Westover Vacation Packages

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Top Holiday Package Deals in Westover

Price found within the past 48 hours. Click for updated prices.
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

Bryn Mawr
CA $779
per person
Oct 23 - Oct 25
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9/10 Wonderful! (2 reviews)
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

Southeast Yonkers
CA $3,472
per person
Oct 2 - Oct 7
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to White Plains (HPN)
3/10 (4 reviews)
Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking

CA $1,454
per person
Oct 14 - Oct 21
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to White Plains (HPN)
2/10 (1 review)
Delamar Greenwich Harbor

Delamar Greenwich Harbor

CA $1,269
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
9.4/10 Exceptional! (1,005 reviews)
Will be returning!

Reviewed on Sep 1, 2026

Upscale Modern Luxury 3BR Home

Upscale Modern Luxury 3BR Home

CA $2,195
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to White Plains (HPN)
4/10 (1 review)
Property was missing needed items and it took two days to get them(coffee maker). For the price you get what you’d expect. Older property with some updates needed. Everything worked but older appliances.

Reviewed on Jan 23, 2026

Where to stay in Westover

Find the best Westover areas and neighborhoods for the activities you enjoy most. Learn more about Westover
A modern urban area with high-rise buildings, including a distinctive glass facade and a red-brick structure.

Downtown Stamford

2 out of top 10 points of interest in this area

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 hotels in Downtown Stamford
A waterfront marina with boats, a dock, a grassy area with benches, and urban buildings in the background.

Cove - East Side - Shippan

3 out of top 10 points of interest in this area

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

Find hotels in Cove - East Side - Shippan
A coastal cityscape with a prominent rocky shoreline and a clear blue sky.

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 hotels in Waterside
A marina with various boats docked, surrounded by rocky shores and a grassy area.

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.

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A sandy beach with a clear blue sky, a rocky breakwater, and trees in the background.

West Side

1 out of top 10 points of interest in this area

While there might not be top attractions in West Side, you can explore the larger area and discover places like Stamford Center for the Arts and E. Gaynor Brennan Golf Course.

Find hotels in West Side

Westover Hotel Deals

Tarrytown House Estate

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $216
CA $282 total
Sep 3 - Sep 4
includes taxes & fees
8.2/10 Very good! (1,281 reviews)
"Dinner and breakfast were very good. Room was very nice and the grounds were so pleasant to exolore"

Reviewed on Sep 1, 2026

Tarrytown House Estate
Royal Regency Hotel

Royal Regency Hotel

165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
CA $167
CA $204 total
Sep 27 - Sep 28
includes taxes & fees
8.6/10 Excellent! (2,853 reviews)
"Great bar. Great location."

Reviewed on Sep 1, 2026

Royal Regency Hotel
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
CA $187
CA $214 total
Sep 10 - Sep 11
includes taxes & fees
8.4/10 Very good! (1,831 reviews)
"Everything was 👍 good"

Reviewed on Sep 1, 2026

Baymont by Wyndham White Plains - Elmsford
See all 1,221 properties in Westover
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Stay near popular Westover attractions

Fort Stamford Park

9.2/10 (29 reviews)
Fort Stamford Park is just one of the places to see in Stamford, so why not enjoy the other things to explore during your travels? Discover the top-notch restaurants and entertainment choices in this family-friendly area.
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Francis M Harrison Memorial Library

After visiting Francis M Harrison Memorial Library, make a plan to see the other sights and activities in Stamford.
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Things to do

Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

CA $975
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Stamford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.