Hotels in Middletown

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May 19 - May 20
Tonight
Check prices in Middletown for tonight, May 19 - May 20
May 20 - May 21
Tomorrow night
Check prices in Middletown for tomorrow night, May 20 - May 21

Top Rated Middletown Hotels

Wayside Inn

Wayside Inn

3.5 out of 5
7783 Main St Middletown VA
0.17 mi from city center
$144 nightly
The price is $159 total per night
$159 total
May 24 - May 25
Total with taxes and fees
Wayside Inn features free WiFi in public areas, coffee in a common area, and a meeting room. You can take advantage of free parking if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a library, express check-out, and a terrace.
Parking included
Free WiFi
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Free Cancellation
Reserve now, pay when you stay
11.35 mi from city center
$80 nightly
The price is $91 total per night
$91 total
May 31 - Jun 1
Total with taxes and fees
Spark by Hilton Winchester offers a gym, meeting rooms, and conference space. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a business center, express check-out, and laundry facilities.
Breakfast included
Pet friendly
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Free Cancellation
Reserve now, pay when you stay
15.15 mi from city center
$106 nightly
The price is $115 total per night
$115 total
Jun 2 - Jun 3
Total with taxes and fees
At TRU By Hilton Winchester, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. This hotel also has a 24-hour business center.
Pool
Breakfast included
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
12.6 mi from city center
$122 nightly
The price is $138 total per night
$138 total
May 25 - May 26
Total with taxes and fees
At The George Washington Hotel, A Wyndham Grand Hotel, guests enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is available for USD 15 per night. Front-desk staff can answer questions 24/7, and assist with securing valuables, concierge services, and luggage storage. Other amenities at this spa hotel include conference space, a business center, and coffee/tea in a common area.
Pool
Spa
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Free Cancellation
Reserve now, pay when you stay
11.27 mi from city center
$72 nightly
The price is $78 total per night
$78 total
May 20 - May 21
Total with taxes and fees
Travelodge by Wyndham Winchester features free WiFi in public areas, coffee in a common area, and express check-out. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include laundry facilities, a vending machine, and a TV in a common area.
Pet friendly
Parking included
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Free Cancellation
Reserve now, pay when you stay
15 mi from city center
$90 nightly
The price is $98 total per night
$98 total
May 24 - May 25
Total with taxes and fees
Built in 2022, the brand new Microtel Inn & Suites by Wyndham Winchester offers an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include express check-out, laundry facilities, and a vending machine.
Pool
Breakfast included
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Free Cancellation
10.92 mi from city center
$100 nightly
The price is $109 total per night
$109 total
May 24 - May 25
Total with taxes and fees
At Holiday Inn Winchester Se-Historic Gateway by IHG, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Parking included
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Free Cancellation
Reserve now, pay when you stay
11.47 mi from city center
$116 nightly
The price is $126 total per night
$126 total
May 21 - May 22
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Winchester, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, a business center, and express check-out.
Pool
Breakfast included
Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Rileyville VA
19.09 mi from city center
Guests staying at this cabin enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Free Cancellation
7.74 mi from city center
$105 nightly
The price is $114 total per night
$114 total
Jun 14 - Jun 15
Total with taxes and fees
Comfort Inn & Suites Winchester features a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a meeting room, a computer station, and laundry facilities.
Breakfast included
Pet friendly
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
Free Cancellation
Reserve now, pay when you stay
4.03 mi from city center
$82 nightly
The price is $92 total per night
$92 total
May 31 - Jun 1
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley features a gym, free WiFi in public areas, and a business center. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include an arcade/game room, a TV in a common area, and a vending machine.
Breakfast included
Pet friendly
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3 out of 5
300 Marriott Drive Winchester VA
Free Cancellation
Reserve now, pay when you stay
12.12 mi from city center
$107 nightly
The price is $116 total per night
$116 total
May 25 - May 26
Total with taxes and fees
Guests of Courtyard by Marriott Winchester have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. If you plan to drive, free parking is available. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include meeting rooms, a business center, and express check-out.
Pool
Parking included
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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.

Cheap Middletown hotels options

    Econo Lodge Inn & Suites Middletown - Winchester South

    Econo Lodge Inn & Suites Middletown - Winchester South

    91 Reliance Road Middletown VA
    $68 nightly
    The price is $75 total per night from May 25 to May 26
    $75 total
    May 25 - May 26
    Total with taxes and fees
    5.8/10 (306 reviews)

Where should you stay in Middletown?

What are some of the best hotels to stay with the kids in Middletown?

Econo Lodge Inn & Suites Middletown - Winchester South is a hotel offering free parking, laundry facilities, and free WiFi.

What are the best hotels in downtown Middletown?

Here are some of the most popular hotels in downtown Middletown:

While you're here, you may want to grab some grub or libations at the bars and restaurants historic Middletown is known for. Close to central Middletown, you'll find interesting places to visit like Belle Grove Plantation.

Middletown hotels essential information

Accommodation
619 hotels
Lowest Price
$75
Highest Price
$159
Popular hotels
Wayside Inn, Spark by Hilton Winchester, TRU By Hilton Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Travelodge by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG, La Quinta Inn & Suites by Wyndham Winchester, Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!, Comfort Inn & Suites Winchester, Ramada by Wyndham Strasburg/Shenandoah Valley, Courtyard by Marriott Winchester

Recent Reviews

TRU By Hilton Winchester

TRU By Hilton Winchester

5/5 Excellent
"There was a smell when we got into the room. Breakfast was good and staff were helpful."
A verified traveler stayed at TRU By Hilton Winchester
Posted 3 hours ago
TRU By Hilton Winchester

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