Hemingway Holidays

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Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
7 May - 14 May
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
7.8/10 Good! (1,149 reviews)
Friendly and helpful staff. Safe and quiet.

Reviewed on 25 Feb,2025

ette hotel

ette hotel

5 out of 5
Save 100% on your flight
per person
7 May - 14 May
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
9.8/10 Exceptional! (249 reviews)
Recomendado servicio muy bueno súper exclusivo

Reviewed on 9 Feb,2025

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Save 100% on your flight
per person
7 May - 14 May
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
9.2/10 Wonderful! (1,114 reviews)
We had an amazing time. I highly recommend staying here. All the comforts of home while enjoying your time in Florida. Super easy access to Disney parks. The front desk staff was phenomenal

Reviewed on 16 Feb,2025

Margaritaville Cottages Orlando by VStays

Margaritaville Cottages Orlando by VStays

4 out of 5
per person
7 May - 14 May
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
9/10 Wonderful! (1,007 reviews)
Beautiful Oasis in Orlando area. Clean and spacious. Beautiful house that provided many fine details! Felt like home away from home! My new landing spot every time I’m visiting Florida

Reviewed on 24 Feb,2025

Legacy Vacation Resorts - Lake Buena Vista

Legacy Vacation Resorts - Lake Buena Vista

3 out of 5
per person
7 May - 14 May
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
8.4/10 Very Good! (1,000 reviews)
It really seems old and needs a facelift.

Reviewed on 21 Feb,2025

Where to stay in Hemingway

Find the best Hemingway areas and neighborhoods for the activities you enjoy most. Learn more about Hemingway
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Lake Sumter Landing

1 out of top 10 points of interest in this area

Though Lake Sumter Landing may not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

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 S$327 per night from 9 Mar to 10 Mar
S$327
includes taxes & fees
9 Mar - 10 Mar
9/10 Wonderful! (1,053 reviews)
"Overall the property was excellent. The staff was friendly, attentive and helpful. The rooms were good-excellent, but slightly dated. No big deal. The grounds and location were excellent with proximity with the lake, shops, dining, etc. Perhaps it was a bit on the expensive side, but there were a ..."

Reviewed on 24 Feb,2025

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 S$313 per night from 3 Mar to 4 Mar
S$313
includes taxes & fees
3 Mar - 4 Mar
9.6/10 Exceptional! (1,018 reviews)
"This is a beautiful place in the villages where there is so much to see and do with lots of live music and restaurants and it’s very clean and quaint and lots of friendly people!"

Reviewed on 22 Feb,2025

Brownwood Hotel & Spa
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
3 out of 5
850 South US Hwy 27/441, Lady Lake, FL
Fully refundableReserve now, pay when you stay
The price is S$140 per night from 16 Mar to 17 Mar
S$140
includes taxes & fees
16 Mar - 17 Mar
7.8/10 Good! (1,010 reviews)
"Everything was good"

Reviewed on 23 Feb,2025

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
See all 1,956 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 S$967. 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.

Popular places to visit

The Villages Market Square

4/5(1 review)

You can browse for the perfect souvenirs at The Villages Market Square during your trip to The Villages. Wander the lakeside in this quaint area.

The Villages Market Square

Glenview Champions Country Club

Enjoy a round of golf in The Villages at Glenview Champions Country Club. While in this family-friendly area, you can savour the top-notch restaurants.

Glenview Champions Country Club

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

S$74
per adult
100% of travellers recommend
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.