Chatham Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Chatham

Find the best Chatham areas and neighborhoods for the activities you enjoy most. Learn more about Chatham
The Villages, 120K active adults... and their toys! 😬

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.

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Top hotels in Chatham

Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,841 reviews)
Clean rooms comfy bed, friendly staff with an ok breakfast. Very good for the price Only suggestion is don’t get a room facing the road- cars and trucks can be noisy

Reviewed on 7 Feb 2026

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Equus Inn Ocala
Days Inn by Wyndham Ocala North

Days Inn by Wyndham Ocala North

2 out of 5
3811 NW Blitchton Road Ocala FL
Fully refundableReserve now, pay when you stay
The price is 1.752.705 ₫ per night from 10 Feb to 11 Feb
1.752.705 ₫
1.954.201 ₫ total
10 Feb - 11 Feb
includes taxes & fees
7.8/10 Good! (475 reviews)
Not spotless but not by any means dirty. Was a very nice stay! Staff is really sweet and they do come by to give fresh towels an take your sheets daily.

Reviewed on 1 Feb 2026

Days Inn by Wyndham Ocala North
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
9.2/10 Wonderful! (1,316 reviews)
I had a wonderful experience ❤️❤️❤️

Reviewed on 4 Feb 2026

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The Waterfront Inn
See all 2,505 properties in Chatham
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 1null000null000 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.

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

Cane Garden Country Club

Enjoy a round of golf in The Villages at Cane Garden Country Club. Discover the cafes and entertainment venues in this family-friendly area.

Cane Garden Country Club