Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Rick Bucchino

Top hotels in Portland

Solano Inn
Solano Inn
2.5 out of 5
1503 Portland-Cobalt Rd, Portland, CT
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (144 reviews)
"Check in was smooth and nice. Pleasantly surprised at how spacious the room is. Great for the price! Highly recommend for anyone who needs a place to stay while visiting Portland!"

Reviewed on 23 Jun 2025

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Solano Inn
The Capitol Hotel
The Capitol Hotel
3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is 2.677.347 ₫ per night from 1 Jul to 2 Jul
2.677.347 ₫
3.078.949 ₫ total
1 Jul - 2 Jul
includes taxes & fees
7.4/10 Good! (1,002 reviews)
"It's not luxurious BUT it is upgraded with modern conveniences and is CLEAN. I had a good night's rest on a comfortable bed and a nice hot shower. Parking is a little scary to navigate at first underground, but it was secure and I appreciate that because I returned back to my room after 2a.m."

Reviewed on 26 Jun 2025

The Capitol Hotel
Hampton Inn & Suites Hartford/East Hartford
Hampton Inn & Suites Hartford/East Hartford
2.5 out of 5
351 Pitkin Steet, East Hartford, CT
The price is 2.861.317 ₫ per night from 20 Jul to 21 Jul
2.861.317 ₫
3.290.514 ₫ total
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Clean property and as others have noted, very friendly staff ! Breakfast was nice too. Will happily stay here again."

Reviewed on 28 Jun 2025

Hampton Inn & Suites Hartford/East Hartford
See all 663 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.

Frequently asked questions

How much does a Portland holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Portland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Portland?
You can generally find lower rates and better availability in February, March and November. Browse our cheap Portland holiday packages and you could get some great off-season deals.
How many days is enough for Portland?
With a well-organised schedule, you can easily tick off the top Portland attractions in a few days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Portland holiday for longer.
How to find the best Portland package deals?
Use Expedia's filter tool to help you find some great Portland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Portland package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Portland holiday as a package?
You can enjoy significant savings on your Portland retreat by booking a customised holiday package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Portland?
Score fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Portland getaway.
How to plan a trip to Portland?

  1. Choose your travel dates: What you plan to do in Portland and your preferred season can help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to activities and flights. Your accommodation will likely be the biggest expense during your trip to Portland.
  3. Decide how many days away: Start by making a list of all the sights and activities you'd like to experience in Portland. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your accommodation and airfare: Once you've settled on your dates and duration, book the right Portland holiday package for you.

Popular places to visit

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

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