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Portland Vacation Packages

Portland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at Coolshade X
Ocho Rios Villa at The Palms
Ocho Rios Villa at the Palms II
Ocho Rios Villa at Coolshade IX
Ocho Rios Villa at Coolshade IV
Ocho Rios Villa at the Palms IV
Ocho Rios Villa at Coolshade
Ocho Rios Treasure Villa at Coolshade XII

3-4 Night Vacations in Portland

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at Coolshade VI
Ocho Rios Tranquility at Coolshade VII
Ocho Rios Villa at the Palms IV
Ocho Rios Villa at Coolshade

5-7 Night Vacations in Portland

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at Coolshade X
Ocho Rios Villa at The Palms
Ocho Rios Villa at the Palms II
Ocho Rios Villa at Coolshade IX

Cheap Hotel Deals in Portland

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig, Long Bay, Portland
Stay at this 3-star hotel in Long Bay. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Long Bay Beach and Reach Falls are located ...
Sea Cliff Resort
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield, Port Antonio, Portland
Stay at this 3.5-star business-friendly hotel in Port Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Jamaica Palace Hotel
Geejam

Geejam

4.5 out of 5
San San, Port Antonio, Port Antonio, Portland
Stay at this 4.5-star luxury hotel in Port Antonio. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Geejam
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Match Resort Hotel

Match Resort Hotel

3 out of 5
Dolphin Bay, Port Antonio
Stay at this 3-star hotel in Port Antonio. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...
Match Resort Hotel
Frenchman's Cove Resort

Frenchman's Cove Resort

3 out of 5
Main Rd into Frenchman's Cove, PO Box 101, Port Antonio, Portland
Stay at this 3-star beach hotel in Port Antonio. Enjoy a private beach, daily housekeeping, and a garden. Popular attractions Frenchman's Cove Beach and San ...
Frenchman's Cove Resort
Goblin Hill Villas at San San

Goblin Hill Villas at San San

3 out of 5
San San, Port Antonio, Portland
Stay at this resort in Port Antonio. Enjoy breakfast (surcharge), room service, and parking (surcharge). Popular attractions San San Beach and Blue Lagoon are ...
Goblin Hill Villas at San San
Bay View Eco Resort & Spa

Bay View Eco Resort & Spa

3 out of 5
Anchovy, Turtle Harbour, Port Antonio, Portland
Stay at this 3-star spa resort in Port Antonio. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Trident Castle and Folly Ruins are ...
Bay View Eco Resort & Spa
Moon San Villa at the Blue Lagoon

Moon San Villa at the Blue Lagoon

3 out of 5
Blue Hole Road, Drapers, Port Antonio, Portland
Stay at this 3-star beach hotel in Port Antonio. Enjoy free parking, room service, and an airport shuttle (surcharge). Our guests praise the helpful staff in ...
Moon San Villa at the Blue Lagoon
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

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines

Find cheap hotels in Portland

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Portland hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Portland.

Choosing the right hotel in Portland has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Portland’s 1,760 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $109. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Portland hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Portland. No matter your reason for visiting Portland, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Portland hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Portland for as low as $109.

How many hotels are there in Portland?

With over 1,760 hotels in Portland, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $109.

How to find cheap car rentals in Portland?

Finding a cheap car rental deal in Jamaica is as easy as scoring cheap hotels in Portland. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Portland now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Portland right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.