Find Romantic Hotels in Chatham, The Villages from $110

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Check availability on Chatham Romantic Hotels

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Chatham Romantic Hotels

Front of property - evening/night
The Waterfront Inn

The Waterfront Inn

3.0 star property
Lake Sumter Landing
9.2 out of 10, Wonderful, (1269)
"Great hotel "
United States
sherry
$129 nightly
The price is $138
Dec 7 - Dec 8
Total with taxes and fees
The Waterfront Inn
Suite, 1 King Bed with Sofa bed | Private kitchenette | Mini-fridge, coffee/tea maker
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3.0 star property
Wildwood
9.8 out of 10, Exceptional, (1065)
"The clean and spacious room made for an incredible stay. The staff is also spectacular in service and the staff are so warm here. "
United States
Jordan
$149 nightly
The price is $159
Jan 1 - Jan 2, 2026
Total with taxes and fees
Brownwood Hotel & Spa
Exterior
Hilton Garden Inn Ocala Downtown

Hilton Garden Inn Ocala Downtown

3.0 star property
Historic Downtown
7.8 out of 10, Good, (596)
"Great location "
United States
Tracy
$98 nightly
The price is $110
Dec 14 - Dec 15
Total with taxes and fees
Hilton Garden Inn Ocala Downtown
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.
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Top Chatham Hotel Reviews

Howard Johnson by Wyndham Ocala FL I-75

Howard Johnson by Wyndham Ocala FL I-75

10/10 Excellent
"Great service "
Franklin 2-night trip
Posted 3 days ago
Howard Johnson by Wyndham Ocala FL I-75
Studio 6 Ocala, FL

Studio 6 Ocala, FL

10/10 Excellent
"People "
Shannon 1-night trip
Posted 4 days ago
Studio 6 Ocala, FL

Frequently asked questions

Searching for romantic hotels in Chatham?
Are you in need of a romantic escape? If you want to see some sights and attractions in the greater Chatham area, you might head to Nancy Lopez Legacy Golf & Country Club, Spanish Springs Town Square, or The Villages Market Square. If you'd like to stay close to a particular destination, you can sort by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
What is there to do in Chatham?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all that Chatham has to offer. There's plenty to see in the greater The Villages area, so you might plan to visit Nancy Lopez Legacy Golf & Country Club, Spanish Springs Town Square, or The Villages Market Square.

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