Portland Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    Plan, book, and manage your trip all in one place

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
The price is S$169 per night from 15 Feb to 16 Feb
S$169
includes taxes & fees
15 Feb - 16 Feb
9.2/10 Wonderful! (87 reviews)
Clean and comfortable room
"The rooms were clean, comfortable, and spacious. The receptionists were very helpful and answered all our questions. We appreciated the small touches like the complimentary water bottles, coffee and toiletries. Will be coming back! Thank you so much."

Reviewed on 1 Feb,2025

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
Fully refundable
The price is S$171 per night from 23 Feb to 24 Feb
S$171
includes taxes & fees
23 Feb - 24 Feb
8.6/10 Excellent! (1,002 reviews)
Very comfortable
"No frills, comfortable beds. Decent breakfast."

Reviewed on 5 Feb,2025

Holiday Inn Express Southington, an IHG Hotel
The Farmington Inn & Suites
The Farmington Inn & Suites
3 out of 5
827 Farmington Ave, Farmington, CT
Fully refundableReserve now, pay when you stay
The price is S$178 per night from 10 Feb to 11 Feb
S$178
includes taxes & fees
10 Feb - 11 Feb
8.6/10 Excellent! (1,000 reviews)
"Very convenient location, lovely attendant at check-in, so friendly. Small but very clean room, I’m very comfortable!"

Reviewed on 2 Feb,2025

The Farmington Inn & Suites
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.