New Town Vacation Packages

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Top Holiday Package Deals in New Town

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
8.8/10 Excellent! (1,668 reviews)
My fiancé and I were married on Smathers Beach and we chose Oceans Edge Resort for our week in the keys. Absolutely loved it!

Reviewed on Jul. 28, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Stayed with my husband and 3 kids. The room was very spacious. The balcony was gorgeous overlooking the pool and the ocean. We all agreed for our next family trip we will stay here again. It was very close to the marina where we rented our boat. The island is fairly small so we didn’t feel we missed out by not staying on Duval street, especially with kids. I really appreciated the washer and dryer so we didn’t have to bring home wet bathing suits. The pool area has a volleyball area and outdoor games. Totally worth it to stay here with family.

Reviewed on Jul. 27, 2025

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Pool and location. I will definitely be back.

Reviewed on Jul. 28, 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
Beautiful with excellent customer service. I very much enjoyed being here and didnt want to leave

Reviewed on Jul. 27, 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.8/10 Exceptional! (1,005 reviews)
We have fallen in love with this place !!! Never had been here, came to Orchid Key for our anniversary weekend and are hooked. Local motel, quaint, clean, retro, friendly and amazing location. We have already rebooked ♥️

Reviewed on Jul. 28, 2025

Where to stay in New Town

Find the best New Town areas and neighborhoods for the activities you enjoy most. Learn more about New Town
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Old Town Key West

3 out of top 10 points of interest in this area
3.5/5(8 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Find hotels in Old Town Key West

New Town Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Aug 26 to Aug 27
CA $167
CA $265 total
Aug 26 - Aug 27
includes taxes & fees
7.6/10 Good! (1,494 reviews)
"This property is amazing and has everything you need. We will be back."

Reviewed on Jul. 25, 2025

Blue Flamingo Resort Key West
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Aug 24 to Aug 25
CA $159
CA $217 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,133 reviews)
"Great pool area, friendly staff, complimentary bottled water, shuttle to downtown were all appreciatiated and added to the positive experience!"

Reviewed on Jul. 28, 2025

Fairfield Inn and Suites by Marriott Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
The price is CA $208 per night from Jul 30 to Jul 31
CA $208
CA $325 total
Jul 30 - Jul 31
includes taxes & fees
8.8/10 Excellent! (1,777 reviews)
"Room wasn’t available at 4 pm, was available until about 7 pm"

Reviewed on Jul. 27, 2025

Havana Cabana at Key West
See all 3,129 properties in New Town
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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Frequently asked questions

How much does a New Town vacation package cost?
Get set to book, because a getaway to New Town starts from only CA $1,079. When you combine your flights, hotels and car rentals into a travel package, you'll enjoy the best bargains.
How do I get a cheap travel package to New Town?
Booking a flight and hotel together with Expedia won't just save valuable time — it'll save you a pretty penny too. A New Town vacation package makes it easy to organize your ideal trip. With more than 550 airlines all over the world to choose from, finding convenient flights that suit your busy schedule won't be a challenge. On top of that, we have over 1,000,000 hotel options globally to pick from. Talk about choice! No matter who you are, Expedia brings the world within your reach.
Where should I stay in New Town?
Most travelers who visit New Town include both Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their to-do lists. Why not choose a hotel near these main attractions?
What are the top hotels in New Town?
If it's your first time in New Town, secure a room at The Gates Hotel Key West or Hilton Garden Inn Key West / The Keys Collection. Both hotels offer comfortable beds and are top options with lots of travelers.
How far in advance should I book my New Town vacation?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers display prices up to 12 months in advance. This is often the cheapest time to book. If circumstances have left you booking late, low prices to New Town occasionally appear a few weeks before departure.
What does an Expedia New Town travel package include?
Packages include rental cars, flights and hotels, but you can mix and match them to create your dream New Town vacation. You can also add on fun stuff like tours and activities once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a New Town travel package?
You'll enjoy excellent savings when you combine your hotels, flights and rental cars into a travel package. Plus, booking everything together will make your trip planning easier. So why waste time or money? Whether you're organizing a luxury romantic escape or a budget solo adventure, take a look at our vacation packages today.
Can I choose my airline with a New Town Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to pick from around the world. With so many choices, finding the right carrier to get you to New Town won't be difficult.
If I'm not able to travel, can I cancel my New Town vacation package?
Whether it's your flight or hotel, you can cancel or change it. Locked in your New Town vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may incur a fee from your airline, hotel or car rental company. For further information, head to our Customer Service Portal. We'll help you each step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.