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Peekskill Vacation Packages

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Peekskill Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Extended Stay America Suites White Plains Elmsford

Extended Stay America Suites White Plains Elmsford

2.5 out of 5
Price was $402, price is now $336 per person
$336
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Orange Trailhead are located nearby.

Stamford Marriott

Stamford Marriott

3.5 out of 5
Price was $526, price is now $349 per person
$349
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Raleigh (RDU) 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.
It would have been nice to have this room at a discounted rate considering all the construction. Very disappointed.

Reviewed on Nov 13, 2026

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown

3 out of 5
Price was $565, price is now $427 per person
$427
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
Stay at this hotel in Stamford. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Stamford Public Library - Ferguson Library and Stamford Center for the Arts are located nearby.

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was $559, price is now $429 per person
$429
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
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 staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
Price was $430, price is now $346 per person
$346
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
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 helpful staff in our reviews. Popular attractions Bronx Zoo and Yonkers Raceway are located nearby.

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Price was $544, price is now $440 per person
$440
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
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 and the clean rooms in our reviews. Popular attractions Capitol Theatre and E. Gaynor Brennan Golf Course are located nearby.

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Price was $1,360, price is now $1,120 per person
$1,120
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this beach hotel in Greenwich. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Capitol Theatre and Greenwich Ferry Dock are located nearby.

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Price was $1,325, price is now $1,107 per person
$1,107
per person
Dec 25 - Jan 2
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this business-friendly hotel in New Rochelle. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New Roc City and Glen Island Park are located nearby.
Price was great since parking was included. Served our purpose for our short stay. Beds were comfortable, clean room. Carpets everywhere which I'm not used to, hope they clean them properly and on a regular basis. Staff were friendly and helpful. Short walk to LIRR trains to Grand Central. Short walk to restaurants. Would definitely stay here again.

Reviewed on Nov 11, 2026

Peekskill Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
Southeast Yonkers
Price was $430, price is now $346 per person
$346
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
Stamford Marriott

Stamford Marriott

3.5 out of 5
Downtown Stamford
Price was $526, price is now $349 per person
$349
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown

3 out of 5
Downtown Stamford
Price was $565, price is now $427 per person
$427
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was $559, price is now $429 per person
$429
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)

Peekskill Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
Southeast Yonkers
Price was $980, price is now $866 per person
$866
per person
Dec 22 - Dec 27
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Price was $2,012, price is now $1,667 per person
$1,667
per person
Dec 17 - Dec 22
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Westchester Marriott

Westchester Marriott

4.5 out of 5
Price was $1,208, price is now $1,052 per person
$1,052
per person
Dec 17 - Dec 22
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Residence Inn Stamford Downtown

Residence Inn Stamford Downtown

3 out of 5
Downtown Stamford
Price was $1,299, price is now $1,139 per person
$1,139
per person
Dec 28 - Jan 3
found 4 hours ago
Roundtrip flight included
Raleigh (RDU) to White Plains (HPN)

Top Flight Deals

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

Allegiant Air
Thu, Jan 21 - Sun, Jan 24
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Jan 21 from St. Petersburg-Clearwater Intl. to Stewart Intl., returning Sun, Jan 24, priced at $132 found 1 day ago
Allegiant Air
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$135 Roundtrip, found 5 days ago
$135
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $135 found 5 days ago
Breeze Airways
Sat, Dec 5 - Sat, Dec 12
TPA
Tampa Intl.
SWF
Stewart Intl.
$151 Roundtrip, found 2 days ago
$151
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Dec 5 from Tampa Intl. to Stewart Intl., returning Sat, Dec 12, priced at $151 found 2 days ago
Breeze Airways
Fri, Jan 29 - Mon, Feb 1
MCO
Orlando Intl.
SWF
Stewart Intl.
$151 Roundtrip, found 3 days ago
$151
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jan 29 from Orlando Intl. to Stewart Intl., returning Mon, Feb 1, priced at $151 found 3 days ago