Jefferson County Vacations & Trips from $929
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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.
Top destinations in Jefferson County
Monticello
The Latest Jefferson County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
MainStay Suites
$929
per person
Dec 25 - Jan 2
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tallahassee (TLH)
8.2/10 Very Good! (787 reviews)
The hotel is listed as pet friendly. We came here to get away from a hurricane with our two pets, and they refused to let us stay. This place should be shut down.
Reviewed on Oct 11, 2026
La Familia Stay Inn
$1,823
per person
Nov 24 - Nov 30
just found
Roundtrip non-stop flight included
Boston (BOS) to Tallahassee (TLH)
6/10 (33 reviews)
It smelled like roaches. The whole place. Although i only saw 1 dead one you could let they place was invested at some point. They didn't even try to have air freshener in the room or anything.
Reviewed on Sep 29, 2026
Staybridge Suites Tallahassee by IHG
$995
per person
Dec 25 - Jan 2
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tallahassee (TLH)
9/10 Wonderful! (1,010 reviews)
This was our first visit at Staybridge and we were pleasantly pleased with the staff, inside and outside of the hotel. Breakfast food was excellent and variety of items. Dog friendly and owners very respectful of other guest.
Reviewed on Oct 9, 2026
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
$75 nightly
$84 total
Oct 13 - Oct 14
Total with taxes and fees
Motel 6 Tallahassee, FL - Downtown
1027 Apalachee Pkwy Tallahassee FL
Fully refundableReserve now, pay when you stay
$46 nightly
$52 total
Oct 18 - Oct 19
Total with taxes and fees
TRYP by Wyndham Tallahassee North I-10 Capital Circle
1978 Village Green Way Tallahassee FL
Fully refundableReserve now, pay when you stay
$88 nightly
$99 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (1,596 reviews)
"The room itself was very nice, but we arrived at night, in heavy rain, and the hotel is not easy to find. The entrance is on a hill, with parking below, so trying to unload our car was difficult. The night clerk just slid our keys across the counter and told us the elevator was behind us. There was ..."
Reviewed on Oct 11, 2026
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.
Stay near popular Jefferson County attractions
Monticello Opera House
8.0/10 (17 reviews)
You can get tickets for a performance at Monticello Opera House during your trip to Monticello. Take in the theater scene in this family-friendly area.
Monticello Jefferson County Chamber of Commerce
9.2/10 (5 reviews)
After visiting Monticello Jefferson County Chamber of Commerce, make a plan to see the other sights and activities in Monticello. You'll find more to see and do in this family-friendly area.
Letchworth-Love Mounds Archaeological State Park
10.0/10 (3 reviews)
Learn about the local history of Monticello when you take a trip to Letchworth-Love Mounds Archaeological State Park. Amble around this relaxing area's lakeside or attend a football game.
"Boots" Thomas Veteran Memorial Park
Explore the great outdoors at "Boots" Thomas Veteran Memorial Park, a lovely green space in Monticello. You'll find more to see and do in this family-friendly area.
Jefferson Country R. J. Nailer Public Library
After visiting Jefferson Country R. J. Nailer Public Library, make a plan to see the other sights and activities in Monticello. You'll find more to see and do in this family-friendly area.
Jefferson Square
You can do some window-shopping at Jefferson Square during your trip to Monticello. You'll find more to see and do in this family-friendly area.
Jefferson County Recreation Park
Explore the great outdoors at Jefferson County Recreation Park, a lovely green space in Monticello. You'll find more to see and do in this family-friendly area.
Jordan Memorial Park
After visiting Jordan Memorial Park, make a plan to see the other sights and activities in Monticello. You'll find more to see and do in this family-friendly area.
What to do in Jefferson County
Lamont: Sloth Encounter at North Florida Wildlife Center
$55
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
