Title: Dover Plains Vacation Packages & Trips 2026 from CA $1,389 | Expedia.ca

[Dover Plains Travel Guide](https://expedia.ca/Dover-Plains.dx183663)[Hotels in Dover Plains](https://expedia.ca/Dover-Plains-Hotels.d183663.Travel-Guide-Hotels)[Vacation Rentals in Dover Plains](https://expedia.ca/Dover-Plains-Vacation-Rentals.d183663.Travel-Guide-VacationRentals)[Dover Plains Car Rentals](https://expedia.ca/Car-Rentals-In-Dover-Plains.d183663.Car-Rental-Guide)

![](https://images.trvl-media.com/place/183663/e8842ebe-fce1-47e5-a662-e40857d410e1.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Dover Plains Vacation Packages

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

- ##  
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## Top Dover Plains Vacation Deals

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

![Arthouse Hotel New York City](https://images.trvl-media.com/lodging/1000000/20000/12200/12117/0e6cbb94_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Arthouse Hotel New York City

Manhattan

CA $1,389

per person

May 31 - Jun 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

8.8/10 Excellent! (1,843 reviews)

Nice place . Well located couple blocks from central park

Reviewed on Mar 15, 2026

![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/183802ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Fifth Avenue Hotel

Manhattan

CA $2,069

per person

May 18 - May 21

found 17 hours ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

9.6/10 Exceptional! (196 reviews)

Absolutely everything. Amazingly appointed room, very friendly stafff.

Reviewed on Mar 1, 2026

![CODA Williamsburg](https://images.trvl-media.com/lodging/5000000/4410000/4408100/4408038/b1cd48fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### CODA Williamsburg

CA $1,796

per person

May 30 - Jun 6

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.2/10 Very Good! (467 reviews)

stay was just okay, nothing extraordinary. room was pretty clean.

Reviewed on Mar 9, 2026

![The Gregorian](https://images.trvl-media.com/lodging/1000000/10000/6300/6284/d4d78164_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Gregorian

Manhattan

CA $1,446

per person

Apr 20 - Apr 27

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (2,459 reviews)

Great location. Great staff!

Reviewed on Mar 15, 2026

![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/b1e6b86c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Brooklyn Bridge

CA $2,594

per person

May 28 - May 31

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

8.8/10 Excellent! (1,000 reviews)

Excellent staff, clean room, fantastic onsite restaurants.

Reviewed on Mar 10, 2026

## Ready to book your vacation to Dover Plains?

Choose your dates

## Dover Plains Hotel Deals

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/8667a2b4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Zero Degrees Danbury

15 Milestone Road Danbury CT

Fully refundableReserve now, pay when you stay

CA $245

CA $282 total

Mar 18 - Mar 19

includes taxes & fees

9.2/10 Wonderful! (1,008 reviews)

Comfortable and clean - we will be back

Reviewed on Mar 15, 2026

[](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=16263812&PinnedHotelID=16263812&HadPinnedHotel=true&regionId=183663)

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hampton Inn & Suites Poughkeepsie

2361 South Rd Poughkeepsie NY

Fully refundableReserve now, pay when you stay

CA $134

CA $155 total

Apr 4 - Apr 5

includes taxes & fees

9/10 Wonderful! (1,005 reviews)

It was a nice stay, no complaints. We will definitely stay here again next time we are in the area!

Reviewed on Mar 17, 2026

[](https://expedia.ca/Hotel-Search?startDate=04%2F04%2F2026&endDate=05%2F04%2F2026&selected=1927088&PinnedHotelID=1927088&HadPinnedHotel=true&regionId=183663)

![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Courtyard by Marriott Fishkill

17 Westage Drive Fishkill NY

Fully refundableReserve now, pay when you stay

CA $138

CA $157 total

Mar 22 - Mar 23

includes taxes & fees

8.8/10 Excellent! (755 reviews)

Very clean and quiet

Reviewed on Mar 13, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=17286&PinnedHotelID=17286&HadPinnedHotel=true&regionId=183663)

[See all 847 properties in Dover Plains](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&regionId=183663)

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)

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