Smallwood Vacations

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Smallwood Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Paris Las Vegas Resort & Casino

Paris Las Vegas Resort & Casino

4 out of 5
Las Vegas Strip
Save 100% on your flight
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Las Vegas (LAS)
Stay at this 4-star spa resort in Las Vegas. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the restaurant and the WiFi in our reviews. Popular attractions The Cosmopolitan Casino and Bellagio Casino are located nearby.

Horseshoe Las Vegas

Horseshoe Las Vegas

4 out of 5
Las Vegas Strip
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Las Vegas (LAS)
Stay at this 4-star business-friendly resort in Las Vegas. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Bellagio Casino and Colosseum at Caesars Palace are located nearby.

Planet Hollywood Resort & Casino

Planet Hollywood Resort & Casino

4 out of 5
Las Vegas Strip
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Las Vegas (LAS)
Stay at this 4-star spa resort in Las Vegas. Enjoy an outdoor pool, a full-service spa, and 9 restaurants. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions The Cosmopolitan Casino and Bellagio Casino are located nearby.

Las Vegas Hilton at Resorts World

Las Vegas Hilton at Resorts World

4.5 out of 5
Las Vegas Strip
Save 100% on your flight
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Las Vegas (LAS)
Stay at this 4.5-star luxury resort in Las Vegas. Enjoy free WiFi, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Casino at Circus Circus and Treasure Island Casino are located nearby.

Westgate Las Vegas Resort & Casino

Westgate Las Vegas Resort & Casino

4 out of 5
Save 100% on your flight
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Las Vegas (LAS)
Stay at this 4-star spa hotel in Las Vegas. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Sahara Las Vegas Casino and Casino at Circus Circus are located nearby.

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
per person
Nov 4 - Nov 10
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this 4.5-star luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions 5th Avenue and Rockefeller Center are located nearby.

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Top Hotel Deals

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive, Monticello, NY
14.44 km from city center
Stay at this 4-star 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

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive, Monticello, NY
14.1 km from city center
Stay at this 4.5-star luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3 out of 5
120 Rtes 6 & 209, Matamoras, PA
34.67 km from city center
Stay at this 3-star business-friendly hotel in Matamoras. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty

2 out of 5
52 Sullivan Ave, Liberty, NY
15.72 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 and the clean ...
The Alder at Resorts World Catskills

The Alder at Resorts World Catskills

2 out of 5
750 Resorts World Drive, Monticello, NY
14.29 km from city center
Book a stay at this spa hotel in Monticello. Enjoy free parking, a full-service spa, and 7 restaurants. Popular attractions Resorts World Catskills and Concord ...
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

3 out of 5
356 Villa Roma Rd, Callicoon, NY
17.44 km from city center
Stay at this 3-star ski resort in Callicoon. Enjoy free parking, an outdoor pool, and 3 restaurants. Popular attractions Villa Roma Driving Range and Barnhardt ...
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

2.5 out of 5
122 Westfall Town Dr, Matamoras, PA
34.86 km from city center
Book a stay at this business-friendly hotel in Matamoras. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4 out of 5
420 Anawana Lake Rd, Monticello, NY
11.98 km from city center
Stay at this 4-star spa hotel in Monticello. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Callicoon Hills

Callicoon Hills

2.5 out of 5
1 Hills Resort Rd, Callicoon Center, NY
22.81 km from city center
Stay at this hotel in Callicoon Center. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attraction Villa Roma Driving Range is located ...
Hampton Inn Monticello

Hampton Inn Monticello

2.5 out of 5
29 Golden Ridge Road, Monticello, NY
12.2 km from city center
Book a stay at this business-friendly hotel in Monticello. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

2 out of 5
21 Perron Dr, Wurtsboro, NY
28.51 km from city center
Book a stay at this business-friendly motel in Wurtsboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Kenoza Lake View Manor

Kenoza Lake View Manor

3 out of 5
56 Swiss Hill N Rd, Jeffersonville, NY
13.95 km from city center
Stay at this 3-star guesthouse in Jeffersonville. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. ...
The Chatwal Lodge

The Chatwal Lodge

4 out of 5
338 CHAPIN TRAIL, White Lake, NY
2.77 km from city center
Stay at this 4-star business-friendly hotel in White Lake. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Bethel Woods Center For ...
The Bradstan Boutique Hotel

The Bradstan Boutique Hotel

3.5 out of 5
1040 State Rte 55, Eldred, NY
10.72 km from city center
Stay at this 3.5-star business-friendly hotel in Eldred. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sidwell Lake and Crystal Lake ...
Reynolds House Inn & Motel

Reynolds House Inn & Motel

2.5 out of 5
1934 Old Rte 17, Roscoe, NY
31.36 km from city center
Stay at this motel in Roscoe. Enjoy free WiFi, free parking, and housekeeping. Popular attractions Roscoe Presbyterian Church and Catskill Fly Fishing Center ...
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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.

Frontier Airlines
Wed, Aug 27 - Wed, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$85 Roundtrip, found 1 day ago
$85
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 27 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Wed, Sep 10, priced at $85 found 1 day ago
Spirit Airlines
Thu, Aug 21 - Mon, Aug 25
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$101 Roundtrip, found 5 days ago
$101
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, Aug 21 from Fort Lauderdale - Hollywood Intl. to Newark Liberty Intl. Airport, returning Mon, Aug 25, priced at $101 found 5 days ago
Delta
Wed, Sep 3 - Mon, Sep 8
TPA
Tampa Intl.
LGA
LaGuardia
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Sep 3 from Tampa Intl. to LaGuardia, returning Mon, Sep 8, priced at $132 found 2 days ago
United
Sat, Oct 18 - Sun, Oct 26
TPA
Tampa Intl.
EWR
Newark Liberty Intl. Airport
$143 Roundtrip, found 6 days ago
$143
Roundtrip
found 6 days ago
Select United flight, departing Sat, Oct 18 from Tampa Intl. to Newark Liberty Intl. Airport, returning Sun, Oct 26, priced at $143 found 6 days ago
JetBlue Airways
Mon, Oct 6 - Sat, Oct 18
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$157 Roundtrip, found 8 hours ago
$157
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Mon, Oct 6 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sat, Oct 18, priced at $157 found 8 hours ago