
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
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
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


NobleDEN Hotel
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
Milton Hotel Deals

The Crossroads Hotel, Newburgh
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

Holiday Inn Express Poughkeepsie by IHG
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

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
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
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.