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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

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Tonight Aug 4 - Aug 5
This weekend Aug 7 - Aug 9
Next weekend Aug 14 - Aug 16

Top Portland Historic Hotels

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Hotel Mocking Bird Hill

Hotel Mocking Bird Hill

4.0 out of 5.0 Port Antonio, Port Antonio
5/5
(2 Reviews)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Free perks include continental breakfast, free self parking, and a beach shuttle. Free WiFi in public areas, a terrace, and a garden are also on offer.
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Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5.0 Williamsfield, Port Antonio, Portland
4/5
(1 Reviews)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like local cuisine breakfast and free self parking.
$72
Hotel Tim Bamboo

Hotel Tim Bamboo

3.0 out of 5.0 5 Eveleigh Park Road, Port Antonio, Portland
2.5/5
(2 Reviews)
A restaurant and a bar/lounge are featured at this inn. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Self parking, limo/town car service, and dry cleaning are also offered.
$122
Moon San Villa at the Blue Lagoon

Moon San Villa at the Blue Lagoon

3.0 out of 5.0 Blue Hole Road, Drapers, Port Antonio, Portland
2/5
(1 Reviews)
A restaurant and a beach bar are featured at this hotel. Families will appreciate barbecue grills and in-room childcare. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking.
$70
Match Resort Hotel

Match Resort Hotel

3.0 out of 5.0 Dolphin Bay, Port Antonio
This hotel features 2 bars/lounges and an outdoor pool. Enjoy a meal from the restaurant and perks like free WiFi. Self parking, a terrace, and a garden are also offered.
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Dolphin Bay Yoga Guest House

Dolphin Bay Yoga Guest House

2.5 out of 5.0 81 Dolphin Bay, Port Antonio, Portland
A restaurant, free self parking, and a terrace are among this guesthouse's amenities. WiFi in public areas is free. A garden is also provided.
$95
Bay View Eco Resort & Spa

Bay View Eco Resort & Spa

3.0 out of 5.0 Anchovy, Turtle Harbour, Port Antonio, Portland
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Relax with a drink at the poolside bar and enjoy free perks like continental breakfast and free self parking.
$460
Trident Hotel

Trident Hotel

5.0 out of 5.0 Anchovy, Port Antonio, Portland
This smoke-free resort features a private beach, a full-service spa, and 2 restaurants. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Families will appreciate the onsite laundry facilities and in-room childcare.
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East Bay Villas

East Bay Villas

2.5 out of 5.0 43 Ocean Boulevard, Passley Gardens, Port Antonio, Portland
This bed & breakfast features a restaurant, a rooftop terrace, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like cooked-to-order breakfast and free self parking.
$425
Geejam

Geejam

4.5 out of 5.0 San San, Port Antonio, Port Antonio, Portland
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the 24-hour fitness center and free perks like full breakfast and free self parking.
$141
San San Tropez

San San Tropez

3.0 out of 5.0 San San, Port Antonio, Portland
This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the playground, onsite laundry facilities, and supervised childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
$60
Paradise Inn

Paradise Inn

2.5 out of 5.0 Snow Hill, Port Antonio, Portland
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. You'll appreciate the area shuttle, garden, and picnic area.
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