Fairfield Vacations from $277

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The Latest Fairfield vacation packages

Price found within the past 48 hours. Click for updated prices.
High Springs Country Inn

High Springs Country Inn

2 out of 5
Price was $341, price is now $277 per person
$277
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
New York (NYC) to Gainesville (GNV)
8/10 Very Good! (6 reviews)
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
Save 100% on your flight
Price was $487, price is now $292 per person
$292
per person
Nov 8 - Nov 14
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
9/10 Wonderful! (1,545 reviews)
There is a gap under the door, so it got humid and sticky at night.

Reviewed on Aug 29, 2025

The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Save 100% on your flight
Price was $1,099, price is now $759 per person
$759
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Gainesville (GNV)
9.8/10 Exceptional! (530 reviews)
Probably the beautiful hotel we've ever experienced.

Reviewed on Aug 22, 2025

Holiday Inn Express & Suites Alachua - Gainesville Area by IHG

Holiday Inn Express & Suites Alachua - Gainesville Area by IHG

3.5 out of 5
Price was $714, price is now $577 per person
$577
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Gainesville (GNV)
9.4/10 Exceptional! (1,015 reviews)
Great place to stay plus so clean-up, breakfast very delicius!!!!

Reviewed on Aug 27, 2025

Americas Best Value Inn Alachua

Americas Best Value Inn Alachua

2 out of 5
Price was $579, price is now $484 per person
$484
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Gainesville (GNV)
4.8/10 (576 reviews)
Good people that work there.

Reviewed on Aug 22, 2025

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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
$90 nightly
The price is $100 total per night from Sep 3 to Sep 4
$100 total
Sep 3 - Sep 4
Total with taxes and fees
Equus Inn Ocala
The Riding Academy Hotel

The Riding Academy Hotel

2.5 out of 5
1615 NW 81st Ter Rd, Ocala, FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $244 total per night from Sep 1 to Sep 2
$244 total
Sep 1 - Sep 2
Total with taxes and fees
9.8/10 Exceptional! (638 reviews)
"Perfect as always"

Reviewed on Aug 26, 2025

The Riding Academy Hotel
Motel 6 Ocala, FL - Conference Center

Motel 6 Ocala, FL - Conference Center

2 out of 5
3810 NW Blitchton Road, Ocala, FL
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $61 total per night from Sep 7 to Sep 8
$61 total
Sep 7 - Sep 8
Total with taxes and fees
Motel 6 Ocala, FL - Conference Center
See all 635 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.

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Frequently asked questions

How much does a Fairfield vacation package cost?
Offering great value package deals from $277 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.