A residential area with houses, roads, and a lake.

Hemingway Hotels, The Villages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Hemingway hotels

An outdoor patio area with seating arrangements, a fire pit, and string lights.

1. Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
3.0 star property
4.1 km from Hemingway
9.6 out of 10, Exceptional, (460 reviews)
"Great stay"
United States
Nicole
The price is AU$172
includes taxes & fees
22 Nov - 23 Nov
Home2 Suites by Hilton Wildwood the Villages
A spacious lounge area with a long wooden table, multiple seating options including chairs and sofas, and a patterned carpet.

2. Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages
3.0 star property
6.8 km from Hemingway
9.0 out of 10, Wonderful, (1,001 reviews)
"The place was very welcoming, clean, the breakfast was very good, and the parking very comfortable."
United States
ARMANDO
The price is AU$159
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn & Suites Lady Lake/The Villages
An outdoor patio area with tables and chairs, surrounded by lush greenery and a pool.

3. Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages
2.5 star property
8.7 km from Hemingway
9.0 out of 10, Wonderful, (1,002 reviews)
"Location was perfect to shops and restaurants"
United States
Iriana
The price is AU$144
includes taxes & fees
30 Nov - 1 Dec
Comfort Suites Lady Lake - The Villages
A waterfront hotel with multiple balconies, a central tower, and a restaurant named "The Waterfront."

4. The Waterfront Inn

The Waterfront Inn
3.0 star property
Lake Sumter Landing, 4.4 km from Hemingway
9.4 out of 10, Exceptional, (1,585 reviews)
"A lovely stay, staff were fabulous."
United States
Sandy
The price is AU$172
includes taxes & fees
2 Dec - 3 Dec
The Waterfront Inn
A hotel room with two beds, a desk with a lamp, a TV, and a window with curtains.

5. Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages
2.5 star property
7.8 km from Hemingway
8.6 out of 10, Excellent, (1,003 reviews)
"Wonderful friendly people/staff"
United States
Patricia
The price is AU$155
includes taxes & fees
29 Nov - 30 Nov
Comfort Inn & Suites Wildwood - The Villages
An outdoor patio area with seating, a fire feature, and a covered walkway.

6. TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages
3.0 star property
8.2 km from Hemingway
8.6 out of 10, Excellent, (1,002 reviews)
"Very clean and great staff"
United States
Melissa
The price is AU$142
includes taxes & fees
13 Dec - 14 Dec
TownePlace Suites by Marriott at The Villages
A modern dining area with a pool view, large windows, and a clean, contemporary design.

7. Holiday Inn Express Hotel & Suites The Villages by IHG

Holiday Inn Express Hotel & Suites The Villages by IHG
2.5 star property
8.6 km from Hemingway
8.4 out of 10, Very good, (1,000 reviews)
"Excellent hotel I would stay there again."
United States
Stephen
The price is AU$142
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express Hotel & Suites The Villages by IHG
A hotel room with a bed, bedside tables, a desk, a chair, a large window with curtains, a bathtub, and a ceiling light.

8. Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites
2.5 star property
9.4 km from Hemingway
8.4 out of 10, Very good, (1,001 reviews)
"Great staff clean rooms"
United States
MaryJo
The price is AU$125
includes taxes & fees
18 Nov - 19 Nov
Best Western Plus Chain of Lakes Inn & Suites
A hotel room with a bed, a desk, a microwave, and a television.

9. Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
3.0 star property
6.8 km from Hemingway
8.4 out of 10, Very good, (1,001 reviews)
"It was an amazing stay!!!"
United States
Shakece
The price is AU$119
includes taxes & fees
30 Nov - 1 Dec
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
A corridor with glass doors leading to a room, stone walls, and wooden beams.

