Pinewood Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Pinewood Vacation

Reserve a Pinewood vacation package and prepare to experience all this lively city has to offer. Think about staying in the neighborhood of Hollywood Beach, which is good for shopping, cycling and coastal beaches. If your trip to Pinewood includes a little sightseeing, check out well-known attractions like Phillip and Patricia Frost Museum of Science, Wynwood Walls and Miami Design Shopping District. A couple of quick clicks is all it takes to craft a tailored Pinewood vacation on Expedia.

Top Holiday Package Deals in Pinewood

Price found within the past 48 hours. Click for updated prices.
The 27 Wynwood

The 27 Wynwood

4 out of 5
Wynwood Art District
Price was CA $2,486, price is now CA $1,468 per person
CA $1,468
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
10/10 Exceptional! (5 reviews)
Property is beautiful. The rooftop top pool is amazing. Everything is really close to the main street in wynwood. Will definitely be back.

Reviewed on Jun 5, 2026

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was CA $13,478, price is now CA $6,182 per person
CA $6,182
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
5.8/10 (324 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $37,461, price is now CA $19,367 per person
CA $19,367
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8/10 Very Good! (1 review)
Tideline Palm Beach Ocean Resort and Spa

Tideline Palm Beach Ocean Resort and Spa

4 out of 5
Price was CA $3,254, price is now CA $1,818 per person
CA $1,818
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Lauderdale (FLL)
7.8/10 Good! (356 reviews)
No fue lo q imaginaba en cuanto al desayuno y restaurante ,pero el personal fue muy atento.

Reviewed on Jun 9, 2026

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Price was CA $4,203, price is now CA $2,466 per person
CA $2,466
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8/10 Very Good! (1,145 reviews)
The property is excellent from every aspects. The staffs are so helpful and they put every effort to make our family trip enjoyable. I loved the breakfast buffet as it has all options for everyone. The food choices and quantities are also exceptional. The property is on the beach and easy access to the beach. Also, it is well secured and well lighted everywhere. I loved the fact it that it is little away from the south beach which is very loud. I don’t have much negative to say. I wish the property entry is little wider but they can’t do much about it. The lobby is wide and open. So that that covers it. Also, I wish they had more beach umbrellas as they run out fast. The swimming pool is little small and most of the time no music in the pool which some people would like. I loved this property and I may stay here again if I come to Miami.

Reviewed on Jun 9, 2026

Where to stay in Pinewood

Find the best Pinewood areas and neighborhoods for the activities you enjoy most. Learn more about Pinewood
South Beach

South Beach

3 out of top 10 points of interest in this area
4.5/5(1,197 area reviews)

Major entertainment destination with numerous nightclubs, restaurants, and boutiques. Stroll along Lincoln Road and Ocean Drive, admire Art Deco buildings, and enjoy easy access to public transportation.

Find hotels in South Beach

Pinewood Hotel Deals

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue Miami Beach FL
The price is CA $463 per night from Jun 28 to Jun 29
CA $463
CA $622 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very Good! (8,327 reviews)
"Nice stay"

Reviewed on Jun 12, 2026

Fontainebleau Miami Beach
Loews Miami Beach Hotel – South Beach

Loews Miami Beach Hotel – South Beach

4.5 out of 5
1601 Collins Ave Miami Beach FL
The price is CA $300 per night from Jul 6 to Jul 7
CA $300
CA $421 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (676 reviews)
"One of my favorite places to stay"

Reviewed on Jun 11, 2026

Loews Miami Beach Hotel – South Beach
B Ocean Resort Fort Lauderdale Beach

B Ocean Resort Fort Lauderdale Beach

4 out of 5
1140 Seabreeze Blvd Fort Lauderdale FL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jun 15 to Jun 16
CA $178
CA $272 total
Jun 15 - Jun 16
includes taxes & fees
7.6/10 Good! (4,010 reviews)
"Lobby is very nice but the rooms, hallways, elevators and other amenities need maintenance and attention to details."

Reviewed on Jun 10, 2026

B Ocean Resort Fort Lauderdale Beach
See all 20,779 properties in Pinewood
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Pinewood vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Pinewood from just CA $1,468. And the more you bundle, the more money you save. Your dream vacation has never been so affordable.
How do I get a cheap travel package to Pinewood?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got them all. Pick and choose a combination that best suits you and see your savings grow. Of course, a package deal is never a one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your Pinewood vacation.
Where should I stay in Pinewood?
Urban explorers come from all over to experience PortMiami and Vizcaya Museum and Gardens in Pinewood. Book yourself a room close to these top attractions and visit them at your leisure.
What are the top hotels in Pinewood?
If it's comfort and convenience you want, you can't go past Miami Oasis Unit 1. Spend your nights kicking back here and your days discovering Pinewood's popular attractions.
How far in advance should I book my Pinewood vacation?
It can be difficult to know exactly when is the ideal time to book your trip to Pinewood. But usually the earlier you book, the more affordable the prices. In some cases, you can lock in your flights and hotels up to a year prior to departure. If you're thinking of a last-minute getaway, no need to worry! There are fabulous bargains posted on Expedia all the time.
What does an Expedia Pinewood travel package include?
With Expedia, you can select a combination of flights, car rentals and hotels to build your ideal Pinewood package. Once you've made your booking, you can add on all the fun stuff like sightseeing tours and activities. Remember — the more you bundle, the more deals you'll score!
What should I know before booking a Pinewood travel package?
Locking in all the parts of your vacation together is an excellent way to save. Bundle your flights, car rentals and hotels into one little package. But it's not just hotels. Expedia features all types of properties, including vacation rentals such as mountain cabins and short-term homes. The list is almost endless!
Can I choose my airline with a Pinewood Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you definitely can. Simply pick the carrier you want and create your ideal Pinewood escape.
If I'm not able to travel, can I cancel my Pinewood vacation package?
If your vacation plans in Pinewood have changed, it's comforting to know that it is possible to cancel your booking. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. For more details, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.