
Milton Vacations from $510
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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.


Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Save 100% on your flight
Price was $1,376, price is now $734 per person
$734
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,140 reviews)
Great! We love this place.
Reviewed on Oct 22, 2025

Sound View Greenport
Save 100% on your flight
Price was $1,747, price is now $943 per person
$943
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip flight included
Miami (MIA) to New York (NYC)
8.4/10 Very Good! (579 reviews)
Way too overpriced for what you get!
Let’s start with the positives. A magnificent view and a decent bed…
The rooms are less than average, with terrible decor, and very noisy, to the point that we could hear clearly the couple next door for the whole night…. just like a cheap motel, except that it costs us almost $800 for the night.
Reviewed on Oct 5, 2025


Harpoon House
Price was $1,579, price is now $886 per person
$886
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip flight included
Miami (MIA) to New York (NYC)
8.4/10 Very Good! (143 reviews)
We were looking for a quick overnight in the East End, and the Harpoon House exceeded our expectations in every way. The room was spacious (a suite!) and well-appointed, blending the charm of the original 1648 (!) building with modern amenities and furnishings. We didn't take advantage of the on-property restaurant (formerly Blu Mar), but the menu - by acclaimed chef Rocco DiSpirito - looked excellent, if a bit pricey. Location was ideal, within easy walking distance of all Main Street shops and restaurants, and less than a mile to the beach. And, although things were a bit quieter than in the height of summer - not a bad thing! - we loved being out there for the fall harvest season, with wineries and farms in full swing. All-in-all, our stay at the Harpoon House made for a perfect fall weekend in the Hamptons - highly recommended.
Reviewed on Oct 20, 2025
Milton Hotel Deals

Buttermilk Falls Inn
220 N Rd, Milton, NY
$482 nightly
The price is $540 total per night from Nov 4 to Nov 5
$540 total
Nov 4 - Nov 5
Total with taxes and fees
9.4/10 Exceptional! (35 reviews)
IThe inn was quaint and inviting. The staff was friendly and professional. The spa experience was wonderful!
Reviewed on Oct 13, 2025

The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
$109 nightly
The price is $129 total per night from Oct 26 to Oct 27
$129 total
Oct 26 - Oct 27
Total with taxes and fees
7/10 Good! (638 reviews)
Location was good and staff was friendly
Reviewed on Oct 23, 2025

Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Nov 2 to Nov 3
$128 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (1,038 reviews)
I can not say enough about the staff. They were friendly, funny, kind, attentive, helpful and competent. I did not have high expectations of our stay. I needed a safe, clean place for a one night stay with my two young kids and did not want to pay a fortune. But I was very surprised at the quality ...
Reviewed on Oct 20, 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.
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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- Locust Grove
- Casperkill Golf Club
- Bananas Comedy Club
- McCann Golf Course
- Springside National Historic Site
- Vassar Brothers Medical Center
- Visit Spackenkill
- Mid-Hudson Bridge
- Poughkeepsie Galleria
- Bardavon 1869 Opera House
- Poughkeepsie Vacations
- Mid-Hudson Heritage Center
- Mid-Hudson Children's Museum
- Chance Theater
- Mid-Hudson Civic Center
- McCann Ice Arena
- Visit Poughkeepsie Waterfront
- Clinton House State Historic Site
- Walkway Over the Hudson State Historic Park
- Mid Hudson Children's Museum
- Poughkeepsie Bridge
- Visit Poughkeepsie
- Marlboro Vacations
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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.


















