
Middleburg Vacations from $248
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The Latest Middleburg vacation packages
Price found within the past 48 hours. Click for updated prices.

Wyndham Garden Jacksonville
Southside
Price was $346, price is now $248 per person
$248
per person
Nov 8 - Nov 12
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
7.8/10 Good! (1,717 reviews)
We heard people getting ice all night long. And one person with a very loud voice was in the hallway while on her cell using the speaker phone. It must have been 3 in the morning. This wasn't the fault of the hotel. Other than that it was a nice stay at a reasonable price. The location was near restaurants and major highways. We will definitely return.
Reviewed on Aug 26, 2025

DoubleTree by Hilton Hotel Jacksonville Riverfront
Downtown Jacksonville
Save 100% on your flight
Price was $539, price is now $359 per person
$359
per person
Nov 8 - Nov 12
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
6.6/10 (1,369 reviews)
The building is beautiful and is situated right by the St. John's Riverwalk and the Friendship Fountain, which are gorgeous. It was quiet and the room was clean.
However, the bathroom was very small and the tub/shower was very awkward and difficult to get in and out of safely. There was no counter space and it was difficult to get hot water without losing water pressure. There was no refrigerator in the room and no streaming options on the TV.
Overall, since we had other things to do in Jax and spent a limited amount of time in the room, we just dealt with it, but it was far from the best hotel experience I've had.
Reviewed on Aug 16, 2025


WaterWalk Extended Stay by Wyndham Jacksonville Deerwood Pk
Southside
Price was $402, price is now $290 per person
$290
per person
Nov 8 - Nov 12
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.8/10 Excellent! (625 reviews)
This property was wonderful. Very clean, rooms are great with a kitchen and laundry in room. The only thing we did not
Like is that the AC shuts completely off when you leave. So we came back to a room that was 75 degrees after being in the heat all day at a soccer tournament. It was a constant battle to keep the room
Cool.
Reviewed on Aug 26, 2025

Seaside Amelia Inn
Save 100% on your flight
Price was $514, price is now $377 per person
$377
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,014 reviews)
The property is in need of some updating. The A/C is loud, the bed mattress was wobbly and the pillows too hard. The pool deck needs replacing. We struggled opening and locking the balcony door. The good news is the beachfront location, which, of course, is the whole point of a beach vacation.
Reviewed on Aug 21, 2025
Middleburg Hotel Deals

Hyatt Regency Jacksonville
225 E Coastline Dr, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $172 total per night from Aug 31 to Sep 1
$172 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (1,266 reviews)
"Staff was very helpful."
Reviewed on Aug 25, 2025

Wyndham Garden Jacksonville
4660 Salisbury Road, I-95 Exit 344 (Butler Boulevard), Jacksonville, FL
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Sep 2 to Sep 3
$79 total
Sep 2 - Sep 3
Total with taxes and fees
7.6/10 Good! (1,728 reviews)
"Front desk staff was very helpful with kids."
Reviewed on Aug 23, 2025

Apm Inn and Suite
510 Lane Ave S, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$49 nightly
The price is $56 total per night from Sep 10 to Sep 11
$56 total
Sep 10 - Sep 11
Total with taxes and fees
6.4/10 (882 reviews)
"Doable."
Reviewed on Aug 21, 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.
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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.