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

Find 2 Star Hotels in Upperville, VA from $70

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Check availability on Upperville 2 Star Hotels

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.

1. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,451 reviews)
"Perfect accommodation- great breakfast and attentive gracious staff"
United States
Kathleen
$79 nightly
The price is $88
Nov 15 - Nov 16
Total with taxes and fees
Microtel Inn & Suites by Wyndham Winchester
A hotel room with two beds, a chair, a nightstand, and a wall-mounted lamp.

2. Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton
2.5 star property
Warrenton
6.2 out of 10, (1,000 reviews)
"Great"
United States
Warren
$73 nightly
The price is $79
Nov 18 - Nov 19
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.

3. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,160 reviews)
"Convenient to the highway and reasonably priced."
United States
Donna S.
$87 nightly
The price is $97
Dec 2 - Dec 3
Total with taxes and fees
Comfort Inn & Suites Winchester
A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.

4. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,000 reviews)
"Great hotel"
Canada
Emmett
$72 nightly
The price is $80
Nov 17 - Nov 18
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.

5. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,076 reviews)
"Clean room, good staff, good location"
United States
Gregory
$70 nightly
The price is $77
Dec 1 - Dec 2
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.

6. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,005 reviews)
"Rooms good sized, beds comfortable, quiet ( slept great), great breakfast. Highly recommend!!"
United States
Jesse
$81 nightly
The price is $90
Nov 22 - Nov 23
Total with taxes and fees
TRU By Hilton Winchester
A hotel room with two beds, a TV, a desk with a coffee machine, and a window with curtains.

7. Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA
2.0 star property
Leesburg
8.6 out of 10, Excellent, (1,001 reviews)
"Room was clean, staff at front desk were polite. Hotel needs some renovations it’s very outdated, but all in all was a good stay, I would stay again if needed."
United States
stephanie
$104 nightly
The price is $119
Dec 1 - Dec 2
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.

8. Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (607 reviews)
"Rooms were dated but very clean. Room was quiet and beds were comfortable. Plentiful hot water for showers."
United States
karen
$63 nightly
The price is $70
Nov 12 - Nov 13
Total with taxes and fees
Days Inn by Wyndham Winchester
A hotel room with a bed, bedside tables, a desk, a television, and a lamp.

9. Red Roof Inn Warrenton

Red Roof Inn Warrenton
2.0 star property
Warrenton
6.4 out of 10, (861 reviews)
"noisy"
United States
Jonathan
$86 nightly
The price is $94
Nov 15 - Nov 16
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.

10. Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,008 reviews)
"Rooms are older but staff was very nice and helpful with check in"
United States
Kathleen
$95 nightly
The price is $106
Nov 23 - Nov 24
Total with taxes and fees
Clarion Inn Harpers Ferry - Charles Town
A hotel room with a bed, a desk, a chair, a TV, and a painting on the wall.

11. Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA
2.0 star property
Winchester
7.4 out of 10, Good, (1,001 reviews)
"great staff"
United States
alias
$69 nightly
The price is $77
Nov 15 - Nov 16
Total with taxes and fees
Red Roof Inn Winchester, VA
An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

12. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,003 reviews)
"The hotel was really well maintained inside and out! Room was super-clean."
United States
Tammy
$118 nightly
The price is $132
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.

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

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (926 reviews)
"Great hotel"
United States
Michael
$80 nightly
The price is $89
Dec 10 - Dec 11
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.

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

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,007 reviews)
"Great location and comfortable room."
United States
Amelia
$72 nightly
The price is $76
Dec 3 - Dec 4
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.

15. Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center
2.5 star property
Leesburg
8.0 out of 10, Very good, (1,000 reviews)
"Clean room and a very nice breakfast"
United States
Cecil
$82 nightly
The price is $95
Nov 23 - Nov 24
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.

16. Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket
2.5 star property
Gainesville
9.0 out of 10, Wonderful, (1,000 reviews)
"Had a very nice stay, close to several stores which was also convenient."
United States
Annika
$93 nightly
The price is $106
Dec 6 - Dec 7
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.

17. Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG
2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1,000 reviews)
"Always a great place to stay when going to casino. And they offer a shuttle to and from as well."
United States
Cheryl
$118 nightly
The price is $133
Dec 10 - Dec 11
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.

18. Motel 6 Charles Town, WV

Motel 6 Charles Town, WV
2.0 star property
Charles Town
7.6 out of 10, Good, (853 reviews)
"Has everything you need, nice secluded feeling and within walking distance to the dollar tree, Walmart and waffle house. Nice 60's era esthetic."
United States
Ivan
$62 nightly
The price is $70
Nov 16 - Nov 17
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.

19. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.6 out of 10, Good, (1,007 reviews)
"I had a good stay and staff was friendly"
United States
Leah
$64 nightly
The price is $71
Dec 6 - Dec 7
Total with taxes and fees
Sleep Inn & Suites Winchester near University
A bar area with high stools, a counter, and a patterned carpet.

20. Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1,008 reviews)
"Clean room nice place to stay n eat close to Charlestown racetrack friendly people"
United States
John
$67 nightly
The price is $76
Dec 2 - Dec 3
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
$104 nightly
The price is $115 total per night from Nov 15 to Nov 16
$115 total
Nov 15 - Nov 16
Total with taxes and fees
9.2/10 Wonderful! (2,263 reviews)
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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

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester

8/10 Good
"Convenient location right off the highway and plenty of food options such as Wawa, Sheetz etc."
Matthew 1-night trip
Posted 2 days ago
Days Inn by Wyndham Winchester

Find out more about Upperville

Upperville Motel Guide

Planning a getaway with only a few bucks to spare? Expedia can help! With the inexpensive rates at the top motels in Upperville, Virginia you can put together the vacation of your dreams without spending every penny of your yearly travel budget.

These smaller places are ideal if you need a home base that lets you easily explore the local sights; many of the best motels in Upperville are located near major freeways and public transportation. Plus, when you book a cheap deal on a motel in Upperville, you’ll find quiet rooms, complimentary toiletries, and comfortable sleeping areas, so you can unwind after a long day.

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