Title: Red Oaks Mill Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $555 Expedia.ca

[Red Oaks Mill Travel Guide](https://expedia.ca/Poughkeepsie-Red-Oaks-Mill.dx553248634998900489)[Hotels in Red Oaks Mill](https://expedia.ca/Red-Oaks-Mill-Poughkeepsie-Hotels.0-n553248634998900489-0.Travel-Guide-Filter-Hotels)[Flights to Poughkeepsie](https://expedia.ca/Cheap-Flights-To-Poughkeepsie.d6056317.Travel-Guide-Flights)[Things to do in Poughkeepsie](https://expedia.ca/Things-To-Do-In-Poughkeepsie.d6056317.Travel-Guide-Activities)[Red Oaks Mill Car Rentals](https://expedia.ca/Car-Rentals-In-Red-Oaks-Mill.d553248634998900489.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Red Oaks Mill Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Red Oaks Mill Vacation

From its highlights to its hidden treasures, this city is best explored with a Red Oaks Mill vacation package. Check out hotels located in Poughkeepsie Waterfront, which is great for families, history and culture. A trip to Red Oaks Mill is a superb opportunity to see the sights. Be sure to stop by well-known attractions like [Marist College](https://www.expedia.ca/Marist-College-Poughkeepsie.d6158002.Vacation-Attraction), [Vassar College](https://www.expedia.ca/Vassar-College-Poughkeepsie.d6085394.Vacation-Attraction) and [Walkway Over the Hudson State Historic Park](https://www.expedia.ca/Walkway-Over-The-Hudson-State-Historic-Park-New-York.d6222117.Vacation-Attraction). That dream Red Oaks Mill vacation is clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

## Top Holiday Package Deals in Red Oaks Mill

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

![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hampton Inn White Plains/Tarrytown

CA $555

per person

May 16 - May 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

8/10 Very Good! (1,264 reviews)

Everything was great! Room was clean and perfect location

Reviewed on Feb 16, 2026

![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tarrytown House Estate

CA $941

per person

May 1 - May 7

found 19 hours ago

Roundtrip flight included

Toronto (YYZ) to White Plains (HPN)

8/10 Very Good! (1,001 reviews)

Unique place, very clean and well Maintained.

Reviewed on Feb 5, 2026

![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sonesta White Plains Downtown

CA $989

per person

May 3 - May 8

found 20 hours ago

Roundtrip flight included

Calgary (YYC) to White Plains (HPN)

8.8/10 Excellent! (1,114 reviews)

Clean comfortable room. Great staff. Easy access to many places in white plains.

Reviewed on Feb 17, 2026

![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hampton Inn & Suites Yonkers

Northwest Yonkers

CA $675

per person

May 1 - May 4

found 1 day ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

8.2/10 Very Good! (1,621 reviews)

Everyone was super helpful!

Reviewed on Feb 16, 2026

![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Royal Regency Hotel

Northwest Yonkers

CA $810

per person

Apr 29 - May 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

8.4/10 Very Good! (2,359 reviews)

The customer service and cleanliness of the room made our stay amazing. I would recommend this hotel to anyone who wants to to get away for a while , the area is nice and quiet

Reviewed on Feb 15, 2026

## Where to stay in Red Oaks Mill

Find the best Red Oaks Mill areas and neighborhoods for the activities you enjoy most. [Learn more about Red Oaks Mill](https://expedia.ca/Poughkeepsie-Red-Oaks-Mill.dx553248634998900489)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Arlington

1 out of top 10 points of interest in this area

 You'll enjoy the coffeehouses and art galleries in Arlington. You might want to make time for a stop at Frances Lehman Loeb Art Center or Vassar Golf Course. 

[Find hotel + flight trips in Arlington](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Arlington&DestID=553248634999048383&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![view of the mid hudson bridge to poughkeepsie, new york from highland (suspension bridge over river crossing) scenic landmark](https://images.trvl-media.com/place/553248634999249867/f2c24c28-5e70-4413-8013-f4424bebc55d.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Crown Heights

 Visitors to Crown Heights enjoy its coffeehouses, and if you want to do some exploring, Hudson River is worth a stop. 

[Find hotel + flight trips in Crown Heights](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Crown%20Heights&DestID=553248634999249867&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Mid-Hudson Bridge featuring a bay or harbour, tranquil scenes and a sunset](https://images.trvl-media.com/place/6093747/4b1a6750-92e5-4848-a246-4eb589961272.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Poughkeepsie Waterfront

1 out of top 10 points of interest in this area

 You'll enjoy the restaurants and riverfront in Poughkeepsie Waterfront. You might want to make time for a stop at Mid-Hudson Bridge or Walkway Over the Hudson State Historic Park. 

