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Waterside Vacation Packages

Waterside Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area

2.5 out of 5
West Side
Price was $693, price is now $561 per person
$561
per person
Sep 23 - Sep 28
just found
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions E. Gaynor Brennan Golf Course and Mill River Park are located nearby.
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $3,332, price is now $2,376 per person
$2,376
per person
Oct 8 - Oct 12
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this family-friendly vacation home in White Plains. Enjoy free parking, dry cleaning or laundry services, and laundry facilities. Popular attractions Westchester County Center and Silver Lake Park are located nearby.
3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

2 out of 5
Save 100% on your flight
Price was $2,526, price is now $1,825 per person
$1,825
per person
Oct 8 - Oct 12
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Stay at this apartment in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking

2 out of 5
Bryn Mawr
Price was $1,211, price is now $918 per person
$918
per person
Oct 8 - Oct 12
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Stay at this vacation home in Yonkers. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

2 out of 5
Bryn Mawr
Price was $1,094, price is now $834 per person
$834
per person
Oct 8 - Oct 12
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Stay at this apartment in Yonkers. Enjoy free WiFi and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Save 100% on your flight
Price was $1,386, price is now $1,061 per person
$1,061
per person
Sep 23 - Sep 28
just found
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this spa hotel in Stamford. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Stamford Town Center and Stamford Center for the Arts are located nearby.
Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Bryn Mawr
Price was $1,016, price is now $783 per person
$783
per person
Oct 8 - Oct 12
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Stay at this apartment in Yonkers. Enjoy free WiFi and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking

2 out of 5
Save 100% on your flight
Price was $2,416, price is now $1,951 per person
$1,951
per person
Oct 8 - Oct 12
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Stay at this apartment in White Plains. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.

3-4 Night Vacations in Waterside

Price found within the past 48 hours. Click for updated prices.
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Price was $1,023, price is now $729 per person
$729
per person
Oct 8 - Oct 12
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $3,332, price is now $2,376 per person
$2,376
per person
Oct 8 - Oct 12
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

2 out of 5
Save 100% on your flight
Price was $2,526, price is now $1,825 per person
$1,825
per person
Oct 8 - Oct 12
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking

2 out of 5
Bryn Mawr
Price was $1,211, price is now $918 per person
$918
per person
Oct 8 - Oct 12
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)

5-7 Night Vacations in Waterside

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area

2.5 out of 5
West Side
Price was $693, price is now $561 per person
$561
per person
Sep 23 - Sep 28
just found
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Save 100% on your flight
Price was $1,386, price is now $1,061 per person
$1,061
per person
Sep 23 - Sep 28
just found
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Hampton Inn Danbury

Hampton Inn Danbury

2.5 out of 5
Price was $915, price is now $744 per person
$744
per person
Sep 23 - Sep 28
just found
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Price was $1,007, price is now $851 per person
$851
per person
Sep 23 - Sep 28
just found
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)

Cheap Hotel Deals in Waterside

La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Stamford / New York City
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 out of 5
1 First Stamford Pl Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Opens in a new windowDoubleTree by Hilton Stamford
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful ...
Opens in a new windowTarrytown House Estate
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Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
Opens in a new windowRoyal Regency Hotel
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and ...
Opens in a new windowSonesta White Plains Downtown
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
Opens in a new windowHyatt Regency Greenwich
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Opens in a new windowEVEN Hotel Norwalk by IHG
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
Book a stay at this business-friendly hotel in East Norwich. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
Opens in a new windowEast Norwich Inn
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Fri, Sep 11 - Sat, Sep 12
MCO
Orlando Intl.
ISP
MacArthur
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Sep 11 from Orlando Intl. to MacArthur, returning Sat, Sep 12, priced at $112 found 2 days ago
Frontier Airlines
Tue, Sep 22 - Sat, Sep 26
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$188 Roundtrip, just found
$188
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Sep 22 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Sat, Sep 26, priced at $188 just found
Frontier Airlines
Tue, Sep 22 - Tue, Sep 29
FLL
Fort Lauderdale - Hollywood Intl.
JFK
John F. Kennedy Intl.
$188 Roundtrip, just found
$188
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Sep 22 from Fort Lauderdale - Hollywood Intl. to John F. Kennedy Intl., returning Tue, Sep 29, priced at $188 just found
Delta
Tue, Sep 22 - Tue, Oct 6
MIA
Miami Intl.
LGA
LaGuardia
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 22 from Miami Intl. to LaGuardia, returning Tue, Oct 6, priced at $189 found 2 days ago