Lower Keys Mountain Vacations and Getaways

Book a Mountain Hotel + Flight or Car together to unlock savings

Photo by Rick Tuers
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Top Mountain vacation packages in Lower Keys

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

The Gardens Hotel

Old Town Key West
Save 100% on your flight
$1,147
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
Save 100% on your flight
$2,221
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,016 reviews)
Clean.helpful staff.good a/c.good location.will definitely stay here again.

Reviewed on Oct 1, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
$1,728
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (3,606 reviews)
Bishop Hotel Key West

Bishop Hotel Key West

Old Town Key West
Save 100% on your flight
$1,972
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (688 reviews)
Very well kept, SECURE!!!, and clean with cold AC. Perfect walking distance to all the great places on Duval and the port.

Reviewed on Sep 30, 2026

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

Key West Historic District
$1,150
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (481 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lower Keys
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3 Night Mountain vacations in Lower Keys

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

The Gardens Hotel

Old Town Key West
Save 100% on your flight
$1,147
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
$1,232
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,016 reviews)
Clean.helpful staff.good a/c.good location.will definitely stay here again.

Reviewed on Oct 1, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
$1,191
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (3,606 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lower Keys
View all trips

4 Night Mountain vacations in Lower Keys

Price found within the past 48 hours. Click for updated prices.
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

Old Town Key West
Save 100% on your flight
$1,372
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
We stayed for five days and we thoroughly enjoyed the property would highly recommend and would love to come back Kim and Maili from Seattle

Reviewed on Oct 1, 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
Save 100% on your flight
$2,219
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (563 reviews)
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

Old Town Key West
Save 100% on your flight
$1,445
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (433 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Lower Keys
View all trips

Find amazing mountains vacations in Lower Keys

How to plan for a mountain vacation in Lower Keys?

The first step to planning your mountain vacation to Lower Keys is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Lower Keys, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Lower Keys, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Lower Keys mountain vacation.

What amenities should I look for when booking a mountain resort in Lower Keys?

When booking accommodation for your mountain vacation to Lower Keys, check to see if where you're staying has heating. Lower Keys's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Lower Keys vacation package.

Why should I choose a package for my mountain vacation in Lower Keys?

Choosing a package for your Lower Keys vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.

What does a Lower Keys package typically include?

Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Lower Keys from $1,147. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Lower Keys vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Lower Keys all-inclusive vacation packages as these include all meals.

How can I book my Lower Keys on Expedia?

Comparing some of the best deals using the search wizard is one of the first steps to booking your Lower Keys mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Lower Keys package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.

Why book your Lower Keys mountain vacation with Expedia?

With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Lower Keys vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.

Can I cancel my mountain vacation package booking?

Yes, as most of Expedia's mountain vacation packages to Lower Keys are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Lower Keys vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Lower Keys vacation packages.

What types of mountain accommodations are available in Lower Keys?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Lower Keys. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.

Things to do

Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

$79
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
Key West Champagne Sunset Sail

Champagne and Sunsets: A Key West Catamaran Adventure

$59
per adult
94% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
Combo image of activity in Key West

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

$61
per adult
88% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
See all activities in Lower Keys

More 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.