Hamilton Vacations from $416

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The Latest Hamilton vacation packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $918, price is now $416 per person
$416
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Nice staff, great area

Reviewed on Dec 9, 2025

Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,177, price is now $451 per person
$451
per person
Jan 27 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
There was a used bar of soap left in the shower, and the coffee pods were left in the bathroom. It looked very quickly cleaned and thrown together.

Reviewed on Dec 20, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $14,746, price is now $6,733 per person
$6,733
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,649, price is now $767 per person
$767
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Outstanding in every wat

Reviewed on Dec 15, 2025

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $1,312, price is now $616 per person
$616
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.8/10 (311 reviews)
I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly

Reviewed on Nov 12, 2025

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Hamilton Hotel Deals

The Garden Room at Shoal Creek B&B

The Garden Room at Shoal Creek B&B

Hamilton MO
10/10 Exceptional! (24 reviews)
My three night stay in the Garden Room at Shoal Creek Bed & Breakfast was lovely. Terri, my host made sure I was comfortable and her breakfasts were delicious. The house was spotlessly clean, bed comfortable and several places where one could sit and read, or do hand sewing, as I did. The quilt shops ...

Reviewed on Nov 2, 2025

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The Garden Room at Shoal Creek B&B
Comfortable Two-Story Family Home in Picturesque Small Town USA

Comfortable Two-Story Family Home in Picturesque Small Town USA

Hamilton MO
$255 nightly
The price is $263 total per night from Jan 1 to Jan 2
$263 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.6/10 Exceptional! (110 reviews)
The home was very clean, well decorated, great towels, the steps upstairs are a consider problem for the older adults. We had a very good time in the home and shopping.

Reviewed on Sep 28, 2025

Comfortable Two-Story Family Home in Picturesque Small Town USA
The Deannie - Entire 2 Bedroom Apt in Quilt Town, USA

The Deannie - Entire 2 Bedroom Apt in Quilt Town, USA

Hamilton MO
$169 nightly
The price is $169 total per night from Dec 22 to Dec 23
$169 total
Dec 22 - Dec 23
Total with taxes and fees
9.8/10 Exceptional! (63 reviews)
This is a great choice if you’re looking for a nice, clean space to stay while enjoying shopping downtown Hamilton.

Reviewed on Nov 5, 2025

The Deannie - Entire 2 Bedroom Apt in Quilt Town, USA
See all 66 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.

Find the Best Hamilton Vacation Packages

Hamilton Essential Information

Language
English
Currency
U.S dollars
Population
1,700

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Frequently asked questions

How much does a Hamilton vacation package cost?
Offering great value package deals from $416 on Expedia, you'll be pleasantly surprised at how much a vacation to Hamilton costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Hamilton?
If you're looking to book a cheap Hamilton vacation package, consider planning a trip in December, January and February. You're likely to find lower rates on flights and hotels during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Hamilton?
The ideal duration of your Hamilton vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to go to all the top attractions and explore some hidden spots along the way.
How to find the best Hamilton package deals?
Use Expedia's handy filters to help you find some unbeatable Hamilton package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Hamilton package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Hamilton vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights individually. Better still, you can customize your Hamilton getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Hamilton?
If you have your Hamilton travel dates finalized, book early to score some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Hamilton vacation packages?
Secure your dream trip to Hamilton with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next payday — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up bargains before they disappear.

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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.