Hemingway Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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
Price found within the past 48 hours. Click for updated prices.
Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area

4 out of 5
Price was €1,302, price is now €1,054 per person
€1,054
per person
22 Dec - 29 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.6/10 Excellent! (1,763 reviews)

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4 out of 5
Price was €1,366, price is now €1,098 per person
€1,098
per person
22 Dec - 29 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.6/10 Excellent! (2,067 reviews)

Where to stay in Hemingway

Find the best Hemingway areas and neighborhoods for the activities you enjoy most. Learn more about Hemingway
Two blue boats docked at a pier with a lighthouse in the background.

Lake Sumter Landing

1 out of top 10 points of interest in this area

If you're spending some time in Lake Sumter Landing, The Villages Market Square and Lake Sumter are top sights worth seeing.

Find hotels in Lake Sumter Landing

Top hotels in Hemingway

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is €106 per night from 15 Dec to 16 Dec
€106
15 Dec - 16 Dec
includes taxes & fees
9.4/10 Exceptional! (1,585 reviews)
"Loved the boardwalk"

Reviewed on 13 Nov 2026

The Waterfront Inn
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is €134 per night from 2 Dec to 3 Dec
€134
2 Dec - 3 Dec
includes taxes & fees
Brownwood Hotel & Spa
The Citrus on the Lake

The Citrus on the Lake

3 out of 5
199 W Ruby Street Tavares FL
Fully refundableReserve now, pay when you stay
The price is €135 per night from 22 Nov to 23 Nov
€135
22 Nov - 23 Nov
includes taxes & fees
The Citrus on the Lake
See all 2,239 properties in Hemingway
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.

Frequently asked questions

How much does a Hemingway holiday package cost?
Go from wondering to wandering with our Hemingway holiday packages, which start from a low €1,054. Select the hotels and flights that suit your plans. Then, add on a couple of activities or tours for an amazing escape.
How do I get a cheap travel package to Hemingway?
Book everything in the one place with our Hemingway holiday packages. You'll find deals on flights, hotels and more that'll keep your pocket happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 properties around the world to select from, you'll have endless opportunities to mix and match however you please.
Where should I stay in Hemingway?
An escape to Hemingway isn't complete without stopping by The Villages Market Square. Why not choose a hotel within walking distance of this fantastic attraction?
What are the top hotels in Hemingway?
If this will be your first visit to Hemingway, book a room at Welcome To The Life or Holiday Home With Golf Cart - 2 Bed 2 Bath. Both offer comfy beds and are popular options with lots of travellers.
How far in advance should I book my Hemingway holiday?
Reward yourself with the biggest variety and the lowest prices by booking your Hemingway adventure nice and early. Airlines generally publish flights anywhere up to 12 months before departure, so start your planning as soon as possible. That being said, Expedia is committed to giving you the best deals around, so it's always a good time to book your dream holiday!
What does an Expedia Hemingway travel package include?
From flights and hotels to rental cars, Expedia can help you shape a Hemingway package that's ideal for you. Holidaying for a few weeks? Check out a rental car, hotel and flight bundle. If you're taking a quick break, a flight and hotel deal could be more your style. Experiences can also be added once you've made your booking. Our packages make it easy to plan and save.
What should I know before booking a Hemingway travel package?
Our prices are always low. However, you'll pick up even more savings when you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Hemingway Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Just choose your preferred air carrier and create the perfect Hemingway trip.
If I'm not able to travel, can I cancel my Hemingway holiday package?
Whether it's your hotel or flight, you can cancel or change it. Booked your Hemingway holiday package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may be charged a fee by your hotel, airline or car rental company. For further information, head to our Customer Service Portal. We'll help you every step of the way.

Things to do

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

€49
per adult
Gypsy Gold Horse Farm Tour
See all activities in The Villages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.