Title:  West Side Vacation Packages & Trips 2025 from CA $752 | Expedia.ca

  

[West Side Travel Guide](https://expedia.ca/Stamford-West-Side.dx899770644697452544)[Hotels in West Side](https://expedia.ca/West-Side-Stamford-Hotels.0-n899770644697452544-0.Travel-Guide-Filter-Hotels)[Flights to Stamford](https://expedia.ca/Cheap-Flights-To-Stamford.d602523.Travel-Guide-Flights)[Things to do in Stamford](https://expedia.ca/Things-To-Do-In-Stamford.d602523.Travel-Guide-Activities)[West Side Car Rentals](https://expedia.ca/Car-Rentals-In-West-Side.d899770644697452544.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# West Side 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

## Top Holiday Package Deals in West Side

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

![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 $752

per person

Dec 8 - Dec 12

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to White Plains (HPN)

8/10 Very Good! (1,007 reviews)

While the exterior of this property is wonderful - truly it is - the interior is older and substantially outdated. The hallways are very hot and the indoor pool needs some updates. The bedroom carpet is wearing out as well. However - I will say I loved our bathroom - big and spacious! I will add that the staff was polite and kind, but we had minimal interaction with them as we did not require much. Overall, I don’t feel it was worth its nightly rate, and I wouldn’t do it again Unless the rates were cheaper.

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=YYZ&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=49674&paandie=true&dealMarker=YgnW5ebX0HCatK1dn2ssFJoHlG7vG0lHVP2kTGiKmscaCLmdozgsttYF74NCQKvE)

![Delamar Southport](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/1291b9a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Delamar Southport

CA $2,103

per person

Nov 12 - Nov 19

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to White Plains (HPN)

9.4/10 Exceptional! (429 reviews)

It's in the heart of the city and easy walking distance to many of the historic sites

Reviewed on Oct 5, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-12/2025-11-19/?FromAirport=YVR&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3703782&paandie=true&dealMarker=w4AuNTm7IVlyST-IhpNB3PEuF86r9ivWqvP-k6JR_Ma2YU1SK6vxaZxEkMjQTygg)

![Luxury Apartments by Hyatus at The Asher](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/1e9f19ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Luxury Apartments by Hyatus at The Asher

Downtown Stamford

CA $923

per person

Nov 14 - Nov 16

found 17 hours ago

Roundtrip flight included

Toronto (YTZ) to White Plains (HPN)

10/10 Exceptional! (17 reviews)

This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!

Reviewed on Sep 22, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-16/?FromAirport=YTZ&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=105898494&paandie=true&dealMarker=8znkno0VW5bIPUjDQozvB0K_4jj8si3v_S7se0WCxGl13AmbkucjPuvReavpinwE)

![The Abbey Inn & Spa](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/d4243906_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Abbey Inn & Spa

CA $2,330

per person

Dec 4 - Dec 10

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to White Plains (HPN)

9.2/10 Wonderful! (204 reviews)

Deep tissue massage is overpriced and waste of money

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-10/?FromAirport=YVR&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=45603202&paandie=true&dealMarker=pglVroXpY0BzuQ1Bw6e6DOA_OGXQVJ8lplOB1Y-aTmCfA_HH0--dEvzBh_kZVYdz)

![Hotel NoMa, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/2000000/1090000/1088100/1088006/0bfe077b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel NoMa, Trademark Collection by Wyndham

CA $1,036

per person

Dec 3 - Dec 7

found 24 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to White Plains (HPN)

8/10 Very Good! (1,017 reviews)

Location is great, staff is excellent.

Reviewed on Oct 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-03/2025-12-07/?FromAirport=YYC&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1088006&paandie=true&dealMarker=vRoTdtxa_PnR-mbIoU67NSmRbVFfIP7FPjvSR2ig9YEwnt1WObStCIJXeaxTe09U)

## Where to stay in West Side

Find the best West Side areas and neighborhoods for the activities you enjoy most. [Learn more about West Side](https://expedia.ca/Stamford-West-Side.dx899770644697452544)

![Default Image](https://mediaim.expedia.com/destination/1/b651a550e5db0deef9faab514630346a.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Stamford

2 out of top 10 points of interest in this area

4.5/5(2 area reviews)

Central business district with major retail establishments, a shopping mall, and a university campus. Explore the historic district's architecture, enjoy bars and restaurants near Columbus Park, and easily access the Metro-North train station.

