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.

Hemingway Hotels: Cheap Accommodation in Hemingway

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

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Our top choices for Hemingway hotels

1. Home2 Suites by Hilton Wildwood the Villages

4.1 km from Hemingway

John

includes taxes & fees

24 Sept - 25 Sept

2. The Waterfront Inn

Lake Sumter Landing, 4.4 km from Hemingway

Cesar

includes taxes & fees

20 Sept - 21 Sept

Suite, 1 King Bed with Sofa bed | Private kitchenette

3. Brownwood Hotel & Spa

5.8 km from Hemingway

Parker

includes taxes & fees

16 Sept - 17 Sept

4. Hampton Inn & Suites Lady Lake/The Villages

6.8 km from Hemingway

Nina

includes taxes & fees

20 Sept - 21 Sept

5. Comfort Inn & Suites Wildwood - The Villages

7.8 km from Hemingway

Luis

includes taxes & fees

30 Sept - 1 Oct

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

6.8 km from Hemingway

Stefan

includes taxes & fees

23 Sept - 24 Sept

Suite, 1 King Bed with Sofa bed, Non Smoking, Hot Tub

7. Comfort Suites Lady Lake - The Villages

8.7 km from Hemingway

David

includes taxes & fees

20 Sept - 21 Sept

8. TownePlace Suites by Marriott at The Villages

8.2 km from Hemingway

Ann

includes taxes & fees

24 Sept - 25 Sept

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

8.6 km from Hemingway

alexandra

includes taxes & fees

8 Oct - 9 Oct

Standard Room, 1 King Bed, Non Smoking, Jetted Tub

10. Best Western Plus Chain of Lakes Inn & Suites

9.4 km from Hemingway

RODOLFO

includes taxes & fees

10 Sept - 11 Sept

Desk, laptop workspace, free WiFi, bed sheets

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

4.9 km from Hemingway

Shoncy

includes taxes & fees

17 Sept - 18 Sept

12. SureStay Plus Hotel by Best Western The Villages

8.6 km from Hemingway

Judith

includes taxes & fees

20 Sept - 21 Sept

13. Wingate by Wyndham Leesburg Florida

8 km from Hemingway

Kirsten

includes taxes & fees

1 Oct - 2 Oct

14. Hotel Eastport

12 km from Hemingway

HOLLY

includes taxes & fees

10 Sept - 11 Sept

Desk, laptop workspace, iron/ironing board, free cots/infant beds

15. Days Inn by Wyndham Wildwood I-75

11.9 km from Hemingway

Richard

includes taxes & fees

11 Sept - 12 Sept

16. Quality Inn & Suites Leesburg Chain of Lakes

9.6 km from Hemingway

Robert

includes taxes & fees

4 Oct - 5 Oct

17. Hampton Inn Leesburg/Tavares

17.8 km from Hemingway

Juanita

includes taxes & fees

15 Sept - 16 Sept

18. TownePlace Suites by Marriott Leesburg

12.7 km from Hemingway

Henry

includes taxes & fees

13 Sept - 14 Sept

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

11.2 km from Hemingway

Michelle

includes taxes & fees

28 Sept - 29 Sept

20. Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

17.9 km from Hemingway

Jerome

includes taxes & fees

1 Oct - 2 Oct

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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.

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.

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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.

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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.

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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.

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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.

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Top Hemingway Hotel Reviews

Recent Reviews in Hemingway

Comfort Suites Lady Lake - The Villages

8/10 Good

"Again I find the bathrooms not up to snuff.. the caulk it nasty, missing molding etc"

Holiday Inn Express & Suites Wildwood The Villages by IHG

8/10 Good

"Hotel was pretty new and clean. Room that we booked was not available so they changed us to a queen room instead which was fine. bathroom was pretty clean. Bed Sheets did not smell clean/fresh. Staff at front desk was very pleasant and check in was very fast."

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

10/10 Excellent

"I had never been to the area so I had booked the reservation and when I flew in come to find out the hotel was 45 minutes to an hour away from my daughter and my granddaughter who I was visiting the hotel was great for understanding my dilemma and totally refunded my money my one night stay there I observed clean rooms clean hallway no loud ruckus and the staff was very helpful and kind."

Hotel Eastport

10/10 Excellent

"My Husband and I booked this hotel for a weekend getaway last minute. We were pleasantly surprised when we arrived at the location to see all the shops and restaurants on sight. Everything is new so not all the businesses were open quite yet. The property was very clean and adequately staffed. It had wonderful amenities to choose from. Our room was very clean and had "almost" everything we needed. Don't want to sound like a complainer but you need to know that the rooms do not have coffee makers or microwaves. They do have complementary coffee down in the lobby for registered guests and food options for purchase. Overall we would definitely stay here again! We had a wonderful stay!"

Hemingway Hotels, The Villages

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Hemingway hotels

1. Home2 Suites by Hilton Wildwood the Villages

2. The Waterfront Inn

3. Brownwood Hotel & Spa

4. Hampton Inn & Suites Lady Lake/The Villages

5. Comfort Inn & Suites Wildwood - The Villages

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

7. Comfort Suites Lady Lake - The Villages

8. TownePlace Suites by Marriott at The Villages

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

10. Best Western Plus Chain of Lakes Inn & Suites

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

12. SureStay Plus Hotel by Best Western The Villages

13. Wingate by Wyndham Leesburg Florida

14. Hotel Eastport

15. Days Inn by Wyndham Wildwood I-75

16. Quality Inn & Suites Leesburg Chain of Lakes

17. Hampton Inn Leesburg/Tavares

18. TownePlace Suites by Marriott Leesburg

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

20. Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Our guide on where to stay in Hemingway

Lake Sumter Landing

Virginia Trace

Sunset Pointe

Duval

Bonita

Top Hemingway Hotel Reviews

Recent Reviews in Hemingway

Comfort Suites Lady Lake - The Villages

Frequently asked questions

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