The Meadows Vacations from $808

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your The Meadows Vacation

Make travel planning simple by creating a vacation package to The Meadows. We'll take care of all the details, so you can focus on soaking up everything this neighborhood has to offer. Your trip to The Meadows wouldn't be complete without seeing major attractions nearby such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Stop dreaming and start doing. When you're ready to book your ideal vacation to The Meadows, Expedia is here to help.

The Latest The Meadows Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (201 reviews)
Everything about our stay was excellent. The property is beautiful and wonderfully located. The staff was friendly and helpful. Look forward to returning in the future.

Reviewed on Sep 11, 2024

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Save 100% on your flight
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,002 reviews)
Great location. Beautiful beach. Friendly staff. Clean and comfortable rooms with nice amenities. Great food and drinks.

Reviewed on Sep 20, 2024

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Save 100% on your flight
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8/10 Very Good! (1,627 reviews)
Staff very friendly and helpful

Reviewed on Sep 20, 2024

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,004 reviews)
The area was nice but hotel did not offer anything special for VIP. We had to wait for our room. The area is not a convenient place to walk around and the restaurants are very limited in hours of service

Reviewed on Sep 20, 2024

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
Key West Historic District
Save 100% on your flight
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (2,101 reviews)
The property was beautiful and well maintained. The staff was friendly and helpful. I was shocked when I checked out, though. I got a very high bill. I was not aware that there was a per day charge to keep a car there and I (perhaps foolishly) expected the amenities to be included in the cost of the room, not charged on a daily basis. The only amenity I used was the pool. For the money I spent, a microwave in my room would have been nice.

Reviewed on Sep 19, 2024

Where to stay in The Meadows

Find the best The Meadows areas and neighborhoods for the activities you enjoy most. Learn more about The Meadows
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(4,033 area reviews)

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.

Find hotel + flight trips in Key West Historic District

The Meadows Hotel Deals

The Palms Hotel
The Palms Hotel
3 out of 5
820 White St, Key West, FL
The price is $163 per night from Sep 24 to Sep 25
$163
includes taxes & fees
$145 per night
Sep 24 - Sep 25
8.4/10 Very Good! (965 reviews)
"Beautiful rooms, hotel and surroundings! Huge pool, pool bar, breakfast provided and bikes provided. Thoroughly enjoyed our stay!"

Reviewed on Sep 8, 2024

The Palms Hotel
Authors of Key West Guest House
Authors of Key West Guest House
3 out of 5
725 White St. & Petronia, Key West, FL
The price is $107 per night from Sep 23 to Sep 24
$107
includes taxes & fees
$95 per night
Sep 23 - Sep 24
9/10 Wonderful! (1,008 reviews)
"THE POOL WASN'T IN GOOD CONDITIONS, THE PERSONNEL IN GENERAL WAS WONDERFUL"

Reviewed on Sep 21, 2024

Authors of Key West Guest House
The Caroline #2 | 2 Bed, 1 Bath
The Caroline #2 | 2 Bed, 1 Bath
Key West
The price is $569 per night from Oct 10 to Oct 11
$569
includes taxes & fees
$512 per night
Oct 10 - Oct 11
9.2/10 Wonderful! (9 reviews)
Nice location
"the property is clean and they property mangers where very hell-full"

Reviewed on Jul 31, 2024

The Caroline #2 | 2 Bed, 1 Bath
See all 2,773 properties in The Meadows
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

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a The Meadows vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in The Meadows from just $808. And the more you bundle, the more money you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to The Meadows?
Bundle your flights and hotels, throw in extras such as activities or a rental car, and save with a The Meadows vacation package. You won’t just land exciting discounts on your adventure — you’ll have loads of choice too. When you book through Expedia, you’ll have your pick of over 550 air carriers and 1,000,000 properties all over the world. Your affordable vacation begins right here, right now!
Where should I stay in The Meadows?
Travelers come from all over the world to experience Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in The Meadows. Book a room close to these terrific attractions to make sightseeing easy.
What are the top hotels in The Meadows?
If it’s your first visit to The Meadows, book a room at Tropical Old Town Bungalow - Lovely 2nd Floor 1bedroom Unit or Petite Pearl Spacious 1 Bedroom. Both offer comfortable beds and are favorites among many travelers.
How far in advance should I book my The Meadows vacation?
Savvy travelers often book early. You can normally look up international airfares on Expedia up to a year before your flight. If you’re purchasing tickets last minute, don’t stress. Bargain prices sometimes appear in the last weeks before departure.
What does an Expedia The Meadows travel package include?
Packages include flights, hotels and rental cars, but you can mix and match them to create your perfect The Meadows vacation. You can also add on a few activities and tours once you’ve made your booking. You’re in the driver’s seat! When you bundle your bookings with Expedia, you’ll score deals you won’t find anywhere else.
What should I know before booking a The Meadows travel package?
You’ll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and pick up fantastic discounts. You’re not limited to hotels, however. Book with us and choose from oceanfront condos, mountain cabins and even ranches and treehouses!
Can I choose my airline with a The Meadows Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Simply select the carrier you want and craft the perfect The Meadows escape.
If I'm not able to travel, can I cancel my The Meadows vacation package?
Your situation can change suddenly, so yes, you can. You may be able to cancel and rebook your The Meadows vacation package at no cost if you’ve booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your airline, hotel or car rental company may impose a charge. Looking for more information? Look up our Customer Service Portal. We’ll help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in The Meadows

Image for The Unitarian Universalist Fellowship of Key West

The Unitarian Universalist Fellowship of Key West

Find out about the history of Key West with a stop at The Unitarian Universalist Fellowship of Key West. Amble around the area's seaside or seek out the biking trails.

The Unitarian Universalist Fellowship of Key West

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.