
Wawarsing Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Wawarsing Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Chelsea Savoy Hotel
Manhattan
Price was $651, price is now $535 per person
$535
per person
Jan 5 - Jan 9
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this hotel in New York. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.
The staff were friendly and the room was clean and quiet! Delicious NY bagels and muffins for breakfast! A perfect location to go to MSG for a show!
Reviewed on Nov 14, 2026

Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was $1,119, price is now $760 per person
$760
per person
Jan 5 - Jan 9
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
We had a wonderful stay! The hotel was very clean, the staff was friendly and welcoming, and our spacious, beautiful room was ready before check in time. The complimentary breakfast offered a great variety of options. The location was perfect close to Times Square and within walking distance of restaurants, nightlife, and the Theater District. We truly enjoyed our stay and would definitely stay here again! Highly recommend!
Reviewed on Nov 14, 2026

Hotel St. James
Manhattan
Price was $801, price is now $599 per person
$599
per person
Jan 5 - Jan 9
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Times Square and Broadway are located nearby.
Hotel St. James offers a surprisingly good price for Manhattan, an easy check-in, a comfortable bed, and a location just one block from the delightful madness that is Times Square! The hotel is definitely showing its age, but if you're looking for a little antiquity instead of modernity, you'll feel right at home. Our fourth-floor room also came with complimentary surround-sound street noise, and the shower's water pressure was apparently trying to conserve every last drop of Manhattan's water supply. All things considered, we'd happily stay again—just bring your sense of humor and perhaps some earplugs!
Reviewed on Nov 14, 2026

The St. Regis New York
Manhattan
Save 100% on your flight
Price was $2,655, price is now $1,989 per person
$1,989
per person
Jan 5 - Jan 9
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Popular attractions 5th Avenue and Radio City Music Hall are located nearby.
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong
Reviewed on Nov 6, 2026

Motto By Hilton New York City Times Square
Manhattan
Price was $689, price is now $574 per person
$574
per person
Jan 5 - Jan 9
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.

Hampton Inn New York Times Square
Manhattan
Price was $805, price is now $698 per person
$698
per person
Jan 5 - Jan 9
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this hotel in New York. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
Top Hotel Deals

The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive Monticello NY
25.98 km from city center
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful ...

Resorts World Catskills Casino
888 Resorts World Drive Monticello NY
26.56 km from city center
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...

La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
32.83 km from city center
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Hampton Inn by Hilton New Paltz
4 South Putt Corners Road New Paltz NY
24.1 km from city center
Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...

Best Western Monticello
16 Raceway Rd Monticello NY
30.61 km from city center
Book a stay at this business-friendly hotel in Monticello. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Wildflower Farms, Auberge Collection
2702 Main St Gardiner NY
16.47 km from city center
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mohonk Lake and Tuthilltown Spirits are ...

Americas Best Value Inn New Paltz
7 Terwilliger Ln New Paltz NY
24.26 km from city center
Book a stay at this business-friendly motel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Emerson Resort & Spa
5340 NY-28 Mount Tremper NY
33.04 km from city center
Book a stay at this spa hotel in Mount Tremper. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Emerson Place Kaleidoscope and ...

Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing Middletown NY
34.77 km from city center
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...

Tru by Hilton Middletown
41 Dunning Road Middletown NY
34.68 km from city center
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Days Inn by Wyndham Liberty/Monticello
52 Sullivan Ave Liberty NY
30.91 km from city center
Book a stay at this business-friendly motel in Liberty. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Super 8 by Wyndham Monticello NY
392 Broadway Monticello NY
29.43 km from city center
Stay at this hotel in Monticello. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Resorts ...

Super 8 by Wyndham Middletown
563 Route 211 E Middletown NY
32.92 km from city center
Stay at this motel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
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.

Wed, Jan 6 - Sat, Jan 9
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 3 days ago
$102
Roundtrip
found 3 days ago

Wed, Jan 6 - Sat, Jan 9
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago

Wed, Jan 6 - Sat, Jan 9
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$112 Roundtrip, found 3 days ago
$112
Roundtrip
found 3 days ago

Wed, Dec 9 - Sat, Dec 12
TPA
Tampa Intl.
SWF
Stewart Intl.
$162 Roundtrip, found 6 days ago
$162
Roundtrip
found 6 days ago

