Millbrook, NY

Travel Guide

A rural landscape with a river, green fields, and red barns.
A forested landscape with autumn foliage, rocky outcrops, and distant mountains under a cloudy sky.
A rocky shoreline with a lake, surrounded by lush greenery and trees.
A group of sheep in a pen with hay.
A vineyard with rows of grapevines and a scenic view of a lake and mountains in the distance.
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
$152 nightly
The price is $172 total per night from Sep 22 to Sep 23
$172 total
Sep 22 - Sep 23
Total with taxes and fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,009 reviews)
"Getting a little tired though it is a wonderful historic building. The restaurant menu is not as sophisticated as it used to be but then few restaurants are after Covid."

Reviewed on Sep 19, 2026

Beekman Arms and Delamater Inn
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Fully refundable
$97 nightly
The price is $113 total per night from Oct 12 to Oct 13
$113 total
Oct 12 - Oct 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
$105 nightly
The price is $122 total per night from Sep 30 to Oct 1
$122 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,075 reviews)
"Property itself was clean…shower needs a deep clean."

Reviewed on Sep 19, 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 1,149 properties in Millbrook
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.
1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen

Fishkill NY
Stay at this apartment in Fishkill. Enjoy free WiFi, cable/satellite TV service, and air conditioning. Popular attractions Van Wyck Homestead Museum and Fishkill ...
8.8/10 Excellent! (20 reviews)
Do not stay here. It’s a motel 6 that is very dirty. It was so bad I had to bo ...
"Do not stay here. It’s a motel 6 that is very dirty. It was so bad I had to book at another location so do not believe any of the positive reviews. To make it worse the hotel was overbooked. Very misleading listing. Horrible place and not safe."

Reviewed on Sep 12, 2026

1 Queen Bed | Non-Smoking, Kitchen
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

New Fairfield CT
Stay at this vacation home in New Fairfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Squantz Pond State Park and Candlewood Lake ...
9.2/10 Wonderful! (57 reviews)
"The place very nice and clean excellent location, Katherine and Eric very professional and friendly with had a great time.Cecilio"

Reviewed on Sep 5, 2026

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT
Stay at this cottage in Lakeville. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Holley-Williams House Museum and Gay Woods Hill are located ...
9.6/10 Exceptional! (91 reviews)
"We had such a great stay here for my 25th birthday weekend. The cabin was exactly what we were looking for and was a great place to spend the weekend with a group of friends. It was comfortable, clean, and had everything we needed for a relaxing getaway.The space was especially great for having a ..."

Reviewed on Sep 14, 2026

Summer Lake Cottage, private beach, Berkshire Hills, small village
See all properties in Millbrook
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.

Stay near popular Millbrook attractions

Wing's Castle

Find out about the history of Millbrook when you spend time at Wing's Castle. Discover the area's glaciers and countryside.
See properties

Frequently asked questions

Is Millbrook worth visiting?
Millbrook is worth visiting for its unique attractions, such as the Millbrook Vineyards and Winery and the distinctive Wing's Castle. Travelers can also enjoy a variety of local dining experiences, with options ranging from North American comfort food to diverse Asian cuisine.
When is the best time to visit Millbrook?
The best time to visit Millbrook is from May through September, when the weather is generally pleasant for exploring. For travelers seeking fewer crowds and potentially better value, the quieter months of December through March are a good option, often bringing cooler weather and a different atmosphere.
What is Millbrook known for?
Millbrook is known for its unique attractions, including the Millbrook Vineyards and Winery and the distinctive Wing's Castle. Travelers can also explore the Orvis Sandanona Shooting Grounds. This city offers a taste of North American food culture.
What is a good itinerary length for Millbrook?
A good itinerary length for Millbrook is two to three days to visit key highlights like Millbrook Vineyards and Winery, Wing's Castle, and Orvis Sandanona Shooting Grounds. For a more relaxed trip, consider four to five days to explore these attractions at a slower pace and enjoy the local dining options.
What are the top things to do in and around Millbrook?
Millbrook offers a variety of unique points of interest, from vineyards to historic sites:


How do I plan a trip to Millbrook?
To plan your Millbrook trip, book flights, hotels, and activities like visiting Millbrook Vineyards and Winery, Wing's Castle, or Orvis Sandanona Shooting Grounds in advance. For outdoor plans, always have indoor backups ready for weather flexibility. Consider booking a rental car for easy exploration of the area.
What cuisines can you find in Millbrook?
In Millbrook, travelers can find Thai cuisine, offering dishes like Pad Thai, Green Curry, Tom Yum Soup, and Massaman Curry. There are also options for North American, Mexican, and Italian fare, plus various coffee shops for a quick bite or drink.
Can I book a refundable hotel in Millbrook?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Millbrook by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Millbrook with Expedia?
Expedia makes it easier to plan your Millbrook trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Millbrook?
The best choice depends on your travel style. Hotels in Millbrook can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Millbrook trip on Expedia?
Once you've booked your Millbrook trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Millbrook trip?
Expedia offers customer support before, during, and after your Millbrook trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Millbrook?
If it's your first trip to Millbrook, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Millbrook hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Millbrook hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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