
Milton Vacations from $223
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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.

The Shelburne Sonesta New York
Manhattan
Save 100% on your flight
Price was $427, price is now $223 per person
$223
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9/10 Wonderful! (1,825 reviews)
Lovely property in midtown with lots of local restaurants - fantastic to be able to walk to Times Sq and attractions
Reviewed on Nov 30, 2025

Radio Hotel
Manhattan
Price was $627, price is now $287 per person
$287
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.6/10 Excellent! (2,613 reviews)
We loved it and the restaurant but for Friday night. We were on the 10th floor and the he music from the Event space on the 12th floor shock and pounded us till 4 am. If you like to sleep at night come here weeknights ONLY!
Reviewed on Nov 29, 2025

Harpoon House
Price was $704, price is now $341 per person
$341
per person
Jan 15 - Jan 18
found 10 hours ago
Roundtrip flight included
Miami (MIA) to New York (JFK)
8.4/10 Very Good! (147 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

Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was $703, price is now $348 per person
$348
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9.2/10 Wonderful! (3,348 reviews)
Room was perfect. Excellent location.
Breakfast is worth it.
Reviewed on Dec 1, 2025

Milton Hotel Deals

Buttermilk Falls Inn
220 N Rd Milton NY
$431 nightly
The price is $482 total per night from Dec 4 to Dec 5
$482 total
Dec 4 - Dec 5
Total with taxes and fees
9.4/10 Exceptional! (38 reviews)
The sheets were stained with blood. The bed was completely broken on one side. I was unable to sleep comfortably. We are still waiting to be contacted by someone from the hotel.
Reviewed on Nov 12, 2025

Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from Dec 12 to Dec 13
$115 total
Dec 12 - Dec 13
Total with taxes and fees
8.8/10 Excellent! (1,018 reviews)
Comfortable room
Reviewed on Nov 30, 2025

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $114 total per night from Jan 1 to Jan 2
$114 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.2/10 Very Good! (1,016 reviews)
Good hotel. No frills
Reviewed on Nov 29, 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
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