Top Middletown Hotel Deals

Make the Most of Your Middletown Stay

A historic crossroads with modern connections

Middletown sits at the intersection of Pennsylvania's past and present, where 18th-century brownstone architecture lines streets that have witnessed nearly 270 years of American history. Founded in 1755 as the midpoint between Lancaster and Carlisle, this Susquehanna River town became a vital transportation hub where canals met railroads, and that legacy continues today with Harrisburg International Airport located within the borough itself. The downtown district showcases remarkable architectural diversity, from St. Peter's Kierch, the 1769 red sandstone church that predates the Revolution, to Victorian mansions built from locally quarried brownstone during the Gilded Age.

Gateway to Pennsylvania's capital region

The town's strategic location makes it particularly valuable for business travelers, with Amtrak's Keystone Service connecting directly to Philadelphia and New York City from the modern station here. Penn State Harrisburg occupies the former Olmsted Air Force Base grounds, bringing academic conferences and research facilities to the area. Alfred's Victorian Restaurant offers refined Northern Italian dining within an 1888 brownstone mansion, while the emerging brewery scene reflects the town's quiet evolution. You're 15 minutes from Hershey's attractions and under an hour from both Gettysburg's battlefields and Lancaster's Amish countryside.

Frequently Asked Questions about Middletown

Can I book hotels in Middletown on Delta Stays using miles?

Yes, you can book your hotel stay in Middletown using your Delta miles, either for the total amount or in combination with money to reserve your stay. Upon accessing your Delta SkyMiles® account, you will find Member-valued offers at participating properties that could enhance your visit.

What are the benefits if I use Delta Stays to book my hotel stay in Middletown?

SkyMiles Members can earn 2 miles per $1 spent on completed hotel stays and vacation rentals booked through Delta Stays, get access to Member offers at select properties, and can pay with miles, cash, or a combination of both. To receive your miles, make sure to log in to your SkyMiles account or provide your SkyMiles number during checkout when making a cash payment. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

What is the policy to change or cancel my hotel booking made through Delta Stays?

Each property maintains its own cancellation policy. We recommend reviewing the cancellation terms displayed in the property information section before confirming your reservation. You will notice that refundable options are available for some rates, while others may be non-refundable. Please note that if you make changes to or cancel your booking, this may affect the number of miles you earn and receive in your account.

Can my Delta SkyMiles® American Express® Card be used for booking?

Yes, your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card grants you additional miles and valuable benefits, including an annual credit of up to $200 on your statement applicable toward prepaid accommodation or vacation rental reservations made through Delta Cars and Stays. These offers are subject to specific terms. To gain a full understanding of your card's complete benefits package, we recommend visiting the Delta SkyMiles® American Express Credit Cards page where detailed information about all your cardholder privileges is available for review.

Can I earn MQDs on Delta Stays hotel bookings?

Occasionally, Delta Stays may offer SkyMiles Members an opportunity to earn Medallion® Qualification Dollars on hotels and vacation rentals booked through Delta Stays. We recommend accessing the Delta Stays MQD Offer page to view current MQDs promotions and examine their terms and conditions.

In order to book a hotel on Delta Stays, do I need to be a Delta SkyMiles Member?

No, anyone can book hotels through Delta Stays. However, only SkyMiles Members can earn miles and access Member-only prices and offers. As a Member, you will earn 2 miles per $1 you spend on Delta Cars and Stays (excluding taxes and additional charges). Plus joining SkyMiles is free. Become a Member today by visiting the delta.com.

On Delta Stays, can I book a vacation rental?

Yes, Delta Stays offers a wide selection of vacation rentals in addition to hotels. You can explore a variety of homes, condos, and distinctive accommodations powered by Vrbo on the Vacation Rentals page.

What's a good time of year to visit Middletown?

To experience Middletown during great weather, consider a visit in August when temperatures average in the mid-80s and the skies are mostly sunny. For off-peak prices and fewer crowds, consider visiting during October when temperatures reach a comfortable low 60s with beautiful fall scenery and lower visitor numbers.

What hotels in Middletown are near The Vineyard and Brewery at Hershey?

Pennsylvania's first winery-brewery pairing offers 20+ wines and 10 craft beers with tastings on a vineyard-view deck. Live music enhances summer visits. Popular hotels include The Inn at Westwynd Farm B&B which is a short drive away. Hilton Harrisburg is another well-reviewed hotel and it is within a short drive.

What hotels in Middletown are located near Middletown & Hummelstown Railroad?

This vintage railroad journey winds through Pennsylvania's countryside aboard 1920s coaches. The 11-mile route follows Swatara Creek past century-old limekilns and Union Canal remnants. One popular hotel is Hilton Harrisburg which is a short drive away. Another hotel is The Inn at Westwynd Farm B&B and it is within a short drive.

What hotels in Middletown are near Doc's Family Fun Center?

This retro roller rink has been spinning since 1939, offering nostalgic fun with arcade games and treats at the Rock n Roll Malt Shop. Lace up for public skating sessions. One popular hotel is The Inn at Westwynd Farm B&B which is a short drive away. Another hotel is Hilton Harrisburg and it is within a short drive.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar