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Brewster Vacation Packages

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Brewster Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
Price was $739, price is now $587 per person
$587
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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 breakfast and the helpful staff in our reviews. Popular attractions Westchester County Center and Captain Lawrence Brewing Company are located nearby.
Great room, staff and breakfast!

Reviewed on Jul 17, 2026

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was $892, price is now $691 per person
$691
per person
Oct 8 - Oct 11
found 19 hours ago
Roundtrip flight included
San Juan (SJU) 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.

Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Price was $932, price is now $727 per person
$727
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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 Greenwich Avenue and Stamford Town Center are located nearby.
Great location. Hotel showing its age

Reviewed on Jul 6, 2026

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.5 out of 5
Save 100% on your flight
Price was $3,145, price is now $2,505 per person
$2,505
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to White Plains (HPN)
Stay at this vacation home in Yonkers. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Bronx Zoo and Yankee Stadium are located nearby.
Don’t stay here. Not as listed.

Reviewed on Apr 27, 2026

The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Price was $785, price is now $625 per person
$625
per person
Oct 8 - Oct 11
found 19 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and Stamford Town Center are located nearby.
H

Reviewed on Jul 16, 2026

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Price was $1,512, price is now $1,239 per person
$1,239
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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 Greenwich Avenue and Rye Playland are located nearby.
Beautiful hotel, friendly and attentive staff, great restaurant, but one of the most uncomfortable mattresses I’ve ever slept on. The uncomfortable bed was the only negative.

Reviewed on Jul 15, 2026

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
Price was $756, price is now $632 per person
$632
per person
Oct 8 - Oct 11
found 19 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this spa hotel in Tarrytown. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
Perfect respite from traveling up from Long Island. Accommodations were very comfortable. “Only” cause for concern was to pay $4.00 per cup of coffee. “Really” ?? after paying $157 for one night?

Reviewed on Jul 16, 2026

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Price was $964, price is now $810 per person
$810
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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.

Brewster Vacation Packages 3-4 Night Stays

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

The Stamford Hotel

3.5 out of 5
Downtown Stamford
Price was $785, price is now $625 per person
$625
per person
Oct 8 - Oct 11
found 19 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was $892, price is now $691 per person
$691
per person
Oct 8 - Oct 11
found 19 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Price was $932, price is now $727 per person
$727
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.5 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $3,145, price is now $2,505 per person
$2,505
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to White Plains (HPN)

Brewster Vacation Packages 5-7 Night Stays

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

Amsterdam Hotel

2 out of 5
Downtown Stamford
Price was $585, price is now $500 per person
$500
per person
Oct 1 - Oct 6
found 20 hours ago
Roundtrip non-stop flight included
Houston (IAH) to White Plains (HPN)
Westchester Marriott

Westchester Marriott

4.5 out of 5
Price was $1,017, price is now $807 per person
$807
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to White Plains (HPN)
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
Price was $739, price is now $587 per person
$587
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to White Plains (HPN)
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
Price was $820, price is now $658 per person
$658
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to White Plains (HPN)

Top Flight Deals

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

Breeze Airways
Wed, Sep 2 - Sat, Sep 5
TPA
Tampa Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 10 hours ago
$153
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Wed, Sep 2 from Tampa Intl. to Stewart Intl., returning Sat, Sep 5, priced at $153 found 10 hours ago
Breeze Airways
Tue, Aug 18 - Fri, Aug 21
MCO
Orlando Intl.
HPN
Westchester County
$176 Roundtrip, found 13 hours ago
$176
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Tue, Aug 18 from Orlando Intl. to Westchester County, returning Fri, Aug 21, priced at $176 found 13 hours ago
Breeze Airways
Thu, Sep 10 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$178 Roundtrip, found 6 days ago
$178
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at $178 found 6 days ago
Allegiant Air
Thu, Aug 6 - Sun, Aug 9
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Aug 6 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Aug 9, priced at $183 found 1 day ago