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Hollywood Casino Vacation Packages

Hollywood Casino Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $1,042, price is now $745 per person
$745
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 3.5-star family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $1,496, price is now $832 per person
$832
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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 reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $1,465, price is now $884 per person
$884
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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 reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
Price was $1,980, price is now $1,583 per person
$1,583
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Aqua Vue by Island Properties Online

Aqua Vue by Island Properties Online

3.5 out of 5
Price was $2,291, price is now $1,884 per person
$1,884
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 3.5-star condo in Lowlands. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Mullet Bay Beach and Maho Beach are located nearby.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was $2,120, price is now $1,772 per person
$1,772
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Hotel La Plantation

Hotel La Plantation

4 out of 5
Price was $1,756, price is now $1,520 per person
$1,520
per person
Nov 6 - Nov 13
found 9 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Price was $2,938, price is now $2,575 per person
$2,575
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star beach resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Villa Amalia

Villa Amalia

5 out of 5
Price was $11,464, price is now $10,161 per person
$10,161
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 5-star luxury vacation home in Philipsburg. Enjoy free WiFi, free parking, and private pools. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Sea Palace

Sea Palace

3 out of 5
Price was $1,486, price is now $1,332 per person
$1,332
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 3-star beach aparthotel in Philipsburg. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Singh Luxury Apartments With sea View, Apt.3

Singh Luxury Apartments With sea View, Apt.3

3 out of 5
Price was $1,866, price is now $1,687 per person
$1,687
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Philipsburg (SXM)
Stay at this 3-star apartment in Oyster Pond. Enjoy free WiFi, free parking, and a garden. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Paradiso by Island Properties Online

Paradiso by Island Properties Online

4 out of 5
Save 100% on your flight
Price was $4,105, price is now $3,739 per person
$3,739
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star villa in Oyster Pond. Enjoy free WiFi, free parking, and private pools. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

3-4 Night Vacations in Hollywood Casino

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
Price was $1,980, price is now $1,583 per person
$1,583
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Villa Amalia

Villa Amalia

5 out of 5
Save 100% on your flight
Price was $7,511, price is now $6,120 per person
$6,120
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was $2,120, price is now $1,772 per person
$1,772
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Oyster Pond
Price was $2,938, price is now $2,575 per person
$2,575
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)

5-7 Night Vacations in Hollywood Casino

Price found within the past 48 hours. Click for updated prices.
Azure Hotel and Art Studio

Azure Hotel and Art Studio

3 out of 5
Price was $1,125, price is now $896 per person
$896
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
Price was $1,489, price is now $1,003 per person
$1,003
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was $1,940, price is now $1,343 per person
$1,343
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was $1,517, price is now $1,129 per person
$1,129
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)

Hollywood Casino Last Minute Hotel Deals

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Stay at this 4-star 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 ...
Simpson Bay Resort, Marina & Spa
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
Stay at this 4-star 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. ...
Hilton Vacation Club Flamingo Beach St. Maarten
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A, Simpson Bay
Stay at this 4-star 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 Villas at Simpson Bay Resort
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
Stay at this 3-star 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 ...
The Atrium Beach Resort and Spa, an Ascend Collection Resort
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
115 Welfare Road, Simpson Bay
Stay at this 4-star beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Hilton Vacation Club Royal Palm St. Maarten
La Vista Hotel

La Vista Hotel

3 out of 5
Billy Folly Road, Simpson Bay, Sint Maarten
Stay at this 3-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Maho Beach and Mullet Bay Beach are located ...
La Vista Hotel
Baker's Suites

Baker's Suites

3.5 out of 5
Spinel Road #2, Simpson Bay
Stay at this 3.5-star hotel in Simpson Bay. Enjoy free WiFi, breakfast (surcharge), and daily housekeeping. Our guests praise the helpful staff and the clean ...
Baker's Suites
Commodore Suites

Commodore Suites

3.5 out of 5
Welfare Road 109, Simpson Bay
Stay at this 3.5-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Commodore Suites
See all 3,580 properties in Hollywood Casino
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.

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