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.
Hotel St. James

Hotel St. James

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)
8.8/10 Excellent! (6,194 reviews)
Very nice. Would stay again.

Reviewed on Aug. 9, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 23 - Oct 26
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,008 reviews)
Loved everything about it

Reviewed on Aug. 6, 2025

The Benjamin Royal Sonesta New York

The Benjamin Royal Sonesta New York

4.5 out of 5
Manhattan
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.6/10 Excellent! (1,005 reviews)
Great room , a lot of good places to eat nearby

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 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (2,085 reviews)
I enjoyed my short stay at this hotel. It has a modern, boutique feel to it and the staff were friendly and helpful. Our double room was clean and the space was sufficient for 2 people. We did not receive the free bottle of wine that was supposed to come with VIP access.

Reviewed on Aug. 8, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Rooftop was especially nice!

Reviewed on Aug. 9, 2025

Ready to book your vacation to Milton?

 

Choose your dates

Milton Hotel Deals

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $119 per night from Sep 7 to Sep 8
CA $119
CA $141 total
Sep 7 - Sep 8
includes taxes & fees
7.4/10 Good! (507 reviews)
"Comfortable place to stay"

Reviewed on Aug. 7, 2025

The Crossroads Hotel, Newburgh
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
2702 Main St, Gardiner, NY
The price is CA $1,379 per night from Sep 1 to Sep 2
CA $1,379
CA $1,604 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (51 reviews)
"Such a dreamy escape. The staff is excellent, friendly, and always ready to help. The rooms are serene and comfortable. Amazing spa and spa staff. Restaurant is also top-notch"

Reviewed on May 15, 2025

Wildflower Farms, Auberge Resorts Collection
Wingate by Wyndham Fishkill

Wingate by Wyndham Fishkill

3 out of 5
20 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Aug 11 to Aug 12
CA $143
CA $162 total
Aug 11 - Aug 12
includes taxes & fees
7.4/10 Good! (465 reviews)
"Everything is good at this hotel staff was great . Disappointed no hot water for a shower and the HVAC unit in room sounded like a jet engine. Bed was very comfortable and overall hotel was clean . Good value for the money"

Reviewed on Aug. 6, 2025

Wingate by Wyndham Fishkill
See all 1,122 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.
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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 $1,192 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.