Middletown Holidays

Photo by Samantha Keyes

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Top hotels in Middletown

Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2 out of 5
91 Reliance Road, Middletown, VA
Fully refundableReserve now, pay when you stay
The price is S$89 per night from 16 Nov to 17 Nov
S$89
16 Nov - 17 Nov
includes taxes & fees
5.6/10 (293 reviews)
Clean room

Reviewed on 26 Oct, 2025

Econo Lodge Inn & Suites
Wayside Inn

Wayside Inn

3.5 out of 5
7783 Main St, Middletown, VA
The price is S$177 per night from 16 Nov to 17 Nov
S$177
16 Nov - 17 Nov
includes taxes & fees
9.2/10 Wonderful! (402 reviews)
Friendly staff, historic atmosphere, terrific restaurant. Entire hotel was furnished with antiques, including the guest rooms

Reviewed on 28 Oct, 2025

Wayside Inn
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$98 per night from 6 Nov to 7 Nov
S$98
6 Nov - 7 Nov
includes taxes & fees
8.4/10 Very Good! (1,122 reviews)
Every thing wAs good

Reviewed on 3 Nov, 2025

Travelodge by Wyndham Winchester
See all 630 properties in Middletown
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.

Popular places to visit

Cedar Creek and Belle Grove National Historical Park

Explore the great outdoors at Cedar Creek and Belle Grove National Historical Park, a lovely green space in Middletown. Stroll along the riverfront or experience the area's entertainment venues.

Cedar Creek and Belle Grove National Historical Park

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.