10. Brownwood Hotel & Spa

Brownwood Hotel & Spa
3.0 star property
5.8 km from Hemingway
9.8 out of 10, Exceptional, (1,510 reviews)
"excellent place to stay"
United States
Nicholas
The price is AU$217
includes taxes & fees
2 Dec - 3 Dec
Brownwood Hotel & Spa
A modern kitchen with a built-in stove, a refrigerator, and a countertop.

11. Extended Stay America Select Suites - Wildwood - The Villages

Extended Stay America Select Suites - Wildwood - The Villages
2.0 star property
4.9 km from Hemingway
8.2 out of 10, Very good, (152 reviews)
"Very clean Also convenient location. Good place to stay."
United States
Michael
The price is AU$121
includes taxes & fees
30 Nov - 1 Dec
Extended Stay America Select Suites - Wildwood - The Villages
A hotel room with two beds, a TV, a desk, and a chair.

12. SureStay Plus Hotel by Best Western The Villages

SureStay Plus Hotel by Best Western The Villages
2.5 star property
8.6 km from Hemingway
8.2 out of 10, Very good, (884 reviews)
"Our visit was great! A quiet and clean room to rest and relax!"
United States
Debbie
The price is AU$116
includes taxes & fees
6 Dec - 7 Dec
SureStay Plus Hotel by Best Western The Villages
A hotel with a modern design, featuring a large glass facade and a reflection in the water.

13. Hotel Eastport

Hotel Eastport
2.0 star property
12 km from Hemingway
9.6 out of 10, Exceptional, (306 reviews)
"Excellent location"
United States
Jonnathan
The price is AU$165
includes taxes & fees
15 Nov - 16 Nov
Hotel Eastport
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a large pillar.

14. Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida
3.0 star property
8 km from Hemingway
6.8 out of 10, (837 reviews)
"Place , dirty under construction most guest are drug addicts and home less people good location but needs better management and needs better breakfast ."
United Kingdom
john
The price is AU$95
includes taxes & fees
23 Nov - 24 Nov
Wingate by Wyndham Leesburg Florida
A hotel room with a bed, a TV, a wardrobe, a desk, and a bathroom.

15. Quality Suites Wildwood - The Villages

Quality Suites Wildwood - The Villages
2.5 star property
12.3 km from Hemingway
7.8 out of 10, Good, (719 reviews)
"Great hotel for the price, it is well worth the money!"
United States
Jay J
The price is AU$118
includes taxes & fees
13 Dec - 14 Dec
Quality Suites Wildwood - The Villages
An outdoor patio with wicker furniture, a fire pit, and a stone wall.

16. TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg
3.0 star property
12.7 km from Hemingway
9.0 out of 10, Wonderful, (434 reviews)
"Convenient to where I needed to be"
United States
Stephen
The price is AU$172
includes taxes & fees
22 Nov - 23 Nov
TownePlace Suites by Marriott Leesburg
A modern hotel reception area with a reception desk, seating area, and a view of the lobby.

17. Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG
3.5 star property
11.2 km from Hemingway
9.4 out of 10, Exceptional, (1,001 reviews)
"It was a great stay."
United States
Jessica
The price is AU$149
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express & Suites Wildwood The Villages by IHG
A hotel room with two beds, a TV, a desk, and a painting of a sunset over a pier.

18. Days Inn by Wyndham Wildwood I-75

Days Inn by Wyndham Wildwood I-75
2.0 star property
11.9 km from Hemingway
7.0 out of 10, Good, (927 reviews)
"Staff was very nice room was clean and had coffee pot in room Nice for one night stay"
United States
Robert or Sally
The price is AU$119
includes taxes & fees
18 Nov - 19 Nov
Days Inn by Wyndham Wildwood I-75
A rectangular pool with a blue border, surrounded by palm trees and lounge chairs.

19. Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes
2.5 star property
9.6 km from Hemingway
6.6 out of 10, (561 reviews)
"The lobby smelled like smoke, but my room was nice and clean. The bed/pillows were extremely comfortable."
United States
Melanie
The price is AU$111
includes taxes & fees
23 Nov - 24 Nov
Quality Inn & Suites Leesburg Chain of Lakes
A hotel room with a bed, nightstands, a desk, a chair, a window with curtains, and a door.

