Fairfield Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Fairfield Vacation

The lively city of Fairfield is calling your name. Immerse yourself in everything it has to offer with a Fairfield vacation package that's custom made for you. A trip to Fairfield wouldn't be complete without checking out some well-known attractions, like Rockbridge Vineyard. Stop daydreaming and start traveling. Check out the broad range of options on Expedia today and finally put your Fairfield vacation plans into action!

Fairfield Hotel Deals

Luxury cabin in the woods, 2 bedrooms plus loft

Luxury cabin in the woods, 2 bedrooms plus loft

Fairfield VA
10/10 Exceptional! (207 reviews)
"I had an excellent stay in Fairfield. The cabin was cared for and clean, the woods were serene, and the hosts went above and beyond to make me feel at home—even going so far as to leave a little birthday gift for me. I’d recommend this to anyone passing through, and especially to those looking for ..."

Reviewed on Jul 9, 2026

Get rates
Luxury cabin in the woods, 2 bedrooms plus loft
Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington

2 out of 5
2836 North Lee Highway Lexington VA
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $69 total per night from Jul 13 to Jul 14
$69 total
Jul 13 - Jul 14
Total with taxes and fees
8.2/10 Very Good! (1,393 reviews)
"Easy parking and access. Nice for long term."

Reviewed on Jul 11, 2026

Howard Johnson by Wyndham Lexington
Natural Bridge Hotel, Trademark Collection by Wyndham

Natural Bridge Hotel, Trademark Collection by Wyndham

3 out of 5
15 Appledore Ln Natural Bridge VA
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $99 total per night from Jul 19 to Jul 20
$99 total
Jul 19 - Jul 20
Total with taxes and fees
7.8/10 Good! (1,008 reviews)
"The Staff was so nice and helpful with everything. Quiet and beautiful view from the Balcony."

Reviewed on Jul 10, 2026

Natural Bridge Hotel, Trademark Collection by Wyndham
See all 1,078 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
Top Sights
Crabtree Falls, Rockbridge Vineyard and Virginia Military Institute

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Fairfield vacation package cost?
You can pick up a vacation package to this top destination on Expedia. However, how much your vacation to Fairfield costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Fairfield?
November, December and January are the best times to search for cheap Fairfield vacation packages. Choosing to travel in quieter periods means you'll typically find better prices on flights and hotels.
How many days is enough for Fairfield?
With a well-organized schedule, you can easily visit the most popular Fairfield attractions in a handful of days. But if you want to explore off the beaten track or go on day trips, consider booking your Fairfield vacation for longer.
How to find the best Fairfield package deals?
Use Expedia's filters to find some great Fairfield package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Fairfield package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Fairfield vacation as a package?
You can enjoy significant savings on your next Fairfield break by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Fairfield?
Secure fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Fairfield break.
Does Expedia offer Book Now, Pay Later Fairfield vacation packages?
Your Fairfield trip should be a relaxing escape from your busy life, not a source of money-related stress. So to give you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.