A mountainous landscape with autumn foliage, rocky outcrops, and a valley below.

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Our top choices for Middletown 3-star hotels

1. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,264 reviews)
"Great place to stay the night after a long drive"
United States
lucy
$104 nightly
The price is $115
Nov 15 - Nov 16
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Winchester

2. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,003 reviews)
"Comfortable bed, friendly staff, and convenient location"
United States
Zohair
$85 nightly
The price is $95
Dec 6 - Dec 7
Total with taxes and fees
Country Inn & Suites by Radisson, Winchester, VA

3. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,005 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
$130 nightly
The price is $148
Nov 19 - Nov 20
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel

4. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,006 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
$65 nightly
The price is $73
Nov 15 - Nov 16
Total with taxes and fees
Spark by Hilton Winchester

5. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (970 reviews)
"Great place to stay in Winchester."
United States
Thomas
$93 nightly
The price is $103
Nov 10 - Nov 11
Total with taxes and fees
Fairfield Inn & Suites by Marriott Winchester

6. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"We had an amazing stay and will be back! The rooms were clean and comfy and staff were very helpful."
United States
Jessica
$107 nightly
The price is $119
Nov 15 - Nov 16
Total with taxes and fees
Courtyard by Marriott Winchester

7. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,005 reviews)
"Great hotel."
United States
Nicholas
$98 nightly
The price is $109
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Winchester Se-Historic Gateway by IHG

8. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (51 reviews)
"Clean rooms , friendly staff."
United States
Jean
$88 nightly
The price is $100
Nov 15 - Nov 16
Total with taxes and fees
Home2 Suites By Hilton Winchester

9. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean room and property. Staff was great. Breakfast was good."
United States
Kayla
$121 nightly
The price is $134
Nov 15 - Nov 16
Total with taxes and fees
Fairfield Inn & Suites Strasburg Shenandoah Valley

10. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (534 reviews)
"Always a great place to land!! Love the location!! Great walking areas, a grocery store and lots of restaurants within walking distance!! Many many good wineries as well!!"
United States
Lori
$113 nightly
The price is $126
Nov 12 - Nov 13
Total with taxes and fees
TownePlace Suites by Marriott Winchester

11. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (617 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
$137 nightly
The price is $151
Nov 29 - Nov 30
Total with taxes and fees
TownePlace Suites by Marriott Front Royal

12. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (562 reviews)
"Great location."
United States
Mark
$118 nightly
The price is $134
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Winchester

13. Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (464 reviews)
"We enjoyed our short stay at Wayside. We were greeted by Amanda with a very warm and friendly welcome. She kindly let us check in early and gave us a few ideas to explore."
United States
Gerry
$89 nightly
The price is $98
Dec 8 - Dec 9
Total with taxes and fees
Wayside Inn

14. Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (37 reviews)
"Drew and the team were fantastic. It’s such a cute little inn. Very comfortable."
Canada
Dalton
$337 nightly
The price is $364
Nov 11 - Nov 12
Total with taxes and fees
Gay Street Inn

15. Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
10.0 out of 10, Exceptional, (99 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
$299 nightly
The price is $345
Nov 16 - Nov 17
Total with taxes and fees
Glen Gordon Manor

16. Walk to Shenandoah River: Homey Luray Cabin

Walk to Shenandoah River: Homey Luray Cabin
3.0 star property
Luray
9.4 out of 10, Exceptional, (3 reviews)
"We enjoyed Luray Caverns during our stay in Shenandoah. This hotel is very clean and has cute, very comfortable furniture. The place is great and the hosts are lovely and communicate quickly."
United States
Sandra
Walk to Shenandoah River: Homey Luray Cabin

17. Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
3.0 star property
Luray
$285 nightly
The price is $329
Nov 8 - Nov 9
Total with taxes and fees
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

18. Chic Front Royal Retreat Near Shenandoah River!

Chic Front Royal Retreat Near Shenandoah River!
3.0 star property
Front Royal
10.0 out of 10, Exceptional, (6 reviews)
"The house was very clean with cute decor. Was in a quiet neighborhood which was very nice. Close to shopping, restaurants and Shenandoah NP. Would stay there again!!"
United States
Linda
Chic Front Royal Retreat Near Shenandoah River!

19. New Hot Tub, Fire Pit: Front Royal Vacation Rental

New Hot Tub, Fire Pit: Front Royal Vacation Rental
3.0 star property
Front Royal
New Hot Tub, Fire Pit: Front Royal Vacation Rental

20. Historic 'hammond House' w/ Wine Country View!

Historic 'hammond House' w/ Wine Country View!
3.0 star property
Strasburg
Historic 'hammond House' w/ Wine Country View!
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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 Middletown

History buffs can explore the Cedar Creek Battlefield and Belle Grove Plantation, where costumed interpreters bring Civil War stories to life. Visit the Wayside Inn, Virginia's oldest continuously operating inn, and ask locals about hidden hiking trails in nearby Shenandoah Valley.

A mountainous landscape with autumn foliage, rocky outcrops, and a valley below.

Top Middletown Hotel Reviews

Find out more about Middletown

Three Star Hotel Guide for Middletown

There’s a reason the top 3 star hotels in Middletown, Virginia are so incredibly popular: They combine comforting amenities and just-for-you service with some of the best rates and discounts the area has to offer. When you book a stay at a three star hotel in Middletown, you’ll get access to perfect little perks like on-site restaurants and cocktail bars, well-appointed fitness centers, and spacious rooms.

Search for a cheap deal on a 3 star upscale hotel in Middletown for the most elegant experience, or grab a low rate on one of the cheap 3 star hotels in Middletown near the local attractions, if you want something a touch more unassuming. Whatever your traveling style, make sure to use the search tools at Expedia to track down prices, read more about amenities, and score a few local discounts.

From business trips to family getaways, the Middletown 3 star hotels offer a fantastic home base for any type of vacation.

Frequently asked questions

What are the best 3-star hotels in Middletown?
Wayside Inn, around 0.3 mi northeast of downtown Middletown, is an Expedia guest favorite. An outdoor entertainment area and nearby museums are just two of its amenities. Hotel Strasburg is another 3-star hotel that ranks highly among travelers. It offers dining romance packages and individually decorated rooms, and is about 8 mi southwest of the center.
How much does it cost to stay in a 3-star hotel in Middletown?
Make use of Expedia's search filters to lock in a great-value 3-star hotel for your upcoming Middletown escape. Simply set your ideal budget with our handy pricing tool. You can also pick the amenities you'd like, preferred area and loads more.

  • Search for the lowest price per night right now from $130

What is the difference between a 4-star and 3-star hotel in Middletown?
Relaxation is effortless in 3-star hotels in Middletown. Alongside a cozy environment, these cost-effective lodgings come with a wealth of amenities like complimentary WiFi, tea and coffee maker and a gym. A 4-star hotel offers a classier ambience with upgraded features such as an on-site spa, indoor or outdoor pool and bigger rooms. Regardless of your desired hotel category or what you want to spend, we have the ideal match for you.

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