Title: Peekskill Vacation Packages & Trips 2026 from CA $507 | Expedia.ca

[Hotels in Peekskill](https://expedia.ca/Peekskill-Hotels.d183704.Travel-Guide-Hotels)[Vacation Rentals in Peekskill](https://expedia.ca/Peekskill-Vacation-Rentals.d183704.Travel-Guide-VacationRentals)[Peekskill Car Rentals](https://expedia.ca/Car-Rentals-In-Peekskill.d183704.Car-Rental-Guide)

![](https://images.trvl-media.com/place/183704/5131d473-8940-4ac9-9199-bcfbc50bf430.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Peekskill Vacation Packages

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

- ##  
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#### Your Peekskill Vacation

Organizing your next big adventure is easy with a Peekskill vacation package. The neighborhood of Montrose, which is great for walking, makes a superb base to uncover the wonders of this city. If your trip to Peekskill includes some sightseeing, visit major attractions such as [Franklin D. Roosevelt State Park](https://www.expedia.ca/Franklin-D-Roosevelt-State-Park-Yorktown-Heights.d553248621561873121.Vacation-Attraction), [Paramount Hudson Valley Theater](https://www.expedia.ca/Paramount-Hudson-Valley-Theater-Peekskill.d6131861.Vacation-Attraction) and [Charles Point Pier Park](https://www.expedia.ca/Charles-Point-Pier-Park-Peekskill.d553248621587293695.Vacation-Attraction). No matter your travel plans or budget, organizing a tailored Peekskill vacation is a piece of cake with Expedia.

## Top Peekskill Vacation Deals

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

![Red Carpet Inn](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/e2ea3ef0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Red Carpet Inn

Cove - East Side - Shippan

CA $507

per person

May 1 - May 4

found 5 hours ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

6.6/10 (1,008 reviews)

Clean rooms even though I stayed in a smoking room it didn't smell like smoke I was surprised it was a last minute option definitely will stay there again

Reviewed on Mar 16, 2026

![Luxury NY Home 3BR with Easy Parking ](https://images.trvl-media.com/lodging/104000000/103550000/103549600/103549522/3684f9f7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Luxury NY Home 3BR with Easy Parking 

Southeast Yonkers

CA $1,619

per person

Apr 29 - May 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to White Plains (HPN)

3/10 (4 reviews)

![Luxury Living in the Heart of NY](https://images.trvl-media.com/lodging/94000000/93110000/93109500/93109417/b980a4f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Luxury Living in the Heart of NY

Southeast Yonkers

CA $1,647

per person

Apr 29 - May 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to White Plains (HPN)

2/10 (1 review)

![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/ea472a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hampton Inn White Plains/Tarrytown

CA $695

per person

May 16 - May 19

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to White Plains (HPN)

8/10 Very Good! (1,379 reviews)

The staff here are so friendly and welcoming. Although the property is older the fireplace and sitting area are well maintained and relaxing. The hot, free breakfast is decent as well.

Reviewed on Mar 26, 2026

![Modern Luxury Home w GameRoom & Parking](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/5bea3ddd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Modern Luxury Home w GameRoom & Parking

Southeast Yonkers

CA $659

per person

Apr 27 - Apr 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

7.2/10 Good! (5 reviews)

This was an excellent House My birthday weekend was amazing I totally would book again

Reviewed on Mar 17, 2024

## Ready to book your vacation to Peekskill?

Choose your dates

## Peekskill Hotel Deals

![Inn on the Hudson](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Inn on the Hudson

634 Main Street Peekskill NY

Fully refundableReserve now, pay when you stay

CA $123

CA $141 total

Mar 29 - Mar 30

includes taxes & fees

7/10 Good! (1,000 reviews)

When you walk in and there are ear plugs on the desk, you get an idea of the state of the property. It was a rough stay.

Reviewed on Mar 24, 2026

[](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=1148858&PinnedHotelID=1148858&HadPinnedHotel=true&regionId=183704)

![Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

2 John Walsh Boulevard Peekskill NY

Fully refundable

CA $181

CA $207 total

Mar 30 - Mar 31

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

Outstanding hotel. I typically stay at Marriott, Westin, or Hyatt Regency. This Holiday Inn property was as good as any I've ever stayed at. Very clean. Excellent amenities. Friendly and helpful staff. I now look forward to trying other Holiday Inns.

Reviewed on Mar 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=6541495&PinnedHotelID=6541495&HadPinnedHotel=true&regionId=183704)

![The Abbey Inn & Spa](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/d4243906_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Abbey Inn & Spa

900 Fort Hill Rd Peekskill NY

Fully refundableReserve now, pay when you stay

CA $482

CA $614 total

Mar 29 - Mar 30

includes taxes & fees

9.2/10 Wonderful! (243 reviews)

Everything was great.

Reviewed on Mar 22, 2026

[](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=45603202&PinnedHotelID=45603202&HadPinnedHotel=true&regionId=183704)

[See all 821 properties in Peekskill](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&regionId=183704)

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)

### Discover the most popular places to visit in Peekskill

![Spent a foggy morning looking for bald eagles. Did not see any but enjoyed the walk. ](https://images.trvl-media.com/place/183704/99c1ac25-b4c6-4626-ae81-8d6e66d44f89.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Charles Point Pier Park

Charles Point Pier Park is just one of the places to see in Peekskill, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the riverfront. 

[](https://expedia.ca/Charles-Point-Pier-Park-Peekskill.d553248621587293695.Vacation-Attraction)

### What to do in Peekskill

![Guided Shared Group Forest Bathing Session in Serene Woodland Park](https://mediaim.expedia.com/localexpert/5053705/e781c661-edeb-43a2-8ac4-cfd24a635eb9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Guided Shared Group Forest Bathing Session in Serene Woodland Park

CA $75

per adult

[](https://expedia.ca/things-to-do/guided-shared-group-forest-bathing-session-in-serene-woodland-park.a5053705.activity-details)

[See all activities in Peekskill](https://expedia.ca/things-to-do/search?rid=183704)

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- [West Point Vacations ](https://www.expedia.ca/West-Point.d9700.Destination-Travel-Guides)
- [Westchester County Center ](https://www.expedia.ca/Westchester-County-Center-White-Plains.d6066133.Vacation-Attraction)
- [Woodbury Common Premium Outlets ](https://www.expedia.ca/Woodbury-Common-Premium-Outlets-Central-Valley.d6127054.Vacation-Attraction)

- [Car rentals near Hudson River Valley ](https://www.expedia.ca/Car-Rentals-In-Hudson-River-Valley.d3000419472.Car-Rental-Guide)

- [Things to do in Tomkins Cove ](https://www.expedia.ca/Things-To-Do-In-Tomkins-Cove.d3000449714.Travel-Guide-Activities)

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

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