Chatham Holidays
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Where to stay in Chatham
Find the best Chatham areas and neighborhoods for the activities you enjoy most. Learn more about Chatham
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.
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.
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.
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.
Pennecamp
When in Pennecamp, you can plan a visit to Cane Garden Country Club and The Villages Market Square, some noteworthy sights in the nearby area.
Top hotels in Chatham
Equus Inn Ocala
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
Rp1.264.321
Rp1.409.538 total
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (2,348 reviews)
"My first impression was the price was very affordable for the level of hotel, that was a good experience. We arrived pretty late in the middle of the night and when I called ahead to let them know, they answered the phone pretty fast and gave information, when I arrived the registration was ready ..."
Reviewed on 19 Aug 2026
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
Rp1.883.551
Rp2.015.399 total
3 Sept - 4 Sept
includes taxes & fees
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
Rp1.982.325
Rp2.121.113 total
1 Sept - 2 Sept
includes taxes & fees
9.8/10 Exceptional! (1,363 reviews)
"It is a fun and unique hotel. Always clean. Staff are always friendly. Safe and Clean!"
Reviewed on 20 Aug 2026
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 Chatham holiday package cost?
Starting from just , a package is your passport to affordable travel. Put together your Chatham adventure by picking from our huge range of hotels, flights and rental cars.
How do I get a cheap travel package to Chatham?
Crafting your own Chatham holiday package with Expedia is such a simple way to save. We offer access to over 550 airlines and 1,000,000 hotels all over the world. With such an awesome range to pick from, you'll have no issues pulling together your dream holiday.
Where should I stay in Chatham?
If you hope to check out Nancy Lopez Legacy Golf & Country Club, skip commuting and stay nearby. It's one of the best attractions in the area.
What are the top hotels in Chatham?
Whether you're planning to stay for one night or one week in Chatham, you'll get a wonderful night's rest at Sunny Home In The Villages With Pool Access. This option is popular with lots of travellers.
How far in advance should I book my Chatham holiday?
To bag discount prices, book as early as you can. Air carriers typically release flight tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, car rental and activities should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway in Chatham, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Chatham travel package include?
From hotels and flights to rental cars, Expedia can help you shape a Chatham package that's right for you. Holidaying for a week or two? Consider a hotel, flight and rental car bundle. If you can only manage a quick getaway, a hotel and airfare deal could be more your style. Experiences can also be added after you've booked. Our holiday packages make it easy to plan and save.
What should I know before booking a Chatham travel package?
Tailor deals that fit your budget with an Expedia package. Airfares, hotels, rental cars — we've got everything you need to plan your getaway. You'll save precious cash just by combining your bookings. Whether you're going on a skiing adventure or sunning yourself on a warm beach, your dream getaway is only clicks away.
Can I choose my airline with a Chatham Expedia holiday package?
You certainly can. We offer more than 550 partner airlines throughout the world, so go with the carrier that's a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Chatham holiday package?
Don't worry if you're rethinking your Chatham holiday package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally understand life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.