A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

New Town Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

    • The Latest New Town Vacation Packages

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

    Trip length

    Stars

    Flight class

    Remove all filters

    Where to stay in New Town

    Find the best New Town areas and neighborhoods for the activities you enjoy most.

    A large red brick building with arched windows and a prominent entrance.

    A lighthouse, a white building with green shutters, and a small white structure with a wooden roof.

    A white lighthouse with a black top, a white building with green shutters, and a palm tree.

    A white lighthouse, a white building with green shutters, and a white picket fence.

    A white lighthouse with a black top, surrounded by lush green trees and a white picket fence.

    View properties in map for Old Town Key West

    Old Town Key West

    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.

    See properties

    A sunset over a coastal landscape with a small island surrounded by water.

    A coastal cityscape with a golf course and marina.

    A marina with boats docked, a clear blue sky, and buildings in the background.

    A serene landscape with a pond, palm trees, and a golf course.

    A stone pathway through a tropical forest with dense foliage and a stone wall.

    View properties in map for Stock Island

    Stock Island

    See properties

    The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

    A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

    A street with a pharmacy, a theater, and a yellow building.

    A historic building with ornate architecture, a balcony, and a coat of arms.

    A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

    View properties in map for Downtown Key West

    Downtown Key West

    If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

    See properties

    A white lighthouse surrounded by lush greenery and a white picket fence.

    A large red brick building with arched windows and a prominent entrance.

    A wooden sign for Ernest Hemingway Home with admission prices and operating hours.

    A white lighthouse with a black top, surrounded by lush green trees and a clear blue sky.

    A two-story house with green shutters and a wooden balcony.

    View properties in map for Key West Historic District

    Key West Historic District

    Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

    See properties

    A street with a pharmacy, a theater, and a yellow building.

    A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

    A vintage red bus with 'Old Town Trolley Tours' written on it, parked on a paved area with people around.

    Photo by David Lindsey

    A large sculpture with text indicating it is the Southernmost Point of the Continental U.S.A. and 90 miles to Cuba.

    Photo by Monica Ferro

    A colorful marker labeled 'Southernmost Point' in Key West, FL, with a view of the ocean in the background.

    View properties in map for Uptown - Upper Duval

    Uptown - Upper Duval

    If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

    See properties

    What to do near New Town

    Aerial view of people snorkeling in Key West

    Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

    CA $63

    per adult

    94% of travellers recommend

    Aboard the trolley in Key West

    Historic Key West Old Town Trolley Hop-On Hop-Off Tour

    CA $79

    per adult

    88% of travellers recommend

    Key West Champagne Sunset Sail

    Champagne and Sunsets: A Key West Catamaran Adventure

    CA $83

    per adult

    94% of travellers recommend

    See all activities near New Town

    New Town Hotel Deals

    Fairfield by Marriott Inn & Suites Key West at The Keys Collection

    A pool area with lounge chairs and umbrellas, surrounded by palm trees.
    • Address: 3852 North Roosevelt Boulevard, Key West, FL, 33040, US
    • Location: New Town
    • Star rating: 3.5/5
    • Guest rating: 8.8/10 (Excellent, 1208 reviews)
    • Price: CA $191, CA $255 total, includes taxes & fees, Nov 29 - Nov 30
    • Review: Emergency stay due to FAA groundstop. Thankful to get a room.

    Havana Cabana at Key West

    A swimming pool surrounded by palm trees and a natural rock formation.
    • Address: 3420 N. Roosevelt Blvd, Key West, FL, 33040, US
    • Location: New Town
    • Star rating: 4/5
    • Guest rating: 9/10 (Wonderful, 1907 reviews)
    • Price: CA $173, CA $285 total, includes taxes & fees, Nov 30 - Dec 1

    Blue Flamingo Resort Key West

    A hotel with a swimming pool, sun loungers, and palm trees.
    • Address: 3820 North Roosevelt Boulevard, Key West, FL, 33040, US
    • Location: New Town
    • Star rating: 4/5
    • Guest rating: 8.6/10 (Excellent, 2798 reviews)
    • Price: CA $179, CA $281 total, includes taxes & fees, Nov 16 - Nov 17
    • Review: A lot to do onsite with two pools and numerous games from ping pong, billiards, basketball shooting game, cornhole, bocce, etc. The hourly free shuttle to Old Town is handy. They also rent bikes which I rode daily. Will definitely stay again. Only negative was hair dryer did not work and it was never replaced even as they said on 3 days one would be delivered. Not a huge deal although wife said to take off one star on staff.

    Hilton Garden Inn Key West / The Keys Collection

    A swimming pool with lounge chairs and palm trees.
    • Address: 3850 N Roosevelt Blvd, Key West, FL, 33040, US
    • Location: New Town
    • Star rating: 3.5/5
    • Guest rating: 8.2/10 (Very good, 1358 reviews)
    • Price: CA $187, CA $251 total, includes taxes & fees, Dec 1 - Dec 2

    The Laureate Key West

    A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.
    • Address: 3444 N Roosevelt Boulevard, Key West, FL, 33040, US
    • Location: New Town
    • Star rating: 3.5/5
    • Guest rating: 9.2/10 (Wonderful, 1045 reviews)
    • Price: CA $227, CA $295 total, includes taxes & fees, Nov 16 - Nov 17

    DoubleTree Resort by Hilton Grand Key - Key West

    A pool area with lounge chairs and gazebos, surrounded by palm trees.
    • Address: 3990 S Roosevelt Blvd, Key West, FL, 33040, US
    • Location: 1.7 km from New Town
    • Star rating: 4/5
    • Guest rating: 8.4/10 (Very good, 1144 reviews)
    • Price: CA $193, CA $265 total, includes taxes & fees, Nov 29 - Nov 30
    • Review: Staff was excellent

    Courtyard by Marriott Key West Waterfront

    A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
    • Address: 3031-41 N Roosevelt Blvd, Key West, FL, 33040, US
    • Location: Northside Resort, 0.6 km from New Town
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 1000 reviews)
    • Price: CA $242, CA $272 total, includes taxes & fees, Nov 29 - Nov 30

    Hyatt Vacation Club at Beach House, Key West

    Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.
    • Address: 5051 Overseas Highway, Key West, FL, 33040, US
    • Location: 1.8 km from New Town
    • Star rating: 3.5/5
    • Guest rating: 9.4/10 (Exceptional, 1293 reviews)
    • Price: CA $301, CA $402 total, includes taxes & fees, Nov 16 - Nov 17
    • Review: Beautiful property, loved the drinks from tiki bar and Suzy Q was awesome and makes fabulous drinks.

    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.

    See all properties in New Town

    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 $1,198. 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.