Milton Vacations from $1,177

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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.

The Latest Milton vacation packages

Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,028, price is now $1,177 per person
$1,177
per person
Jul 29 - Aug 3
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (1,602 reviews)
Very nice staff, clean rooms good location. We had a room “garden” view and it was perfect on the upper floor quieter probably then front. We had a good stay.

Reviewed on May 24, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,773, price is now $2,099 per person
$2,099
per person
Jul 29 - Aug 3
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Loved the location and the great views

Reviewed on May 25, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,423, price is now $1,361 per person
$1,361
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
9/10 Wonderful! (3,026 reviews)
Clean property, helpful and well organized staff.

Reviewed on May 26, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,203, price is now $1,249 per person
$1,249
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
9.2/10 Wonderful! (3,526 reviews)
Great location, great breakfast.excellent service.

Reviewed on May 25, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,439, price is now $1,441 per person
$1,441
per person
Aug 6 - Aug 9
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (672 reviews)
Rooms are nice big and clean. Ambience and views are great. However, hotel can Improve on options available for breakfats

Reviewed on May 23, 2026

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Milton Hotel Deals

Buttermilk Falls Inn

Buttermilk Falls Inn

3 out of 5
220 N Rd Milton NY
$439 nightly
The price is $492 total per night from May 30 to May 31
$492 total
May 30 - May 31
Total with taxes and fees
9/10 Wonderful! (46 reviews)
"I was so excited when I booked this weekend getaway. The On-site restaurant was said to be one of the best in the Hudson Valley. The reviews were excellent. Evidently, I did not look at all the right reviews. The week before our vacation, the dinner reservations were canceled. When I called to find ..."

Reviewed on May 13, 2026

Buttermilk Falls Inn
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $134 total per night from Jun 2 to Jun 3
$134 total
Jun 2 - Jun 3
Total with taxes and fees
7.4/10 Good! (1,007 reviews)
"Room was very clean and comfortable"

Reviewed on May 25, 2026

Best Western Plus Kingston Hotel And Conference Center
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $97 total per night from Jun 1 to Jun 2
$97 total
Jun 1 - Jun 2
Total with taxes and fees
6.6/10 (1,003 reviews)
"Was not able to stay there due to accommodations. It’s a good thing though. The place smelt like dog urine and looked run down. Still waiting on my refund and it’s been 5 days."

Reviewed on May 19, 2026

Studio 6 Extended Stay Fishkill Route 9 NY
See all 1,155 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.

Find the Best Milton Vacation Packages

Milton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
1,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Robibero Winery, Benmarl Vineyards and Winery and Adair Vineyards

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Frequently asked questions

How much does a Milton vacation package cost?
Offering excellent value package deals from $1,177 on Expedia, you'll be pleasantly surprised at how much a vacation to Milton costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Milton?
If you're looking to score a cheap Milton vacation package, consider traveling in November, December and January. You're likely to find lower prices on flights and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Milton?
Typically, a handful of days is enough to go to the top attractions during your Milton vacation. However, if you want to have more time to kick back or go on day trips, consider extending your trip.
How to find the best Milton package deals?
Start your search for a Milton package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Milton package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Milton getaway off to a flying start.
Is it cheaper to book a Milton vacation as a package?
You can enjoy significant savings on your Milton escape by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Milton?
If you're considering a spontaneous Milton adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Milton vacation packages?
Jet off on your perfect escape to Milton with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snap up bargains before they sell out.

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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.