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.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was CA $2,405, price is now CA $1,623 per person
CA $1,623
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,068 reviews)
Aesthetic of the property was amazing. Appears clean and marina was very nice. Only negative was that our shower drain/sink didnt drain very well though

Reviewed on Aug. 31, 2025

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Price was CA $2,782, price is now CA $1,876 per person
CA $1,876
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Key West (EYW)
9.2/10 Wonderful! (812 reviews)
Loved the complimentary breakfast provided daily, though choices are more limited during the week when we went than on the weekends. Pool was nice and refreshing during the very hot and humid weather, but they need more lounge chairs for guests. Despite the issue with our cards not allowing us access to our rooms the first night and second day and having to move rooms, we thoroughly enjoyed our stay and would highly recommend this property to others for future stays.

Reviewed on Aug. 27, 2025

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Price was CA $3,998, price is now CA $2,696 per person
CA $2,696
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,006 reviews)
Excellent staff. Conveniently located and breakfast was good.

Reviewed on Sep. 1, 2025

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was CA $2,401, price is now CA $1,657 per person
CA $1,657
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,729 reviews)
Great and easy experience

Reviewed on Sep. 1, 2025

Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
Old Town Key West
Price was CA $3,796, price is now CA $2,674 per person
CA $2,674
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (227 reviews)
Nice safe area. Most areas are walkable.

Reviewed on Aug. 27, 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

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Sep 8 to Sep 9
CA $139
CA $195 total
Sep 8 - Sep 9
includes taxes & fees
Hilton Garden Inn Key West / The Keys Collection
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 $157 per night from Oct 1 to Oct 2
CA $157
CA $254 total
Oct 1 - Oct 2
includes taxes & fees
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 $151 per night from Sep 21 to Sep 22
CA $151
CA $208 total
Sep 21 - Sep 22
includes taxes & fees
Fairfield Inn and Suites by Marriott Key West
See all 3,116 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 $1,623. 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.