trip to Hamilton, carve some time in your schedule for sightseeing. A popular place to start exploring is Appleton Farms Grass Rides. Stop daydreaming and start doing. Check out the broad range of options on Expedia today and finally put your Hamilton vacation plans into action!

Top Holiday Package Deals in Hamilton

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
The air conditioner sound like a truck trailer was in your room

Reviewed on Jul. 11, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 22 - Aug 25
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Great hotel terrific staff

Reviewed on Jul. 12, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 22 - Aug 25
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful facility and wonderful staff.

Reviewed on Jul. 10, 2025

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
East Boston
Save 100% on your flight
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (2,001 reviews)
Appreciated the free airport shuttle on demand

Reviewed on Jul. 9, 2025

Hamilton Hotel Deals

Encore Boston Harbor
Encore Boston Harbor
5 out of 5
1 Broadway, Everett, MA
Fully refundableReserve now, pay when you stay
The price is CA $344 per night from Jul 28 to Jul 29
CA $344
CA $384 total
Jul 28 - Jul 29
includes taxes & fees
9.6/10 Exceptional! (3,092 reviews)
Nice stay
"The hotel and grounds were beautiful. I was grateful for the free parking and the complementary ferry to the wharf. The one negative- restaurants were way too expensive."

Reviewed on Jul. 8, 2025

Encore Boston Harbor
Hilton Boston Logan Airport
Hilton Boston Logan Airport
4 out of 5
One Hotel Drive, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $333 per night from Jul 20 to Jul 21
CA $333
CA $388 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (3,404 reviews)
"The hotel is close to the airport and easy to access. Check in was easy. The room was clean but noticed the door adjoining the next room was not secured completely. Check out was easy as well and the vans for the airport were outside and ready to go early."

Reviewed on Jul. 10, 2025

Hilton Boston Logan Airport
Hampton Inn Boston - Logan Airport
Hampton Inn Boston - Logan Airport
3 out of 5
230 Lee Burbank Hwy, Revere, MA
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jul 20 to Jul 21
CA $212
CA $237 total
Jul 20 - Jul 21
includes taxes & fees
8/10 Very Good! (5,181 reviews)
"The food that served at the bar, is delicious. The staff is very friendly. I will be there soon"

Reviewed on Jul. 12, 2025

Hampton Inn Boston - Logan Airport
See all 2,336 properties in Hamilton
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

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Hamilton vacation package cost?
Starting from a low CA $705, a vacation package is your ticket to affordable travel. Custom build your Hamilton adventure by selecting from our wide range of hotels, flights and rental cars.
How do I get a cheap travel package to Hamilton?
You'll save big if you bundle your car rentals, flights and hotels into a Hamilton travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 partner airlines and 1,000,000 hotels throughout the world, so you'll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Hamilton?
A getaway in Hamilton wouldn't be complete without checking out Appleton Farms Grass Rides. Why not stay within walking distance of this fantastic attraction?
How far in advance should I book my Hamilton vacation?
Be rewarded with the biggest variety at the lowest prices by booking your Hamilton vacation nice and early. Air carriers usually advertise flight tickets anywhere up to a year before departure, so secure your spot ASAP. Having said that, Expedia is committed to providing you with the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Hamilton travel package include?
Choose from any combination of rental cars, flights and hotels. Once you've made your booking, you can add some activities and experiences. Want to pick your airfare class? That's easy to do too. The choice is yours when it comes to arranging your dream Hamilton getaway.
What should I know before booking a Hamilton travel package?
You can save big by combining your flights, hotels and rental cars. Once you've created your package, you can add on things like activities or sightseeing tours. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Hamilton Expedia vacation package?
Yes --- and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Hamilton vacation package?
You can. We understand that even the best-laid plans can fail, so we're happy to help if you need to make changes to your Hamilton vacation package. It may be possible to amend or cancel your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.