Find Winery Hotels in Uptown, FL

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Top Uptown Winery Hotels

Lobby
Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District

2.5 star property
Uptown
9.2 out of 10, Wonderful, (605)
"Hotel was clean and staff was friendly. "
United States
Margareth
$127 nightly
The price is $142
Nov 30 - Dec 1
Total with taxes and fees
Hampton Inn St. Augustine Downtown Historic District
Property grounds
Uptown Classic 3 | Effortless Exploration of STA

Uptown Classic 3 | Effortless Exploration of STA

Uptown
10.0 out of 10, Exceptional, (2)
"Wonderful weekend getaway! The beds were very comfortable and the towels extra plush. We appreciated the quick responses and accommodations from the host. The unit is located less than half a mile from everything and we were able to walk and enjoy each day. "
United States
Christina G.
$312 nightly
The price is $344
Dec 10 - Dec 11
Total with taxes and fees
Uptown Classic 3 | Effortless Exploration of STA
Terrace/patio
Uptown Charmer|1mile walk to DT|2miles Vilano BCH

Uptown Charmer|1mile walk to DT|2miles Vilano BCH

Uptown
9.8 out of 10, Exceptional, (12)
"Clean and everything you need for a lovely stay…screened in deck was super peaceful"
United States
Leon W.
$420 nightly
The price is $463
Nov 25 - Nov 26
Total with taxes and fees
Uptown Charmer|1mile walk to DT|2miles Vilano BCH
Interior
COMFY DOWNTOWN SPACE

COMFY DOWNTOWN SPACE

Uptown
9.4 out of 10, Exceptional, (59)
"Cozy clean property with 2 ply toilet paper! Great walking distance within all the sites. "
United States
Greg E.
$150 nightly
The price is $165
Dec 2 - Dec 3
Total with taxes and fees
COMFY DOWNTOWN SPACE
Beach
Uptown Classic 2 | Effortless Exploration of STA

Uptown Classic 2 | Effortless Exploration of STA

Uptown
$319 nightly
The price is $353
Nov 30 - Dec 1
Total with taxes and fees
Uptown Classic 2 | Effortless Exploration of STA
Fridge, microwave, oven, stovetop
Historic Full House 2min walk to Historic Downtown with 75" 8K TV & Gas Grill

Historic Full House 2min walk to Historic Downtown with 75" 8K TV & Gas Grill

Uptown
9.4 out of 10, Exceptional, (34)
"What a great place! Clean & adorably decorated! Location was perfect! We truly enjoyed our stay and would highly recommend it to anyone staying in St Augustine. "
United States
Barb M.
$263 nightly
The price is $290
Dec 4 - Dec 5
Total with taxes and fees
Historic Full House 2min walk to Historic Downtown with 75" 8K TV & Gas Grill
Fridge, microwave, coffee/tea maker, toaster
Adorable Guest House walking distance to Historic St. Augustine!

Adorable Guest House walking distance to Historic St. Augustine!

Uptown
10.0 out of 10, Exceptional, (182)
"Property was very convenient to town, clean, and quiet. Very enjoyable."
United States
Gregg D.
$279 nightly
The price is $307
Nov 23 - Nov 24
Total with taxes and fees
Adorable Guest House walking distance to Historic St. Augustine!
Fridge, microwave, oven, stovetop
Pet Friendly Oceanfront Retreats Unbeatable Discounts on Your Seaside Sanctuary!

Pet Friendly Oceanfront Retreats Unbeatable Discounts on Your Seaside Sanctuary!

Uptown
9.0 out of 10, Wonderful, (11)
"Totally enjoyed our stay and this house was perfect for our needs with its location and so comfy. Great , communicative host too. "
United States
Joseph R.
$767 nightly
The price is $846
Dec 10 - Dec 11
Total with taxes and fees
Pet Friendly Oceanfront Retreats Unbeatable Discounts on Your Seaside Sanctuary!
Terrace/patio
Walker House c1888-Nat'l Reg of Historic Places

Walker House c1888-Nat'l Reg of Historic Places

Uptown
10.0 out of 10, Exceptional, (16)
"This is a beautiful property. We really enjoyed staying here."
United States
Corrine M.
$747 nightly
The price is $823
Nov 25 - Nov 26
Total with taxes and fees
Walker House c1888-Nat'l Reg of Historic Places
Exterior detail
Pet friendly Iconic Magnolia Ave, Fountain of Youth, 4 min to beach & Downtown

Pet friendly Iconic Magnolia Ave, Fountain of Youth, 4 min to beach & Downtown

Uptown
10.0 out of 10, Exceptional, (5)
"Host was great ! I will come back again"
United States
Kiley W.
$517 nightly
The price is $570
Nov 23 - Nov 24
Total with taxes and fees
Pet friendly Iconic Magnolia Ave, Fountain of Youth, 4 min to beach & Downtown
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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Top Uptown Hotel Reviews

Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection

10/10 Excellent
"Excellent service "
Narvinder 1-night trip
Posted 3 days ago
Casa Monica Resort & Spa, Autograph Collection

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