Photo by Stephanie Sutton
Search Chalets in Middletown from CA $186
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Middletown Chalets

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
10.0 out of 10, Exceptional, (46)

River Access Cabin w Hot Tub, Grill, Firepit, WiFi
River Access Cabin w Hot Tub, Grill, Firepit, WiFi
9.2 out of 10, Wonderful, (9)
The price is CA $221
CA $382 total
includes taxes & fees
Aug 25 - Aug 26

Cozy w Hot Tub, Fire Pit, Wifi, Grill, Deck & Pets
Cozy w Hot Tub, Fire Pit, Wifi, Grill, Deck & Pets
The price is CA $186
CA $342 total
includes taxes & fees
Aug 18 - Aug 19

The River Front Chalet
The River Front Chalet

Mountaintop Views, Hot Tub, Deck, Fire Pit & WiFi
Mountaintop Views, Hot Tub, Deck, Fire Pit & WiFi
9.4 out of 10, Exceptional, (12)
The price is CA $287
CA $457 total
includes taxes & fees
Sep 2 - Sep 3

Timber frame chalet with incredible views minutes from Shenandoah National Park.
Timber frame chalet with incredible views minutes from Shenandoah National Park.
9.8 out of 10, Exceptional, (7)

River Retreat-modern luxury 5 min to Skyline Drive
River Retreat-modern luxury 5 min to Skyline Drive
9.6 out of 10, Exceptional, (16)

Whitetail Summit - Shenandoah/hot tub/wineries
Whitetail Summit - Shenandoah/hot tub/wineries
10.0 out of 10, Exceptional, (42)
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Middletown Hotel Reviews

Comfort Inn & Suites Winchester
10/10 Excellent
Find out more about Middletown
Find out more about Middletown
Middletown Chalets information
Number of reviews | 119 |
---|---|
Accommodation | 10 Chalets |
Lowest Price | CA $186 |
Highest Price | CA $612 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Chalets in Other Destinations
More Accommodation Types in Middletown
All Accommodation Types
Be inspired: Top Chalets destinations in 2025
- Mont-Tremblant Chalets
- Collingwood Chalets
- Canmore Chalets
- Quebec Chalets
- Banff Chalets
- Laurentians Chalets
- Saint-Sauveur Chalets
- Humber Valley Chalets
- Whistler Chalets
- Moncton Chalets
- Calgary Chalets
- Wasaga Beach Chalets
- Laval Chalets
- Corner Brook Chalets
- Truro Chalets
- St. Jerome Chalets
- Jasper National Park Chalets
- Hawkesbury Chalets
- Tadoussac Chalets
- Montebello Chalets
More ways to book
Expedia's Latest Trends
Hotels
- Oceanfront Hotels in Virginia Beach
- Hotels in Fredericksburg
- Hotels in Emporia
- Hotels in Hillsville
- All Inclusive Resorts and Hotels in Virginia Beach
- Hotels in Williamsburg
- Hotels in Wytheville
- Hotels with Kitchenettes in Virginia Beach
- Hotels in Harrisonburg
- Hotels in Charlottesville
- Hotels in Woodbridge
- Hotels in Winchester
- Hotels in Alexandria
- Hotels in Roanoke
- Hotels in Virginia Beach
Flights
Vacation Rentals
General