Milton Vacation Packages

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Your Milton Vacation

The welcoming locals and rich traditions are just the beginning of the things Milton has going for it. Experience the best of this interesting city your way with a personalized Milton vacation package. Benmarl Vineyards and Winery, Live At The falcon and Gomez Mill House are just a few of the many sights you'll want to check out during your trip to Milton. A couple of quick clicks is all it takes to build your perfect Milton vacation on Expedia.

Top Milton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Madison Square Garden Area Hotel

Hampton Inn Madison Square Garden Area Hotel

3 out of 5
Manhattan
Price was CA $1,290, price is now CA $859 per person
CA $859
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.2/10 Very good! (1,515 reviews)
The hotel was good overall and budget friendly. However, limited options for breakfast especially for vegetarians.

Reviewed on Jul 10, 2026

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was CA $1,528, price is now CA $955 per person
CA $955
per person
Sep 11 - Sep 14
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (1,710 reviews)
They don't have enough air-conditioning. The room was HOT and not in a good way.

Reviewed on Jul 12, 2026

Pestana CR7 Times Square

Pestana CR7 Times Square

4 out of 5
Manhattan
Price was CA $1,784, price is now CA $1,123 per person
CA $1,123
per person
Aug 19 - Aug 25
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,011 reviews)
Nice hotel

Reviewed on Jul 11, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,291, price is now CA $3,429 per person
CA $3,429
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

Hotel AKA NoMad

Hotel AKA NoMad

4 out of 5
Manhattan
Price was CA $1,521, price is now CA $1,016 per person
CA $1,016
per person
Oct 2 - Oct 5
found 17 hours ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
.

Reviewed on Jul 6, 2026

Ready to book your vacation to Milton?

 

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Milton Hotel Deals

Buttermilk Falls Inn

Buttermilk Falls Inn

3 out of 5
220 N Rd Milton NY
The price is CA $473 per night from Aug 2 to Aug 3
CA $473
CA $583 total
Aug 2 - Aug 3
includes taxes & fees
8.6/10 Excellent! (53 reviews)
"Honestly this was probably the first time when my husband and I didn’t stay the full length of our trip (2 days) and checked out after one night. It was very disappointing. Firstly, I believe we were the only ones at the hotel. We did not see any other people except some of the workers. There is ..."

Reviewed on Jul 9, 2026

Buttermilk Falls Inn
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Aug 11 to Aug 12
CA $167
CA $194 total
Aug 11 - Aug 12
includes taxes & fees
9/10 Wonderful! (1,017 reviews)
"Nice hotel for family"

Reviewed on Jul 11, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Aug 11 to Aug 12
CA $127
CA $146 total
Aug 11 - Aug 12
includes taxes & fees
8.4/10 Very good! (163 reviews)
"Dd"

Reviewed on Jul 10, 2026

Spark by Hilton Fishkill
See all 1,150 properties in Milton
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 Milton vacation package cost?
You can pick up a vacation package to this destination from CA $859 on Expedia. However, how much your vacation to Milton costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Milton?
To pick up cheap Milton vacation packages, plan your trip outside of peak times like public holidays and major festivals. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Milton?
With a well-planned schedule, you can easily hit the most popular Milton sights in a few days. But if you'd like to explore off the beaten track or take day trips, consider booking your Milton vacation for longer.
How to find the best Milton package deals?
Landing a cheap Milton package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most economical Milton package deals. Want a simple trick to score even more 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 Milton vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the freedom to create a tailored Milton vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Milton?
Land incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Milton adventure.
How to plan a trip to Milton?

  1. Pick your travel dates: The things you want to do in Milton and your preferred season will help you decide when to get away.
  2. Budget wisely: On top of the cost of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Milton.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Milton. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your airfare and accommodations: Once you've nailed down your dates and duration, book the ideal Milton 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.