[Find hotel + flight trips in Poughkeepsie Waterfront](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Poughkeepsie%20Waterfront&DestID=6338910&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Poughkeepsie Journal Building - New York](https://images.trvl-media.com/place/944697092109320192/28bf0e70-d274-45f1-b83f-0dad2ad39a5f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Poughkeepsie

2 out of top 10 points of interest in this area

 If you're spending some time in Downtown Poughkeepsie, Chance Theater and Bardavon 1869 Opera House are top sights worth seeing. 

[Find hotel + flight trips in Downtown Poughkeepsie](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Poughkeepsie&DestID=944697092109320192&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![view of the mid hudson bridge to poughkeepsie, new york from highland (suspension bridge over river crossing) scenic landmark](https://images.trvl-media.com/place/907719581714612224/db4be363-892f-4ee6-b91a-2759dffb4f70.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Union Street Historic District

 When in Union Street Historic District, you can plan a visit to Mid-Hudson Civic Center and Bardavon 1869 Opera House, some noteworthy sights in the nearby area. 

[Find hotel + flight trips in Union Street Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Union%20Street%20Historic%20District&DestID=907719581714612224&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Red Oaks Mill Hotel Deals

![Best Western Plus The Inn & Suites At The Falls](https://images.trvl-media.com/lodging/1000000/220000/216900/216870/d6a17faf_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Best Western Plus The Inn & Suites At The Falls

50 Red Oaks Mill Rd Poughkeepsie NY

Fully refundableReserve now, pay when you stay

CA $119

CA $134 total

Feb 18 - Feb 19

includes taxes & fees

7.6/10 Good! (444 reviews)

Good

Reviewed on Nov 20, 2025

[](https://expedia.ca/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=216870&PinnedHotelID=216870&HadPinnedHotel=true&regionId=553248634998900489)

![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Courtyard by Marriott Poughkeepsie

2641 South Road/Route 9 Poughkeepsie NY

Fully refundableReserve now, pay when you stay

CA $143

CA $162 total

Mar 4 - Mar 5

includes taxes & fees

8.8/10 Excellent! (1,011 reviews)

Clean. Convenient.

Reviewed on Feb 16, 2026

[](https://expedia.ca/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&selected=5910&PinnedHotelID=5910&HadPinnedHotel=true&regionId=553248634998900489)

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz Poughkeepsie NY

CA $118

CA $138 total

Feb 22 - Feb 23

includes taxes & fees

8.4/10 Very Good! (1,000 reviews)

Very, very nice hotel. We were checked in quickly by a wonderful front desk crew, especially Henry. The hotel itself is spotless, parking is free, it's literally steps away from the convention center which was nice considering we were there when it was quite cold. The rooms were perfect and clean. ...

Reviewed on Feb 9, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=14563&PinnedHotelID=14563&HadPinnedHotel=true&regionId=553248634998900489)

[See all 886 properties in Red Oaks Mill](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&regionId=553248634998900489)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Red Oaks Mill vacation package cost?

### What are the cheapest months to go to Red Oaks Mill?

### How many days is enough for Red Oaks Mill?

### How to find the best Red Oaks Mill package deals?

### Is it cheaper to book a Red Oaks Mill vacation as a package?

### When to book a vacation package to Red Oaks Mill?

### How to plan a trip to Red Oaks Mill?

> 1. Choose your travel dates: What you plan to do in Red Oaks Mill and your favourite season will help you decide when to travel.
> 2. Budget wisely: As well as the price of your accommodations, you should consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Red Oaks Mill.
> 3. Decide your trip length: Think about how much time you want to spend exploring Red Oaks Mill. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
> 4. Combine your accommodations and airfare: After you've nailed down your dates and duration, book the ideal Red Oaks Mill vacation package for you.

### Discover the most popular places to visit in Red Oaks Mill

![Springwood Estate - FDR Home](https://images.trvl-media.com/place/6156532/478bf03e-7c48-4738-a32e-08c4f77cf315.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Eleanor Roosevelt National Historic Site

You can find out about the history of Haviland with a stop at Eleanor Roosevelt National Historic Site. While you're in the area, stroll along the riverfront. 

[](https://expedia.ca/Eleanor-Roosevelt-National-Historic-Site-Poughkeepsie.d6156532.Vacation-Attraction)

### Things to do

![Bear Mountain State Park+ BeaconTown 1-Day Tour From NY](https://mediaim.expedia.com/localexpert/50302489/1ceb0837-f410-471c-80a4-908b6cbc0dd2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Bear Mountain State Park+ BeaconTown 1-Day Tour From NY

CA $128

per adult

[](https://expedia.ca/things-to-do/bear-mountain-state-park-beacontown-1-day-tour-from-ny.a50302489.activity-details)

[See all activities in Poughkeepsie](https://expedia.ca/things-to-do/search?rid=553248634998900489)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.