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.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.8/10 Excellent! (234 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
per person
Sep 6 - Sep 9
found 18 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.4/10 Exceptional! (435 reviews)
Not my favorite Four Seasons. I requested that they remove any alcohol from my room and they didn’t accommodate that simple request. They seemed hurried. B-

Reviewed on Jun. 22, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 18 - Sep 21
found 2 days ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on Aug. 5, 2025

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (383 reviews)
This property is Ritz at its best. From the beautiful lobby and well-appointed room, to the impeccable service from staff at every level - all of whom appear to be empowered to make your stay a great one, Ritz Boston does it right. The onsite restaurant was also top notch. As I looked over the menu, I felt a strong sense that if I went for the New England Clam Chowder, I would not be disappointed. THE best bowl of clam chowder I’ve had in my life!!

Reviewed on Jul. 31, 2025

Hamilton Hotel Deals

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 $297 per night from Sep 1 to Sep 2
CA $297
CA $346 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (3,423 reviews)
"Very nice, clean, convenient and comfortable facility — but the check-in process was very, very lengthy."

Reviewed on Aug. 1, 2025

Hilton Boston Logan Airport
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 $423 per night from Aug 26 to Aug 27
CA $423
CA $473 total
Aug 26 - Aug 27
includes taxes & fees
9.6/10 Exceptional! (3,147 reviews)
"Great stay"

Reviewed on Aug. 3, 2025

Encore Boston Harbor
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 $208 per night from Aug 10 to Aug 11
CA $208
CA $233 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (5,202 reviews)
"It worked"

Reviewed on Aug. 5, 2025

Hampton Inn Boston - Logan Airport
See all 2,344 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
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Frequently asked questions

How much does a Hamilton vacation package cost?
Starting from a low CA $987, 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.