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.
Sound View Greenport

Sound View Greenport

4 out of 5
per person
Sep 21 - Sep 24
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.4/10 Very Good! (544 reviews)
Property, views, and interior design is beautiful. Staff was underwhelming. Front desk woman seemed like didnt want to be there. They have a beautiful lobby area with stunning views and a little cafe but you cant enjoy coffee or anything before 5pm which was odd and a waste of a beautiful space. So if its cloudy/cool and you want to sit and enjoy views with a coffee you cant. Bizarre. Also no room service. For the money the amenities were underwhelming.

Reviewed on Aug. 6, 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.8/10 Good! (1,511 reviews)
We loved the location. What we didn’t like was that there was no refrigerator or microwave in the room. There was also a fight in the room next door to ours and no one checked in to see if we were okay.

Reviewed on Aug. 5, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (2,066 reviews)
Great location and nice on site areas

Reviewed on Aug. 5, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (1,259 reviews)
Amazing stay! Room was spotless and had everything I needed. I even forgot my phone adapter and reception was kind enough to lend me one. I would definitely recommend NobleDEN

Reviewed on Aug. 5, 2025

Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (843 reviews)
Good location in the middle of Manhattan. Room was small than expected for 2 people but it was fine. Easy to walk to & from.

Reviewed on Aug. 6, 2025

Ready to book your vacation to Milton?

 

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Milton Hotel Deals

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $135 per night from Sep 2 to Sep 3
CA $135
CA $160 total
Sep 2 - Sep 3
includes taxes & fees
7.4/10 Good! (501 reviews)
"Beds are comfortable with great bedding"

Reviewed on Aug. 5, 2025

The Crossroads Hotel, Newburgh
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
The price is CA $150 per night from Aug 17 to Aug 18
CA $150
CA $174 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"The bathroom needed some work. The edges and corners have a lot of dirt build up"

Reviewed on Aug. 3, 2025

Holiday Inn Express Poughkeepsie by IHG
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is CA $222 per night from Sep 1 to Sep 2
CA $222
CA $251 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (371 reviews)
"Loved this modern and clean hotel."

Reviewed on Aug. 1, 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 1,120 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
Beach Vacations
Family 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 $732 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.