Book Exclusive Portland Vacation Packages

Choose one or more items to build your trip:

Top Portland hotels deals

Don't see what you're looking for?
See all available properties in Portland
View all properties
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.

Popular places to visit

Portland Vacations

You don't have to know everything about the place to have a great time in Portland, but you will need to have an idea about a few essential facts before you head off.

Portland lies 4 miles (6 kilometers) east of Cromwell. You'll also find it 5 miles (8 kilometers) northeast of Middletown.

Forget about the big-name attractions — it's the locals that make a place tick. In this part of Connecticut, you'll find 6,000 of them.

Hotels in Portland

Portland isn't exactly renowned for its huge selection of accommodations. Even so, with 7 properties on offer via Travelocity, you should be able to find something suitable pretty easily. Book your room now so you don't miss out!

When you've got all those unforgettable vacation experiences to organize, who wants to waste time scouring the web for a place to stay? Don't worry, we've done the hard work for you. The Inn at Middletown and Sheraton Hartford South Hotel are a few of our suggested properties here.

Places to visit in Portland

Are you looking for a way to relieve the stress of your hectic life? Suck in the fresh air as you go for a romp through Dinosaur State Park. Want some more options? Are the kids tired of parks and playgrounds? Capture their imaginations at Kidcity Children's Museum. Jam-packed with fascinating displays and hands-on experiences, helping your youngsters to learn about the world has never been so much fun! But there's more. Some of the region's most innovative minds were reared behind the walls of Wesleyan University. After spending the morning here, you might start to feel a little more brainy too!

Where do you fly into for Portland?

Arriving at Bradley International Airport (BDL)? After you've stepped off the plane and collected your bags, the middle of Portland will be just 25 miles (40 kilometers) away.

Frequently asked questions

How much are vacation packages to Portland?
Prepare to be surprised — you can find yourself in Portland for as low as . Let Travelocity save you money and hassle with our amazing vacation packages. With hotels, flights and tours all ready to go, what are you waiting for?
How long should my Portland vacation be?
If you need some guidance, most visitors spend around 2 nights in Portland. But to uncover the true essence of this destination, stay a few extra days. You’ll be able to explore more and really experience the local vibe.
Where can I get the best vacation package deals for Portland?
For an excellent Portland package deal, nothing compares to Travelocity. Choose from 400 partner airlines and 665,000 properties across the globe to create your dream trip — it couldn’t be simpler.
Why should I book my Portland vacation package via Travelocity?
Whether you’re searching for the ultimate unplugged vacation or after the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, hassle and money. No need to sift through hundreds of websites to find the best deal — our Price Match Guarantee ensures you’ll always get the lowest price, and our professional customer service experts are available for you round-the-clock.
Will I save money on my Portland car rental if I book it with hotels and flights?
Bundling your flight, car and hotel into a Portland vacation package is a great way to score the best deal. Plus, having your own rental car gives you absolute freedom to make your way to all those landmarks you’re itching to explore. Sitting 150 kilometersaway from Portland, Broadway is one place that should be on your to-do list. Turn up the tunes and make a day trip of it.
What is the best time of year to go to Portland?
If you’re eager to wander wisely, is a great time to do it. That’s when hotel rates are most affordable. By way of comparison, prices skyrocket around . are the most popular times to head to Portland, so expect snaking queues for major tourist sites. Rather travel outside the busy season? You’ll find more manageable crowds during .
Which airport is best for Portland?
Hartford, CT (BDL-Bradley Intl.) is a major hub. It’s situated approximately 40 kilometersnorth of Portland. Other options worth considering are Providence, RI (PVD-T.F. Green) (95 kilometersaway from central Portland) and Islip, NY (ISP-MacArthur) (100 kilometersaway from central Portland).
What is there to do in Portland?
Brownstone Exploration & Discovery Park is just one of the outstanding sights that make Portland such a popular destination. But allow yourself enough time to discover its lesser-known attractions too. This is sometimes where the best vacation memories are made.
Where should I stay when visiting Portland?
Many travelers hit the hay at the Solano Inn. It’s a terrific base for your Portland vacation.
Can I go on vacation to Portland at this time?
Learn all the info you need to know about travel restrictions and quarantine policies ahead of your flight to Portland. Our Covid-19 Travel Advisor is full of useful advice to help make your vacation relaxed and stress-free.