Outer Boroughs Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Outer Boroughs Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Pocono Mountain Villas MOD Collection by Sonesta
Price was $1,112, price is now $848 per person
$848
per person
Jul 25 - Aug 1
found 21 hours ago
Roundtrip flight included
Indianapolis (IND) to New York (JFK)
Book a stay at this golf vacation home in East Stroudsburg. Enjoy free parking, 2 outdoor pools, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Bushkill Falls and Pocono TreeVentures are located nearby.
Paradise Stream Resort
Save 100% on your flight
Price was $2,096, price is now $1,481 per person
$1,481
per person
Jul 25 - Aug 1
found 21 hours ago
Roundtrip flight included
Indianapolis (IND) to New York (JFK)
Book a stay at this spa hotel in Cresco. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kalahari and Camelbeach Mountain Waterpark are located nearby.
Mount Airy Casino Resort - Adults Only 21+
Save 100% on your flight
Price was $1,298, price is now $993 per person
$993
per person
Jul 25 - Aug 1
found 21 hours ago
Roundtrip flight included
Indianapolis (IND) to New York (JFK)
Book a stay at this luxury resort in Mount Pocono. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Kalahari and Camelbeach Mountain Waterpark are located nearby.
Mountain Springs Lake Resort
Save 100% on your flight
Price was $2,121, price is now $1,682 per person
$1,682
per person
Jul 25 - Aug 1
found 21 hours ago
Roundtrip flight included
Indianapolis (IND) to New York (JFK)
Book a stay at this beach holiday park in Stroudsburg. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Camelbeach Mountain Waterpark and Camelback Ski Area are located nearby.
Emberwood Cabin by Avantstay Poconos Cabin + Firepit + Private Deck + Outdoor Dining + Near Jack Frost Skiing
Towamensing Trails
Price was $1,347, price is now $1,078 per person
$1,078
per person
Jul 25 - Aug 1
found 21 hours ago
Roundtrip flight included
Indianapolis (IND) to New York (JFK)
Stay at this cottage in Albrightsville. Enjoy free parking, volleyball on site, and patios. Popular attractions Split Rock Resort Indoor Waterpark and Pocono Raceway are located nearby.
Cherry Valley Manor Luxury Bed and Breakfast
Save 100% on your flight
Price was $1,820, price is now $1,482 per person
$1,482
per person
Jul 25 - Aug 1
found 21 hours ago
Roundtrip flight included
Indianapolis (IND) to New York (JFK)
Stay at this B&B in Stroudsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Eagles Rest Cellars and Sherman Theater are located nearby.
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Four Points by Sheraton Flushing
33-68 Farrington St Flushing NY
14.44 km from city center
Stay at this hotel in Flushing. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the pool and the restaurant in our reviews. ...
La Quinta Inn & Suites By Wyndham Queens NYC/JFK AirTrain
92-16 147th Place Jamaica NY
11.88 km from city center
Stay at this hotel in Jamaica. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions Flushing Meadows-Corona Park and Citi Field are ...
Capital Hotel
38-26 11th Street Long Island City NY
10.52 km from city center
Stay at this hotel in Long Island City. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the overall value in our reviews. Popular ...
Quality Inn JFK Airport Rockaway Blvd
153-95 Rockaway Blvd Jamaica NY
13.29 km from city center
Book a stay at this business-friendly hotel in Jamaica. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff in our ...
Highbridge Hotel
1263 Edward L Grant Highway Bronx NY
19.41 km from city center
Book a stay at this business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful ...
Hotel Mint JFK Airport
10-74 Beach 22nd St Far Rockaway NY
16.87 km from city center
Book a stay at this business-friendly hotel in Far Rockaway. Enjoy free WiFi, 24-hour room service, and a 24-hour front desk. Our guests praise the clean rooms ...
The William Vale
111 North 12th Street Brooklyn NY
6.72 km from city center
Book a stay at this luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the pool and the bar in our reviews. ...
Sheraton Brooklyn New York Hotel
228 Duffield Street Brooklyn NY
4.99 km from city center
Book a stay at this business-friendly hotel in Brooklyn. Enjoy room service, WiFi (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
Moxy Brooklyn Williamsburg
353 BEDFORD AVENUE Brooklyn NY
5.75 km from city center
Stay at this hotel in Brooklyn. Enjoy free WiFi, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hotel Indigo Williamsburg - Brooklyn by IHG
500 Metropolitan Ave Brooklyn NY
5.72 km from city center
Book a stay at this business-friendly hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Holiday Inn Brooklyn Downtown by IHG
300 Schermerhorn Road Brooklyn NY
4.58 km from city center
Book a stay at this business-friendly hotel in Brooklyn. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
The Hoxton Williamsburg
97 Wythe Avenue Brooklyn NY
6.61 km from city center
Stay at this hotel in Brooklyn. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Pod Brooklyn
247 Metropolitan Avenue Brooklyn NY
6 km from city center
Stay at this hotel in Brooklyn. Enjoy a rooftop terrace, free bicycles on site, and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
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, Oct 21 - Tue, Nov 17
MCO
Orlando Intl.
LGA
LaGuardia
$96 Roundtrip, found 7 hours ago
$96
Roundtrip
found 7 hours ago
Thu, Aug 13 - Tue, Aug 18
MCO
Orlando Intl.
HPN
Westchester County
$163 Roundtrip, found 10 hours ago
$163
Roundtrip
found 10 hours ago
Tue, Aug 18 - Wed, Aug 26
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$177 Roundtrip, just found
$177
Roundtrip
just found
Tue, Sep 1 - Sat, Sep 5
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$177 Roundtrip, just found
$177
Roundtrip
just found
Thu, Jul 30 - Sat, Aug 22
SJU
Luis Munoz Marin Intl.
EWR
Newark Liberty Intl. Airport
$287 Roundtrip, found 2 days ago
$287
Roundtrip
found 2 days ago