Middleburg Chalets from CA $85

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Recommended hotels in Middleburg

A modern hotel entrance with a covered walkway, palm trees, and a flag.

1. Hampton Inn & Suites Middleburg

Middleburg

Lynda

CA $199 total

includes taxes & fees

Dec 7 - Dec 8

A hotel with a modern facade, multiple windows, and a sign reading 'ECHOSUITES'.

2. Echo Suites Extended Stay by Wyndham Middleburg

Middleburg

Justin

CA $139 total

includes taxes & fees

Nov 8 - Nov 9

A circular fire pit surrounded by six white chairs with wooden frames, set on a tiled patio with a view of a lake and trees in the background.

3. TownePlace Suites by Marriott Middleburg

Middleburg

Sherry

CA $174 total

includes taxes & fees

Nov 29 - Nov 30

A rustic building with a wooden staircase leading to a deck, a covered area with a sign reading "GRAND LANDINGS," and outdoor seating.

4. Private Loft at a Working Show Barn ~ Pets Welcome!

Middleburg

Tina S.

CA $240 total

includes taxes & fees

Nov 15 - Nov 16

A two-story house with a deck and a dock extending into a body of water, surrounded by trees.

5. NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS

Middleburg

Nyle K.

CA $514 total

includes taxes & fees

Nov 18 - Nov 19

A hammock and a lounge chair on a patio with a view of a building complex and a body of water.

6. Middleburg | King bed & full kitchen

Middleburg

"Spotless, thoughtful, and stocked with everything we needed.We stayed two nights and couldn't have asked for more. The place was impeccably clean from the moment we walked in, and everything was well organized, so it was easy to find what we needed without hunting around. The kitchen and bathrooms were fully supplied, and great amenities, with thoughtful touches that made it feel like a home rather than a rental. Communication was easy and check-in was smooth. We'd happily stay again and...

Vanessa S.

7. Country living at its best!

Middleburg

Amy M.

CA $441 total

includes taxes & fees

Nov 29 - Nov 30

8. 2BR Family Suite | Pool & Gym

Middleburg

CA $335 total

includes taxes & fees

Nov 8 - Nov 9

A tent with a table and chairs, surrounded by patterned rugs and a wooden deck.

9. Pasture Bedtime Yurt

Middleburg

CA $402 total

includes taxes & fees

Nov 8 - Nov 9

A cozy interior of a tent with a bed, a sofa, a table with a radio, and a refrigerator.

10. Moo-Tel Yurt

Middleburg

CA $402 total

includes taxes & fees

Nov 8 - Nov 9

A Comfort Inn & Suites building with a covered entrance, multiple windows, and a parking area with cars and palm trees.

11. Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

Westside

David VanTassel

CA $159 total

includes taxes & fees

Dec 7 - Dec 8

A Holiday Inn Express & Suites building with a covered entrance, palm trees, and a blue-lit sign.

12. Holiday Inn Express & Suites Fleming Island by IHG

Fleming Island

Robert

CA $185 total

includes taxes & fees

Nov 29 - Nov 30

A Hampton Inn hotel with a large building, a fountain, and a parking area.

13. Hampton Inn & Suites Jacksonville / Orange Park

Orange Park

Cecilia

CA $151 total

includes taxes & fees

Nov 29 - Nov 30

A Country Inn & Suites by Radisson building with a modern architectural design, featuring a prominent entrance and a landscaped front yard.

14. Country Inn & Suites by Radisson, Jacksonville - Orange Park

Westside

Debbie

CA $107 total

includes taxes & fees

Nov 28 - Nov 29

A Holiday Inn & Suites hotel with a clear entrance, multiple floors, and a flagpole with the American flag.

15. Holiday Inn Hotel & Suites Orange Park by IHG

Orange Park

Selena

CA $162 total

includes taxes & fees

Dec 7 - Dec 8

A Baymont Inn & Suites with a blue and white exterior, a covered parking area, and a clear sky.

16. Baymont by Wyndham Jacksonville Orange Park

Westside

Rachael

CA $97 total

includes taxes & fees

Nov 22 - Nov 23

A Days Inn with a distinctive blue and yellow facade, a parking lot, and palm trees in the background.

17. Days Inn by Wyndham Jacksonville/Orange Park Near NAS Jax

Orange Park

Susan

CA $99 total

includes taxes & fees

Nov 15 - Nov 16

A hotel with a covered walkway, palm trees, and a pool area.

18. Quality Inn Orange Park Jacksonville

Westside

Diane

CA $115 total

includes taxes & fees

Dec 6 - Dec 7

A modern hotel entrance with a covered walkway, palm trees, and a blue and white facade.

19. Tru by Hilton Jacksonville South Mandarin

Jacksonville

Hannah

CA $135 total

includes taxes & fees

Nov 15 - Nov 16

A Fairfield Inn & Suites hotel with a clear entrance and a covered waiting area.

20. Fairfield Inn by Marriott Jacksonville Orange Park

Orange Park

Peter

CA $112 total

includes taxes & fees

Nov 21 - Nov 22

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Learn more about Middleburg

Saddle up for horseback riding through oak-lined trails or cast a line in Black Creek for largemouth bass. Don't miss the Clay County Fair's thrilling rides and local crafts, or explore nearby St. Augustine's historic Spanish colonial architecture.

See all hotels in Middleburg