Vacations Close To Hollywood Casino

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Hollywood Casino Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Adonis Cupecoy

Adonis Cupecoy

2.5 out of 5
Maho
Price was $848, price is now $649 per person
$649
per person
Jan 25 - Feb 1
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $4,736, price is now $2,269 per person
$2,269
per person
Jan 25 - Feb 1
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $2,052, price is now $1,113 per person
$1,113
per person
Jan 25 - Feb 1
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $3,469, price is now $2,133 per person
$2,133
per person
Jan 25 - Feb 1
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $2,322, price is now $1,515 per person
$1,515
per person
Jan 25 - Feb 1
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,851, price is now $1,291 per person
$1,291
per person
Jan 25 - Feb 1
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $3,287, price is now $2,323 per person
$2,323
per person
Jan 25 - Feb 1
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

Horizon View Beach Hotel

Horizon View Beach Hotel

3 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $1,297, price is now $996 per person
$996
per person
Feb 1 - Feb 8
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

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Best Lodging Options Near Hollywood Casino

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
0.13 km from Hollywood Casino
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
0.12 km from Hollywood Casino
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A Simpson Bay
0.3 km from Hollywood Casino
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

3 out of 5
6 Billy Folly Road Simpson Bay
0.36 km from Hollywood Casino
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
115 Welfare Road Simpson Bay
0.59 km from Hollywood Casino
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Baker's Suites

Baker's Suites

3.5 out of 5
Spinel Road #2 Simpson Bay
0.33 km from Hollywood Casino
Stay at this hotel in Simpson Bay. Enjoy free WiFi, breakfast (surcharge), and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
La Vista Hotel

La Vista Hotel

3 out of 5
Billy Folly Road Simpson Bay Sint Maarten
0.14 km from Hollywood Casino
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Commodore Suites

Commodore Suites

3.5 out of 5
Welfare Road 109 Simpson Bay
0.47 km from Hollywood Casino
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
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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.