Waterside Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Waterside Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Red Carpet Inn
Cove - East Side - Shippan
$584
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
Stay at this hotel in Stamford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chelsea Piers and Cove Island Park are located nearby.
The Opus Westchester, Autograph Collection
$2,017
per person
Nov 24 - Nov 29
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this luxury hotel in White Plains. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
The hotel was clean big rooms and comfortable. Unfortunately the sauna in the women’s spa was out of order, the steam room not maintained well and there was no hot tub.
Reviewed on Oct 16, 2026
Motel 6 Elmsford, NY - White Plains
$844
per person
Nov 24 - Nov 29
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Stay at this motel in Elmsford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Captain Lawrence Brewing Company are located nearby.
Red Carpet Inn Norwalk
Historic District
$601
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
Stay at this motel in Norwalk. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Old Mill Beach and Norwalk Green are located nearby.
Vh
Reviewed on Oct 22, 2026
Super 8 by Wyndham Stamford/New York City Area
West Side
$609
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Not very nice! Not clean!
Reviewed on Oct 22, 2026
Cambria Hotel & Suites - White Plains Downtown
$968
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Westchester County Center and The Westchester Mall are located nearby.
Parking service is great. Room was clean and comfortable
Reviewed on Oct 22, 2026
Top Hotel Deals
La Quinta Inn & Suites by Wyndham Stamford / New York City
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 ...
DoubleTree by Hilton Stamford
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 ...
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and ...
Tarrytown House Estate
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 ...
Royal Regency Hotel
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 ...
Sleepy Hollow Hotel, a Dolce by Wyndham
455 S Broadway Tarrytown NY
Book a stay at this family-friendly hotel in Tarrytown. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Westchester Marriott
670 White Plains Rd Tarrytown NY
Book a stay at this spa hotel in Tarrytown. Enjoy free parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Hilltop Inn & Suites
125 Tuckahoe Rd Yonkers NY
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester's Ridge Hill and Legoland ...
Hyatt Regency Greenwich
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 ...
East Norwich Inn
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 ...
J House Greenwich
1114 E. Putnam Ave Riverside CT
Book a stay at this spa hotel in Riverside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hampton Inn White Plains/Tarrytown
200 West Main Street Elmsford NY
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 ...
Inn at Jericho
101 Jericho Turnpike Westbury NY
Stay at this motel in Westbury. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Armon Stamford Hotel & Conference
2701 Summer St Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff ...
The Stamford Hotel
700 East Main Street Stamford CT
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 ...
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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Nov 13 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$179
Roundtrip
found 6 days ago
Sat, Dec 5 - Tue, Dec 8
MIA
Miami Intl.
LGA
LaGuardia
$199
Roundtrip
found 1 day ago
Thu, Nov 12 - Mon, Nov 16
MIA
Miami Intl.
JFK
John F. Kennedy Intl.
$239
Roundtrip
found 4 days ago
Sun, Dec 6 - Fri, Dec 11
LAX
Los Angeles Intl.
JFK
John F. Kennedy Intl.
$357
Roundtrip
found 9 hours ago
Best points of interest in Stamford
- Westchester County Center Vacations
- Fairfield University Vacations
- Capitol Theatre Vacations
- Empire City Casino Vacations
- Sleepy Hollow Cemetery Vacations
- New Roc City Vacations
- Lyndhurst Mansion Vacations
- The Westchester Mall Vacations
- Sarah Lawrence College Vacations
- NewYork-Presbyterian - Westchester Hospital Vacations
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations