Book Portland Vacations

Keep more money in your pocket by letting Orbitz combine your flights and hotels. A spectacular Portland escape is ready and waiting! What are the benefits of bundling? Combine your airfares, hotels, rental cars and experiences with us and you could easily save up to $369^! With 500 airlines to pick from, you'll get off to a flying start in no time! Also, if you're at a loss for places to stay, we've got an immense database of more than 500,000 hotels worldwide. You're guaranteed to find something to suit your style. Our packages offer endless options to customize your getaway along with an experience you won't forget.

Where is Portland?

Your accommodation is booked and you've checked out the weather forecast for Portland. But do you know exactly where you're going? Let us show you! If you journey 4 miles west of Cromwell, or 5 miles northeast of Middletown, you'll be in Portland. There are approximately 6,000 locals that live in this part of Connecticut.

Places to Visit in Portland

Step outside and enjoy the beauty of Dinosaur State Park. Be sure to check out the hiking trails while you're there! Need more options? Plan a day at Kidcity Children's Museum, a children's attraction that is fun and educational at the same time. And, there's still more! Watch as the undergraduates and teaching staff walk through the corridors of Wesleyan University. Now imagine the similarities and differences between the social scene of today compared to decades ago.

Car Rentals in Portland

Unforgettable adventures are just around the bend with car rentals in Portland. Ready to discover the region from the comfort of your own ride? If you're arriving by plane, you can easily collect a car from Bradley International Airport. Payless is a reliable choice. Renting a car in Portland means traveling out to one of the surrounding neighborhoods. Enterprise at 632 Cromwell Avenue in Rocky Hill should have you driving around in no time.

Where to stay in Portland – Hotel Accommodation

Because of the limited amount of accommodations available, it's a wise idea to book quickly. Orbitz has just 7 hotels in Portland. The Inn at Middletown and Sheraton Hartford South Hotel are some fantastic hotel options in this area.

Nearest Airports to Portland

Hit the runway at Bradley International Airport (BDL), the nearest airport to Portland. Lying 25 miles to the north of the downtown area, your exciting adventure begins here!

Popular Places to Visit Near Portland

While you're in Portland, why not stop by some close by localities? Groton, just 30 miles away, gives access to the United States Coast Guard Academy, a much-liked sight. If you have some spare time up your sleeve, stop by the Mystic Seaport - The Museum of America and the Sea too. You certainly won't be bored here!

No Cancellation Fees

Canceling or making changes to a booking can be a pain in the neck — but not with us! We won't charge a fee, which will make it stress-free.^ Hotels and airlines can have the same policy, but it's definitely worth checking first.