Fairfield Vacations from $340

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The Latest Fairfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
Price was $447, price is now $340 per person
$340
per person
May 29 - Jun 2
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
9/10 Wonderful! (1,994 reviews)
A comfortable room and some nice outdoor features (pretty and sparkling clean pool, outdoor fireplace and television seating area, beautiful trees full of Spanish moss) made our stay very pleasant.

Reviewed on Apr 9, 2026

The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Price was $916, price is now $777 per person
$777
per person
May 29 - May 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
9.8/10 Exceptional! (626 reviews)
Great hotel very clean

Reviewed on Apr 7, 2026

Candlewood Suites Ocala I-75 by IHG

Candlewood Suites Ocala I-75 by IHG

2.5 out of 5
Price was $451, price is now $392 per person
$392
per person
May 29 - Jun 2
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
9.2/10 Wonderful! (455 reviews)
Was a very nice room. First room we were sent to was not cleaned. Bed was unmade. We were given a new room in a very timely manner. Person at reception was super nice.

Reviewed on Apr 5, 2026

The Riding Academy Hotel

The Riding Academy Hotel

2.5 out of 5
Price was $917, price is now $814 per person
$814
per person
May 29 - May 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
9.8/10 Exceptional! (837 reviews)
Gorgeous property and grounds, spacious room, and friendly staff. Bed was comfortable and room was clean. The room was a bit hot when we first arrived due to the sun shining directly through the window. We closed the drapes and turned down the air a couple of notches and it cooled down very quickly. Look forward to staying here again.

Reviewed on Apr 7, 2026

Hilton Ocala

Hilton Ocala

3.5 out of 5
Price was $719, price is now $654 per person
$654
per person
May 29 - May 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
8.6/10 Excellent! (1,005 reviews)
There was hair in the bed and on the wall in the shower. The shower head holder was broken and it would only attach to the wall about stomach height and would spray water all onto the bathroom floor.

Reviewed on Apr 7, 2026

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Fairfield Hotel Deals

Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $103 total per night from Apr 27 to Apr 28
$103 total
Apr 27 - Apr 28
Total with taxes and fees
9/10 Wonderful! (2,014 reviews)
One of the nicest motels I've stayed in. The staff was friendly. The breakfast was amazing. And the property was very pretty and well maintained. Very nice motel.

Reviewed on Apr 9, 2026

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
$62 nightly
The price is $69 total per night from Apr 21 to Apr 22
$69 total
Apr 21 - Apr 22
Total with taxes and fees
7.8/10 Good! (566 reviews)
Very clean room breakfast not really a breakfast. I would stay again

Reviewed on Apr 3, 2026

Days Inn by Wyndham Ocala North
Sleep Inn & Suites University/Shands

Sleep Inn & Suites University/Shands

2.5 out of 5
4110 SW 40th Boulevard Gainesville FL
Fully refundable
$90 nightly
The price is $101 total per night from May 6 to May 7
$101 total
May 6 - May 7
Total with taxes and fees
8.8/10 Excellent! (1,157 reviews)
There was a strong mildew smell. The shower curtain smell like if they were not properly dried.

Reviewed on Apr 8, 2026

Sleep Inn & Suites University/Shands
See all 781 properties in Fairfield
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.

Find the Best Fairfield Vacation Packages

Fairfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Gainesville Regional Airport (GNV)

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Frequently asked questions

How much does a Fairfield vacation package cost?
Offering great value package deals from $340 on Expedia, you'll be surprised at how little a vacation to Fairfield costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Fairfield?
April, May and June are the best times to look for cheap Fairfield vacation packages. Traveling in quieter months means you can typically find better prices on accommodations and flights.
How many days is enough for Fairfield?
Generally, a handful of days is enough to tick off the main sights during your Fairfield vacation. But if you'd like to have more time to chill out or go on day trips, think about extending your itinerary.
How to find the best Fairfield package deals?
Begin your search for a Fairfield package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Fairfield package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Fairfield getaway off to a flying start.
Is it cheaper to book a Fairfield vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Fairfield vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Fairfield?
If you're planning a spur-of-the-moment Fairfield vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Fairfield vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Fairfield break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.