Upshur County Hotels: Find & Book Cheap Hotel Deals in Upshur County

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Our top choices for Upshur County hotels

Desk, laptop workspace, blackout drapes, iron/ironing board

Executive Inn & Suites

2.5 star property

Pittsburg

7.0 out of 10, Good, (16)

7.0/10

Good

(16)

"Its a lot better than most motels in that area"

William

The price is P3,806

P3,806

P4,301 total

includes taxes & fees

Jan 11 - Jan 12, 2026

Executive Inn & Suites

Regency Inn & Suites

2.5 star property

Gladewater

7.4 out of 10, Good, (211)

7.4/10

Good

(211)

"Nice room"

Codi

The price is P3,172

P3,172

P3,584 total

includes taxes & fees

Dec 31 - Jan 1, 2026

Regency Inn & Suites

Premium bedding, pillowtop beds, individually decorated

Oaklea Mansion Bed and Breakfast

4.0 star property

Winnsboro

9.6 out of 10, Exceptional, (16)

9.6/10

Exceptional

(16)

"A very nice place to stay. Had a very nice host and good breakfast. "

John

The price is P12,161

P12,161

P14,593 total

includes taxes & fees

Dec 30 - Dec 31

Oaklea Mansion Bed and Breakfast

Winnsboro Tiny House w/ Trails, Yard Games & More!

3.0 star property

Winnsboro

Winnsboro Tiny House w/ Trails, Yard Games & More!

Economy Inn

2.0 star property

Gladewater

7.0 out of 10, Good, (24)

7.0/10

Good

(24)

"It was clean friendly and convenient for everything"

Teisha

The price is P3,172

P3,172

P3,585 total

includes taxes & fees

Jan 1 - Jan 2, 2026

Economy Inn

Lakefront Cabin w/ 2 Lofts, Boats on 4 Acres

3.0 star property

Winnsboro

10.0 out of 10, Exceptional, (1)

10/10

Exceptional

(1)

"The cutest little lake place. It was better than expected. Very clean and had everything we needed and more. Would highly recommend!"

Lynn

Lakefront Cabin w/ 2 Lofts, Boats on 4 Acres

Blue Jay Cottage' - Pittsburg Studio on Winery!

3.0 star property

Pittsburg

The price is P8,107

P8,107

P12,877 total

includes taxes & fees

Dec 30 - Dec 31

Blue Jay Cottage' - Pittsburg Studio on Winery!

Walk to Water: Lake O' the Pines Cabin

3.0 star property

Ore City

Walk to Water: Lake O' the Pines Cabin

Quiet Lake Gladewater Getaway w/ Dock & Kayaks!

3.0 star property

Gladewater

10.0 out of 10, Exceptional, (1)

10/10

Exceptional

(1)

"Our stay was great. Unit had everything we needed. It was quiet and situated on the shores of Lake Gladewater with picturesque views of the lake. "

William

Quiet Lake Gladewater Getaway w/ Dock & Kayaks!

Home On Lake Bob Sandlin w/ Private Boat Dock!

3.0 star property

Pittsburg

Home On Lake Bob Sandlin w/ Private Boat Dock!

Tranquil Family Retreat: 4 Mi to Dtwn Winnsboro!

3.0 star property

Winnsboro

Tranquil Family Retreat: 4 Mi to Dtwn Winnsboro!

Lakefront Gladewater Retreat w/ Dock + Hot Tub!

3.0 star property

Gladewater

Lakefront Gladewater Retreat w/ Dock + Hot Tub!

Secluded Getaway on ~10 Acres in The Piney Woods!

3.0 star property

Winnsboro

Secluded Getaway on ~10 Acres in The Piney Woods!

Winnsboro Barndominium w/ Fire Pit & Large Deck!

3.0 star property

Winnsboro

10.0 out of 10, Exceptional, (2)

10/10

Exceptional

(2)

"The house was very clean and the furnishings were all updated. "

Diane

Winnsboro Barndominium w/ Fire Pit & Large Deck!

Walk to Downtown: Winnsboro Historic Home!

3.0 star property

Winnsboro

Walk to Downtown: Winnsboro Historic Home!

Winnsboro Lake Retreat: On-site Swimming & Fishing

3.0 star property

Winnsboro

9.0 out of 10, Wonderful, (2)

9.0/10

Wonderful

(2)

"The house is amazing, and the host communicated well and every question or issue was resolved! I look forward to staying there again!"

john

Winnsboro Lake Retreat: On-site Swimming & Fishing

Renovated 'carnegie Cottage' - Walk to Dtwn!

3.0 star property

Winnsboro

10.0 out of 10, Exceptional, (2)

10/10

Exceptional

(2)

"Great historical feel with all the current updates and amenities! It was so nice and cozy. The decor was beautiful and promoted local artists. A lovely cottage that we would highly recommend."

Sakinna

Renovated 'carnegie Cottage' - Walk to Dtwn!

Horses Welcome: Pittsburg Home Near Wineries!

3.0 star property

Pittsburg

Horses Welcome: Pittsburg Home Near Wineries!

'little Lucky Star' w/ Pond, Boat & Pasture View!

3.0 star property

Winnsboro

'little Lucky Star' w/ Pond, Boat & Pasture View!

Restful Winnsboro Family Home: Walk to Main Street

3.0 star property

Winnsboro

Restful Winnsboro Family Home: Walk to Main Street

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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