Millbrook Vacations from $494

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Your Millbrook Vacation

Experience the excitement and buzz of Millbrook with a customized Millbrook vacation package. From its rich history to its coastal scenery and beyond, you'll never have a boring moment in this city. If a sightseeing tour is on the agenda during your trip to Millbrook, swing by big attractions like Millbrook Vineyards and Winery, Wings Castle and Innisfree Garden. Your dream Millbrook vacation is a couple of clicks away. Browse flights, hotels and more on Expedia for a getaway that's tailored just for you.

The Latest Millbrook vacation packages

Price found within the past 48 hours. Click for updated prices.
Empire Hotel
Sound View Greenport
1 Hotel Brooklyn Bridge
The Harbor Front Inn
Night Hotel Broadway
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Discover the most popular places to visit in Millbrook

What to do in Millbrook

Millbrook Hotel Deals

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast

4 out of 5
3244 Sharon Turnpike, Millbrook, NY
$198 nightly
The price is $224 total per night from Aug 12 to Aug 13
$224 total
Aug 12 - Aug 13
Total includes taxes and fees
8.8/10 Excellent! (77 reviews)
"Gracious host and great breakfast"

Reviewed on Jul 20, 2025

Millbrook Country House Bed & Breakfast
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
$109 nightly
The price is $127 total per night from Aug 17 to Aug 18
$127 total
Aug 17 - Aug 18
Total includes taxes and fees
8.6/10 Excellent! (1,003 reviews)
"Easy access, cleanliness, excellent room. Very good breakfast."

Reviewed on Aug 1, 2025

Holiday Inn Express Poughkeepsie by IHG
Wingate by Wyndham Fishkill

Wingate by Wyndham Fishkill

3 out of 5
20 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $118 total per night from Aug 3 to Aug 4
$118 total
Aug 3 - Aug 4
Total includes taxes and fees
7.4/10 Good! (458 reviews)
"Would go back"

Reviewed on Jul 30, 2025

Wingate by Wyndham Fishkill
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.

Things to do near Millbrook

Millbrook, New York, offers a delightful blend of outdoor activities perfect for romantic or adventurous getaways. Enjoy golfing at scenic courses, witness the thrill of the Millbrook Horse Trials, or embark on picturesque sightseeing trips. For a more personalized experience, consider private excursions that highlight the area's charm. Whether you’re skiing in winter or exploring the landscape, Millbrook promises a memorable vacation filled with unique experiences.

Shopping

In Millbrook, check out Bodhi Tree Gallery for unique gifts. If you're up for a drive, visit the Stormville Airport Antique Show & Flea Market for eclectic finds or the Poughkeepsie Galleria for a broader shopping experience with entertainment options.

Recreation

Experience a cozy movie night under the stars at the Overlook Drive-In Theater, just 11 miles from Millbrook. For sports enthusiasts, the Beekman Golf Course offers a perfect outdoor escape 14 miles away. Enjoy cultural performances at the Center for Performing Arts at Rhinebeck, also 14 miles from Millbrook.

Adventure

Lime Rock Park, located 19 miles from Millbrook, offers exhilarating motor racing experiences in a vibrant setting. For hiking enthusiasts, the Harlem Valley Rail Trail is 15 miles away, showcasing stunning outdoor scenery. North Landing Beach, only 13 miles out, provides a family-friendly campground perfect for adventurous outdoor fun.

Nightlife

Millbrook offers a charming nightlife scene with cozy bars and intimate restaurants. Enjoy a cocktail at The Millbrook Inn or unwind at the picturesque Millbrook Wine & Spirits. For a more laid-back vibe, visit local pubs where you can mingle with friendly locals and savor delicious bites.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Millbrook

Millbrook, New York, offers a perfect blend of outdoor adventures, romantic getaways, and cultural experiences. Explore local attractions like the historic bridge, national state park, and modern college university. For additional activities, consider visiting the Millbrook Playhouse for live performances or hitting the greens at the Millbrook Resort Golf Course. Whether you're seeking adventure or relaxation, Millbrook has something to delight every traveler.

  • Omega Institute: Located 10 miles from Millbrook, Omega Institute offers a serene retreat focused on wellness and personal growth. With its beautiful grounds and diverse programming, visitors can engage in workshops, yoga classes, and holistic practices, all while soaking in the institute's rich historical and urban atmosphere.
  • Vassar College: Just 12 miles away, Vassar College is a modern liberal arts institution with stunning architecture and vibrant city vibes. Visitors can stroll through its picturesque campus, admire impressive art collections, and enjoy cultural events that showcase the college's commitment to education and the arts.
  • Orvis Sandanona Shooting Grounds: Situated in Millbrook, Orvis Sandanona offers an educational experience in a beautiful setting. Known for its rich cultural heritage, visitors can participate in shooting sports while enjoying the scenic landscape and learning about safety and skill development.

Best time to go to Millbrook

The best time to visit Millbrook can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Millbrook falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Millbrook falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.6°F (-3.0°C)Light RainMostly SunnyAverageSlightly Low
February28.4°F (-2.0°C)Light RainMostlySlightly LowSlightly Low
March36.0°F (2.2°C)Light RainMostlyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnySlightly HighAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnySlightly HighAverage
July73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
August71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageSlightly High
October52.9°F (11.6°C)Light RainMostly SunnyAverageSlightly High
November40.6°F (4.8°C)Light RainMostly SunnySlightly LowAverage
December32.7°F (0.4°C)Light RainMostlySlightly LowAverage

Tips to save on your trip to Millbrook

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Millbrook during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Millbrook vacation package cost?
You can pick up a vacation package to this top destination from $494 on Expedia. However, how much your vacation to Millbrook costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Millbrook?
You can typically find lower rates and better availability in October, November and December. Take a look at our cheap Millbrook vacation packages and you could land some excellent off-season deals.
How many days is enough for Millbrook?
With a well-organized schedule, you can easily tick off the main Millbrook attractions in a handful of days. But if you prefer to explore off the beaten track or take day trips, consider booking your Millbrook vacation for longer.
How to find the best Millbrook package deals?
Use Expedia's filters to help you find some fabulous Millbrook package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Millbrook package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Millbrook vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Millbrook vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Millbrook?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Millbrook escape.
How to plan a trip to Millbrook?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favorite time of year and the available activities will also help you decide when to escape to Millbrook.
  2. Set your budget: Factor in expenses such as food, flights and transportation when calculating how much to set aside for your trip to Millbrook. Then, select a property that matches your budget, whether that's a wallet-friendly stay or a more upscale retreat.
  3. Organize your Millbrook getaway with Expedia's trip planning tool: Search for and book accommodations and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Millbrook together.
  4. Decide how many days away: Start by compiling a list of the attractions you want to experience in Millbrook. Then, estimate how long you'll need for each, as well as any travel time.
  5. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the perfect Millbrook vacation package for you.
  6. Add on experiences and excursions: Have a look at our travel guide to find some fun things to do in Millbrook. Book tickets or make reservations as soon as you can to save time and skip the hassle of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Millbrook vacation packages?
Secure your dream getaway to Millbrook with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until the next payday — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.