A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Find 2 Star Hotels in Upperville, VA from $64

Check availability on Upperville 2 Star Hotels

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Upperville 2-star hotels

A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A hotel room with two beds, a desk, a chair, a desk lamp, a window with curtains, a bathroom with a mirror and sink.
A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.
A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.

1. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
United States
Christopher
$83 nightly
$93 total
Nov 22 - Nov 23
Total with taxes and fees
Microtel Inn & Suites by Wyndham Winchester
A hotel lobby with a reception desk, seating area, and a large window.
A reception area with a wooden reception desk, a seating area with chairs and a table, and a glass door entrance.
A hotel room with two beds, a chair, a nightstand, and a wall-mounted lamp.
A hotel fitness room with a TotalBody machine, a stair stepper, and a treadmill.

2. Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton
Warrenton
United States
Jon
$73 nightly
$78 total
Nov 22 - Nov 23
Total with taxes and fees
Baymont by Wyndham Warrenton
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.
A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.
Lobby
A hotel dining area with multiple tables and chairs, large windows, and a television screen.

3. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
United States
Kenneth
$100 nightly
$111 total
Nov 15 - Nov 16
Total with taxes and fees
Comfort Inn & Suites Winchester
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.
A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.
A hotel lobby with a blue sofa, red chairs, a patterned rug, and artwork on the walls.
A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

4. Quality Inn Winchester

Quality Inn Winchester
Winchester
United States
DARLA
$78 nightly
$87 total
Nov 22 - Nov 23
Total with taxes and fees
Quality Inn Winchester
A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.
A hotel room with a sofa, a desk, a TV, a dresser, and a bed.
A spacious indoor area with a long table and chairs, a statue, and a large window.
A hotel reception area with a stone counter, a chandelier, a desk with a computer, and a seating area with chairs and a table.

5. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
Winchester
United States
john
$71 nightly
$78 total
Oct 25 - Oct 26
Total with taxes and fees
Travelodge by Wyndham Winchester
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.
An indoor swimming pool with clear lane markings, a lifeguard chair, and a safety ring on the wall.
A spacious restaurant with a central island, seating areas, and a mural on the back wall.
A fitness center with a water dispenser, seating area, and exercise machines.

6. TRU By Hilton Winchester

TRU By Hilton Winchester
Winchester
United States
Kailyn
$85 nightly
$95 total
Nov 1 - Nov 2
Total with taxes and fees
TRU By Hilton Winchester
A Red Roof Inn with a prominent red sign, brick facade, and a parking lot.
A reception desk with a sign indicating free Wi-Fi in all rooms.
A hotel room with two beds, a desk with a chair, a television, a lamp, and a mirror.
A covered patio area with metal tables and chairs, a brick wall, and a door.

7. Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA
Leesburg
United States
Sandra
$104 nightly
$119 total
Oct 26 - Oct 27
Total with taxes and fees
Red Roof Inn Leesburg, VA
A hotel room with two beds, a blue armchair, a nightstand with a lamp, and a wall-mounted painting.
A seating area with two blue leather chairs and a beverage vending machine.
A laundry area with stacked washers and dryers, a window with a view of a tree and gravel path, and visible plumbing.
A hotel with a registration sign, a parking lot, and a tree in front.

8. Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
Winchester
United States
Allyn
$63 nightly
$70 total
Oct 26 - Oct 27
Total with taxes and fees
Days Inn by Wyndham Winchester
A laundry room with two stacked washers and dryers, a window, and a door.
A Red Roof Inn with a red roof and a signboard.
A hotel hallway with doors numbered 101 and 102, carpeted with a geometric pattern, and equipped with wall-mounted lights.
A hotel room with a bed, a television, a desk, a chair, and a window with curtains.

9. Red Roof Inn Warrenton

Red Roof Inn Warrenton
Warrenton
United States
Jonathan
$86 nightly
$94 total
Oct 26 - Oct 27
Total with taxes and fees
Red Roof Inn Warrenton
A bar area with wooden bar counters, red stools, and a red bench. There are shelves with bottles and a chalkboard menu.
A bar area with wooden chairs, a brick wall, and a variety of bottles and glasses on shelves.
Lobby
Room

10. Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
Harpers Ferry
United States
Kathleen
$92 nightly
$103 total
Oct 29 - Oct 30
Total with taxes and fees
Clarion Inn Harpers Ferry - Charles Town
A hotel room with a bed, bedside table, lamp, chair, and a desk with a chair.
A hotel reception area with a modern design, including a reception desk, a stone accent wall, and a sign indicating free Wi-Fi availability.
A Red Roof Inn with a red roof and a prominent signage.
A kitchen with a refrigerator, a coffee machine, and a microwave.

11. Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA
Winchester
United States
alias
$70 nightly
$78 total
Nov 1 - Nov 2
Total with taxes and fees
Red Roof Inn Winchester, VA
A hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.
A gym with stationary bikes, a treadmill, and a rowing machine.
Room
A modern kitchen with a flat-screen TV, a microwave, and a refrigerator.

12. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
United States
Grace
$118 nightly
$132 total
Nov 19 - Nov 20
Total with taxes and fees
Hampton Inn Front Royal
A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.
A rectangular swimming pool with a brick wall and trees in the background.
A hotel reception desk with a blue accent, a Holiday Inn Express sign, and a coffee station.
A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a framed picture on the wall.

13. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
Stephens City
United States
Michael
$83 nightly
$92 total
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG
A hotel lobby with a reception desk, seating area, and a fireplace.
A hotel room with a red carpet, white sofas, a reception desk, and a large window with blinds.
A hotel room with two beds, a large window with curtains, an air conditioning unit, a nightstand with a phone and clock, and a wall with a waterfall painting.
A Super 8 hotel with a brick facade, multiple windows, and a central entrance.

14. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Amelia
$64 nightly
$71 total
Nov 4 - Nov 5
Total with taxes and fees
Super 8 by Wyndham Front Royal Near Shenandoah National Park
A hotel room with a large bed, a desk with a TV, a chair, a desk lamp, and a window with curtains.
A hotel lobby with seating areas, a reception desk, and a large window.
A pool area with lounge chairs and a sign indicating no diving.
A spacious lobby with a piano, a reception desk, and a large window.

15. Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center
Leesburg
United States
Zoila
$90 nightly
$104 total
Nov 22 - Nov 23
Total with taxes and fees
Best Western Leesburg Hotel & Conference Center
An indoor swimming pool with clear blue water, surrounded by tiled flooring and equipped with a pool ladder.
A spacious living area with a sofa, armchairs, a coffee table, and a dining area with chairs and a table.
A modern kitchen with wooden cabinets, a coffee machine, and a toaster.
A snack display with various brands and a 'Treat Shop' sign.

16. Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket
Gainesville
United States
Annika
$93 nightly
$106 total
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn by Hilton Gainesville-Haymarket
A Holiday Inn Express hotel with a covered entrance, outdoor seating, and a landscaped area.
A hotel room with two beds, a sofa, a coffee table, a TV, and a patterned carpet.
A hotel room with a bed, two bedside tables, a desk with a chair, a sofa, a small table, and a TV.
A fitness center with treadmills, elliptical machines, and a mirrored wall.

17. Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG
Charles Town
United States
Randy
$114 nightly
$129 total
Oct 27 - Oct 28
Total with taxes and fees
Holiday Inn Express Charles Town by IHG
A hotel room with two beds, a small table with a telephone, and green walls.
A hotel reception area with a coffee machine, a clock, and a sign indicating morning coffee hours.
A clean, modern office space with a tiled floor, a small table with chairs, a potted plant, a coffee station, and a sign indicating an employee-only area.
A room with a vending machine, a water dispenser, a microwave, and a refrigerator.

18. Motel 6 Charles Town, WV

Motel 6 Charles Town, WV
Charles Town
United States
Bernadine
$59 nightly
$67 total
Nov 1 - Nov 2
Total with taxes and fees
Motel 6 Charles Town, WV
A lobby with a green wall, a reception desk, and seating area with sofas and armchairs.
An indoor swimming pool with clear signage, a lifeguard duty sign, and a pool lift.
A living room with a brown sofa, two armchairs, a coffee table, and two lamps. There are two windows with blinds, and a wall with a leaf pattern.
A Sleep Inn hotel with a stone facade, multiple balconies, and a parking lot with several cars.

19. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
Winchester
United States
Connor
$74 nightly
$83 total
Nov 22 - Nov 23
Total with taxes and fees
Sleep Inn & Suites Winchester near University
A bar area with high stools, a counter, and a patterned carpet.
A casino with slot machines, red chairs, and a colorful carpet.
A hotel room with two beds, a desk, a chair, and a television.
A hotel room with a dining area, kitchenette, and a TV mounted on the wall.

20. Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
Charles Town
United States
Biju
$65 nightly
$74 total
Nov 15 - Nov 16
Total with taxes and fees
Rodeway Inn & Suites Charles Town
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Upperville.
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

1055 Millwood Pike, Route 50 East Winchester VA
$108 nightly
$120 total
Oct 25 - Oct 26
Total with taxes and fees
9.2/10 Wonderful! (2,267 reviews)
La Quinta Inn & Suites by Wyndham Winchester
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

141 Kernstown Commons Blvd Winchester VA
$87 nightly
$97 total
Nov 22 - Nov 23
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Country Inn & Suites by Radisson, Winchester, VA
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA
$130 nightly
$148 total
Oct 29 - Oct 30
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
The George Washington Hotel, A Wyndham Grand Hotel
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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.

Learn more about Upperville

Hunt country elegance shines at the historic Upperville Horse Show, America's oldest running exhibition where equestrians compete each June. Wander through the quaint village to discover stone buildings, antique shops, and Sky Meadows State Park's hiking trails nearby in Paris.

See all hotels in Upperville
A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Top Upperville Hotel Reviews

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA

8/10 Good
"Everything was perfectly adequate. Nothing was remarkable in any way. The best praise I can give is that the bathroom door was solid with a lock that worked, unlike the more premium hotel chain that has translucent barn style sliding doors, with no way to fasten them shut."
Katherine 1-night trip
Posted 15 hours ago
Red Roof Inn Leesburg, VA

Find out more about Upperville

Upperville Motel Guide

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