West Side Vacations from $435

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The Latest West Side Vacation Packages

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

The Stamford Hotel

3.5 out of 5
Downtown Stamford
Save 100% on your flight
Price was $591, price is now $435 per person
$435
per person
Oct 14 - Oct 18
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
7.8/10 Good! (1,106 reviews)
Nice staff. Comfortable room. Great location.

Reviewed on Aug 26, 2025

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $4,075, price is now $2,797 per person
$2,797
per person
Oct 29 - Nov 5
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
3/10 (4 reviews)
Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $4,973, price is now $3,472 per person
$3,472
per person
Oct 29 - Nov 5
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
2/10 (1 review)
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
Arlington
Save 100% on your flight
Price was $660, price is now $466 per person
$466
per person
Oct 9 - Oct 12
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
7.8/10 Good! (394 reviews)
Definitely a bit rundown. Our bathroom door would close all the way. Towels were quite flimsy. No elevator on site for upper floor. However, the place was kept very clean and complementary breakfast was decent.

Reviewed on Aug 22, 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Save 100% on your flight
Price was $1,213, price is now $897 per person
$897
per person
Oct 29 - Nov 5
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
7.8/10 Good! (1,123 reviews)
All the workers at the property are very helpful and courteous.

Reviewed on Aug 28, 2025

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
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Downtown Stamford

2 out of top 10 points of interest in this area
4/5(199 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 hotels in Downtown Stamford

West Side Hotel Deals

Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area

2.5 out of 5
32 Grenhart Rd, Stamford, CT
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $98 total per night from Sep 3 to Sep 4
$98 total
Sep 3 - Sep 4
Total with taxes and fees
6.2/10 (1,002 reviews)
"I love the area the staff. Super cool chill kind awesome!!! But the place me a little bit of fixing but to pass a weekend and a nice place safe good area"

Reviewed on Aug 11, 2025

Super 8 by Wyndham Stamford/New York City Area
Hampton Inn & Suites Stamford

Hampton Inn & Suites Stamford

2.5 out of 5
26 Mill River Street, Stamford, CT
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $215 total per night from Sep 1 to Sep 2
$215 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"The property was excellent and we enjoyed our experience. Lots of great options for breakfast. Comfortable beds and even a decent sleeper sofa. We had two dogs and this hotel is very pet friendly. Not an unreasonable pet fee either for both."

Reviewed on Aug 3, 2025

Hampton Inn & Suites Stamford
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $126 total per night from Sep 7 to Sep 8
$126 total
Sep 7 - Sep 8
Total with taxes and fees
Royal Regency Hotel
See all 1,138 properties in West Side
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in West Side

Chelsea Piers

Take the family on an outing to Chelsea Piers during your trip to Stamford. Savor the lively bars and top-notch restaurants while in town.

Chelsea Piers

Stamford Town Center

You can find the perfect gifts to bring home at Stamford Town Center during your trip to Stamford. Check out the top-notch restaurants or lively bars in this family-friendly area.

Stamford Town Center

Stamford Center for the Arts

Enjoy a performance at Stamford Center for the Arts, a storied theater in Stamford. Check out the lively bars or top-notch restaurants in this family-friendly area.

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