20. Red Roof Inn Wildwood, FL - The Villages I-75

Red Roof Inn Wildwood, FL - The Villages I-75
2.0 star property
12.2 km from Hemingway
7.2 out of 10, Good, (273 reviews)
"The Room was huge, it was confortable, the A/C was good."
United States
Juan
The price is AU$114
includes taxes & fees
18 Nov - 19 Nov
Red Roof Inn Wildwood, FL - The Villages I-75
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.
View all properties

Compare popular hotels in Hemingway

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
An outdoor patio area with seating arrangements, a fire pit, and string lights.
Home2 Suites by Hilton Wildwood the Villages
3.0 star property
9.6
Exceptional
460 reviews
View
A waterfront hotel with multiple balconies, a central tower, and a restaurant named "The Waterfront."
The Waterfront Inn
3.0 star property
9.4
Exceptional
1,585 reviews
View
A corridor with glass doors leading to a room, stone walls, and wooden beams.
Brownwood Hotel & Spa
3.0 star property
9.8
Exceptional
1,510 reviews
View
An outdoor patio area with tables and chairs, surrounded by lush greenery and a pool.
Comfort Suites Lady Lake - The Villages
2.5 star property
9.0
Wonderful
1,002 reviews
View
A spacious lounge area with a long wooden table, multiple seating options including chairs and sofas, and a patterned carpet.
Hampton Inn & Suites Lady Lake/The Villages
3.0 star property
9.0
Wonderful
1,001 reviews
View

Hotels recommended for families in Hemingway

An outdoor patio area with seating arrangements, a fire pit, and string lights.

Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
3.0 star property
Wildwood
9.6 out of 10, Exceptional, (460)
The price is AU$172
includes taxes & fees
22 Nov - 23 Nov
Home2 Suites by Hilton Wildwood the Villages

Our guide on where to stay in Hemingway

Find the best Hemingway areas for the activities you enjoy most.
Two blue boats docked at a pier with a lighthouse in the background.
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Lake Sumter Landing

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

A golf course with sand bunkers, trees, and residential areas.

Virginia Trace

Virginia Trace might not have many top sights, but The Villages Market Square and Lake Sumter are two attractions nearby that you can check out.

A grove of trees with Spanish moss.

Sunset Pointe

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

A pathway lined with palm trees and a building with a red roof in the background.

Duval

When in Duval, you can plan a visit to Cane Garden Country Club and The Villages Market Square, some noteworthy sights in the nearby area.

Bonita

Bonita might not have many top sights, but Cane Garden Country Club and The Villages Market Square are two attractions nearby that you can check out.

Top Hemingway Hotel Reviews

Recent Reviews in Hemingway

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

10/10 Excellent
"Nicee"
Mark 1-night trip
Posted 18 hours ago
Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Frequently asked questions

When is the best time to go to Hemingway?
The best time to visit Hemingway, Florida, is from March to May and again from September to November, when the weather is most pleasant for exploring.

During these spring and autumn months, you'll find comfortable temperatures, typically ranging from the low 20s to high 20s Celsius. This avoids the intense heat and humidity of summer, as well as the slightly cooler, but still mild, winter period. It's ideal for enjoying outdoor activities like walks along the Hemingway River or exploring the historic downtown without feeling overwhelmed by the heat.

For couples looking for a relaxed getaway, these shoulder seasons offer a superb balance. The crowds are generally smaller than during peak summer, meaning you can enjoy the local eateries, art galleries, and boutique shops at a more leisurely pace.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Hemingway hotel for you.
How can I save on a hotel booking in Hemingway with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Hemingway hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Hemingway?
Hotel prices in Hemingway often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.

Explore a world of travel with Expedia