Jefferson County Vacations & Trips from $303
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 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 Jefferson County Vacation
Our Jefferson County vacation packages make it a cinch to immerse yourself in this alluring destination. From its history to all its other fascinating highlights, there's no shortage of reasons to go. A trip to Jefferson County offers so much to see and do. Not sure where to kick off your itinerary? Monticello is one of the most popular cities to stay here. Quit dreaming and get packing, because your Jefferson County vacation is only clicks away with Expedia.
The Latest Jefferson County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
St James Bay Golf & Pickleball Resort
Save 100% on your flight
per person
Sep 20 - Sep 23
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Tallahassee (TLH)
9/10 Wonderful! (341 reviews)
The resort was very pretty. Grounds are well kept. Facilities are in nice condition. Pretty cool that you have your own washer/dryer in the villas. If you want a beach, there isn't too much close by. Carrabelle beach is about 20 minutes away, nice, but small, and no shops or restaurants near.
St. George Island is about 30 minutes. Worth the drive. Good beach, lots of shops, lighthouse & museum, etc.
Reviewed on Jun 16, 2025
BOB Hotels Tallahassee - Boutique on Budget
per person
Sep 27 - Oct 2
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Tallahassee (TLH)
9/10 Wonderful! (1,224 reviews)
The Boutique was well designed, and inviting, it did have a funny smell, upon the entry inside at and around the guest service like old wet wood, the rooms were clean but had a smell of urine. The air conditioning felt wet and no ventilation such as a fan in the bathroom.
Reviewed on Jul 16, 2025
Days Inn & Suites by Wyndham Tallahassee Conf Center I-10
per person
Sep 27 - Oct 2
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Tallahassee (TLH)
6.4/10 (1,002 reviews)
Excellent service from the nice Jamaican lady! She was extremely professional and courteous…
Reviewed on Jul 7, 2025
Find the Best Jefferson County Vacation Packages
Jefferson County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tallahassee Intl. Airport (TLH) |
Top Sights | Letchworth-Love Mounds Archaeological State Park, Monticello Jefferson County Chamber of Commerce and Letchworth-Love Mounds Archaeological State Park |
Jefferson County Hotel Deals
BOB Hotels Tallahassee - Boutique on Budget
1695 Capital Circle N.W, Tallahassee, FL
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $84 total per night from Aug 3 to Aug 4
$84 total
Aug 3 - Aug 4
Total includes taxes and fees
9/10 Wonderful! (1,238 reviews)
THE BOB
"THE BOB was friendly, clean, tasty and well priced. You can't ask for more than that. The End We will be back."
Reviewed on Jul 14, 2025
La Quinta Inn by Wyndham Tallahassee North
2905 N Monroe St, Tallahassee, FL
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $59 total per night from Jul 27 to Jul 28
$59 total
Jul 27 - Jul 28
Total includes taxes and fees
5/10 (1,013 reviews)
"Good experience"
Reviewed on Jul 7, 2025
Hyatt House Tallahassee Capitol – University
1100 RAILROAD AVENUE, Tallahassee, FL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Jul 27 to Jul 28
$110 total
Jul 27 - Jul 28
Total includes taxes and fees
8.8/10 Excellent! (1,539 reviews)
"We forgot a backpack in the room and didn't realize until hours later when we were already home. They found the backpack and after sending a label, promptly shipped it to us. Thanks so much!"
Reviewed on Jul 15, 2025
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.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Jefferson County
- Vacations and getaways similar to Jefferson County
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.