Portland Holidays

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Your Portland Holiday

With one of our holiday packages to Portland, you'll have endless opportunities for adventure and relaxation. There's so much to experience, including its eclectic style and cultural experiences. Wesleyan University, TPC River Highlands and Brownstone Exploration & Discovery Park are just a few of the many attractions worth checking out during your trip to Portland. A few clicks is all it takes to craft the perfect Portland holiday on Expedia.

Portland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
5,900
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Brownstone Exploration & Discovery Park, Dinosaur State Park and Powder Ridge Mountain Park and Resort

Our pick of the best Portland Hotel Deals

Best Western Hartford Hotel & Suites
Best Western Hartford Hotel & Suites
2.5 out of 5
185 Brainard Rd, Hartford, CT
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi and free parking. Our guests praise the clean rooms in their reviews. Popular attractions XL ...
7.8/10 Good! (1,010 reviews)
"I really enjoyed the staff snd their welcoming spirits. Very friendly and helpful."

Reviewed on 12 Apr 2024

Best Western Hartford Hotel & Suites
Solano Inn
Solano Inn
2.5 out of 5
1503 Portland-Cobalt Rd, Portland, CT
Stay at this hotel in Portland. Enjoy free WiFi, free parking and daily housekeeping. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.6/10 Good! (239 reviews)
"It was close to the Castle area where I needed to be early for a meeting. Dumpster pick up at 4 Am was unexpected ."

Reviewed on 22 Mar 2024

Solano Inn
Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
Stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (975 reviews)
"Staff is friendly and accommodating. They were eager and ready to help. Bed was comfortable. Hotel was cute and clean. Will stay here again!"

Reviewed on 14 Apr 2024

Holiday Inn Express Southington, an IHG Hotel
See all 623 properties in Portland
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Portland travel package cost?
We make it easy to see the world, with Portland travel packages starting from as low as . You’ll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate getaway, why not add a couple of experiences and tours to your travel itinerary?
If I'm not able to travel, can I cancel my Portland travel package?
You can. We get that even the best-laid plans can go awry, so we’re here to help if you have to make changes to your Portland travel package. It may be possible to cancel or amend your itinerary for free if you’ve booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Portland?
Browse and book everything in one place with our Portland travel packages. You’ll discover deals on hotels, flights and more that’ll keep your pocketbook happy and your adventurous spirit full. And, with more than 550 airlines and 1,000,000 hotels throughout the world to choose from, you have countless opportunities to mix and match as you want.
Does Expedia offer Book Now, Pay Later Portland holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your budget. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to spend while you’re travelling. Klarna has several payment plans to pick from, so you’re sure to find one that suits your budget. Consider these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that fit all budgets, so you can take that well-deserved holiday sooner.
  • Pay in instalments holidays: If you’d like to pay off your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the “book now” button is easier with this payment option. Just put down a small deposit on your booking and then start working on your travel plans.

Where should I stay in Portland?
Stay close to the action. Many travellers book hotels within easy reach of popular sights, like Wesleyan University, Brownstone Exploration & Discovery Park and Kidcity Childrens Museum.
What are the top hotels in Portland?
Make a reservation at Hilton Stamford Hotel & Executive Meeting Centre. It’s one of the neighbourhood’s most popular hotels. Another highly rated option in Portland is Howard Johnson by Wyndham Mystic.
How far in advance should I book my Portland holiday?
Travellers are generally able to browse international airfares on Expedia up to a year in advance of departure. Booking late? With a little bit of luck, it’s still possible to score a cheaper ticket only weeks before your flight.
What does an Expedia Portland travel package include?
Travel packages include rental cars, hotels and flights, but you can combine any of them to create your perfect Portland holiday. You can also add on fun things like experiences and activities once you’ve made your booking. You’re in control! When you bundle your bookings with Expedia, you’ll get access to deals you won’t find anywhere else.
What should I know before booking a Portland travel package?
A package can be cheaper than individually booking everything you need for your adventure. For example, bundle your hotels, flights and rental cars and score impressive savings. Whatever type of holiday you have in mind, you’ll find a package that’s perfect for you.
Can I choose my airline with a Portland Expedia travel package?
With a travel package, you’re in charge. Whether you want to fly to Portland in first class or coach, simply choose from the available airline options. Expedia has access to more than 550 partner airlines across the world.

Discover the most popular places to visit in Portland

Image for Brownstone Exploration & Discovery Park

Brownstone Exploration & Discovery Park

Enjoy the thrill rides with your children at Brownstone Exploration & Discovery Park during your visit to Portland. Experience the festivals and entertainment venues in this family-friendly area.

Brownstone Exploration & Discovery Park
Image for Arrigoni Winery

Arrigoni Winery

You can enjoy a tasting or tour at Arrigoni Winery during your travels to Portland. Experience the festivals and entertainment venues in this family-friendly area.

Arrigoni Winery

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.