Middletown

Travel Guide

A mountainous landscape with autumn foliage, rocky outcrops, and a valley below.
A large house in a field with a cloudy sky.
Wayside Inn

Wayside Inn

3.5 out of 5
7783 Main St Middletown VA
The price is RM277 per night from 28 Nov to 29 Nov
RM277
RM346 total
28 Nov - 29 Nov
includes taxes & fees
Stay at this hotel in Middletown. Enjoy free Wi-Fi, free parking and a garden. Our guests praise the helpful staff in their reviews. Popular attractions Cedar ...
9.2/10 Wonderful! (461 reviews)
"I fully paid for our stay through Expedia and we got charged once more by the lady working downstairs! This is insane. Definitely not going back and I do not recommend staying there, they can’t be trusted."

Reviewed on 3 Nov 2026

Wayside Inn
Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

2 out of 5
91 Reliance Road Middletown VA
The price is RM263 per night from 2 Dec to 3 Dec
RM263
RM290 total
2 Dec - 3 Dec
includes taxes & fees
Stay at this hotel in Middletown. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Popular attractions Cedar Creek and Belle Grove National Historical ...
Econo Lodge Inn & Suites Middletown - Winchester South
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
The price is RM285 per night from 1 Dec to 2 Dec
RM285
RM315 total
1 Dec - 2 Dec
includes taxes & fees
Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,072 reviews)
"Je remarque que lorsque nous réservons avez Expedia nous avons des chambres médiocres. La salle de bain excessivement petite et très salle. Je ne retournerai plus à cet endroit et je ne réserverai plus avec Expedia"

Reviewed on 3 Nov 2026

Travelodge by Wyndham Winchester
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.
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Stay at this spa aparthotel in Williamsburg. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (3,048 reviews)
"Have stayed here several times. Great floor plans. We are retired & if not for having children who may visit, we could live in their 1 bedroom suite. Large indoor pool & hot tub. Huge outdoor pool in season. Great tennis courts. Did not visit game room or attend activities. Lots of trees. Can easily ..."

Reviewed on 4 Nov 2026

Vacation Village At Williamsburg
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
5380 Olde Towne Road Williamsburg VA
Stay at this family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool and free water park access. Our guests praise the pool and the helpful ...
The Colonies at Williamsburg
Placemakr Marymount Ballston

Placemakr Marymount Ballston

4 out of 5
1008 N Glebe Rd Arlington VA
Stay at this aparthotel in Arlington. Enjoy free Wi-Fi, a rooftop terrace and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (925 reviews)
"Good location and great amenities."

Reviewed on 4 Nov 2026

Placemakr Marymount Ballston
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.

Stay near popular Middletown attractions