[Find hotel + flight trips in Downtown Stamford](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Stamford&DestID=553248635976471844&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![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)

### Cove - East Side - Shippan

4 out of top 10 points of interest in this area

While visiting Cove - East Side - Shippan, you might make a stop by sights like West Beach and Chelsea Piers.

[Find hotel + flight trips in Cove - East Side - Shippan](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Cove%20-%20East%20Side%20-%20Shippan&DestID=553248635976475929&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![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)

### Waterside

While there might not be top attractions in Waterside, you can explore the larger area and discover places like Stamford Town Center and Stamford Center for the Arts.

[Find hotel + flight trips in Waterside](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Waterside&DestID=899769910052536320&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![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)

### South End

While South End might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Stamford Town Center and Stamford Center for the Arts.

[Find hotel + flight trips in South End](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=South%20End&DestID=899769534786064384&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![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)

### North Stamford

2 out of top 10 points of interest in this area

Discover the serene atmosphere of North Stamford, featuring the Stamford Museum and Nature Center, Bartlett Arboretum, and historic Old Long Ridge Village. Easily accessible via Metro-North Railroad and CTTransit buses.

[Find hotel + flight trips in North Stamford](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Stamford&DestID=553248635976468901&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## West Side Hotel Deals

![Hampton Inn & Suites Stamford](https://images.trvl-media.com/lodging/2000000/1040000/1040000/1039910/64e3ccc7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hampton Inn & Suites Stamford

26 Mill River Street, Stamford, CT

Fully refundableReserve now, pay when you stay

CA $256

CA $295 total

Oct 19 - Oct 20

includes taxes & fees

8.4/10 Very Good! (1,002 reviews)

"It was great"

Reviewed on Oct 10, 2025

[](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=1039910&PinnedHotelID=1039910&HadPinnedHotel=true&regionId=899770644697452544)

![Super 8 by Wyndham Stamford/New York City Area](https://images.trvl-media.com/lodging/1000000/440000/439800/439794/1942410b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Super 8 by Wyndham Stamford/New York City Area

32 Grenhart Rd, Stamford, CT

Fully refundableReserve now, pay when you stay

CA $119

CA $137 total

Oct 20 - Oct 21

includes taxes & fees

6.2/10 (1,003 reviews)

My choice when im in the N.Y.C. area.

"I have stayed here for the past 3 years, for a week at a time. I travel with a rescued cat and they welcomed me without any hassle. I stay here on business i have yearly in Manhattan and i have no problem like i do at the finer hotels traveling with a feline. Best of all , they offer no room service, ..."

Reviewed on Sep 24, 2025

[](https://expedia.ca/Hotel-Search?startDate=20%2F10%2F2025&endDate=21%2F10%2F2025&selected=439794&PinnedHotelID=439794&HadPinnedHotel=true&regionId=899770644697452544)

![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Royal Regency Hotel

165 Tuckahoe Rd, Yonkers, NY

Fully refundableReserve now, pay when you stay

CA $163

CA $200 total

Oct 26 - Oct 27

includes taxes & fees

8.2/10 Very Good! (2,319 reviews)

"Staff was pleasant. Room was clean."

Reviewed on Oct 12, 2025

[](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=40814&PinnedHotelID=40814&HadPinnedHotel=true&regionId=899770644697452544)

[See all 1,200 properties in West Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025&regionId=899770644697452544)

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 West Side

#### Springdale Shopping Center

You can browse for the perfect souvenirs at Springdale Shopping Center during your stay in Stamford. Discover the lively bars and entertainment choices in this family-friendly area.

[](https://expedia.ca/Springdale-Shopping-Center-Springdale.d553248621557920167.Vacation-Attraction)

### Things to do

![Helicopter landing in a field in New York](https://mediaim.expedia.com/localexpert/413462/e4624c52-b3f1-408c-bb02-0f208706f85a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Introductory Helicopter Flight Lesson from Westchester

CA $935

per traveller

[](https://expedia.ca/things-to-do/introductory-helicopter-flight-lesson-from-westchester.a413462.activity-details)

[See all activities in Stamford](https://expedia.ca/things-to-do/search?rid=899770644697452544)

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