Find Middletown motels from $75

Because you’ll save on your room, you can enjoy all that Middletown has to offer. Not-to-be-missed sights include LEGOLAND® New York and Woodbury Common Premium Outlets in the area.

When you stay at a motel, you’re likely to find free parking and an outdoor pool. With a stay at a motel, you’ll often have access to your room directly from the parking lot. Starting in the early 1950s, eye-catching neon signs enticed road-weary travelers, and you can see these today along the historic U.S. Route 66.

These are some of our customers’ favorite motels to book in the larger area. Super 8 by Wyndham Middletown: If driving, you’ll be within 10 minutes of LEGOLAND® New York. Enjoy access to the laundry facilities, and freebies including breakfast, WiFi, and parking. Americas Best Value Inn Central Valley: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Central Middletown is 17.7 mi (28.5 km) away. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: Enjoy access to the business center, and freebies including breakfast, WiFi, and parking. Located 18.9 mi (30.3 km) from the heart of Middletown. Super 8 by Wyndham Montgomery Maybrook: Central Middletown is 11.6 mi (18.7 km) away. Laundry facilities along with freebies like breakfast, WiFi, and parking are available during your stay. FairBridge Inn & Suites at West Point: 24.2 mi (38.9 km) from the heart of Middletown. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking.

In this family-friendly area, you can check out the shops and enjoy the restaurants while you’re sightseeing. Must-see places in and around Middletown include LEGOLAND® New York and Woodbury Common Premium Outlets. These are some of the parks and outdoorsy places: Highland Lakes State Park, Thomas Bull Memorial Park, and Highland Lake. You’ll find these family-friendly sights in the area: Castle Fun Center, Ice Time Sports Complex, and Mountain Creek Waterpark. During your trip, here are some other places to visit: Orange County Fair Speedway, Orange County Fairgrounds, and Galleria at Crystal Run.

Weather can make or break a roadtrip, so here’s some data about year-round temperatures in Middletown to help you plan yours: The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.

We’ve gathered some information about getting around Middletown to help you navigate your stay: Fly into Stewart Intl. Airport (SWF), which is located 17.8 mi (28.7 km) away from the city center. If you’d like to venture out around the area, consider renting a car to take in more sights.