Portland Holidays from £1,026

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Your Portland Holiday

The eclectic style and cultural experiences are just the beginning of the things Portland has going for it. Discover the sights and sounds of this city the way you want with a personalised Portland holiday package. A trip to Portland is an ideal opportunity to do a bit of sightseeing. Check out renowned attractions like Wesleyan University, Brownstone Exploration & Discovery Park and TPC River Highlands. Expedia can help you escape the everyday. Tailor your holiday to Portland to suit your style of travel, whatever that may be!

Top Portland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Manchester

Best Western Manchester

2.5 out of 5
per person
11 Oct - 18 Oct
found 14 hours ago
Return direct flight included
Edinburgh (EDI) to Hartford (BDL)
8.4/10 Very Good! (200 reviews)
Manager helped us out with a request. Very accommodating and the place was renovated. Beds were comfortable and place was quiet and clean.

Reviewed on 5 Aug 2025

DoubleTree by Hilton Hartford Downtown

DoubleTree by Hilton Hartford Downtown

4 out of 5
Downtown Hartford
per person
11 Oct - 18 Oct
found 14 hours ago
Return direct flight included
Edinburgh (EDI) to Hartford (BDL)
7.6/10 Good! (1,001 reviews)
Rooms are quite good. Downstairs food area is limited as things are premade and then heated up. Area is convenient to many other restaurants and the baseball field and hockey arena. Car park is being renovated so bit dusty- but noisy and hard to work out the exits and which way to drive in and out of building. Little strange having apartments using one side of elevators and hotel using the other side. Indoor pool doors were locked so couldn’t access that- not sure why?

Reviewed on 4 Aug 2025

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
per person
11 Oct - 18 Oct
found 14 hours ago
Return direct flight included
Edinburgh (EDI) to Hartford (BDL)
8.6/10 Excellent! (965 reviews)
After our Wethersfield disaster we drove right to the Glastonbury Hilton Garden. I registered at about 10:30am. The staff was excellent. I asked if we could get into the room early and was told you can have access to your room right now. Which we did and had a great stay

Reviewed on 26 Jul 2025

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
per person
11 Oct - 18 Oct
found 14 hours ago
Return direct flight included
Edinburgh (EDI) to Hartford (BDL)
8.6/10 Excellent! (1,007 reviews)
Room smelled musty. I asked maid for freshner to spray. Bed was very comfortable 👍

Reviewed on 7 Aug 2025

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 out of 5
per person
11 Oct - 18 Oct
found 14 hours ago
Return direct flight included
Edinburgh (EDI) to Hartford (BDL)
8.8/10 Excellent! (1,001 reviews)
Very clean. Staff was very accommodating

Reviewed on 1 Aug 2025

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

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 £114 per night from 21 Aug to 22 Aug
£114
21 Aug - 22 Aug
includes taxes & fees
8.8/10 Excellent! (171 reviews)
"the room was nice and big. It felt homey not like every other hotel you still in! perfect for me and my husband on a trip."

Reviewed on 3 Aug 2025

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 £66 per night from 24 Aug to 25 Aug
£66
24 Aug - 25 Aug
includes taxes & fees
7.4/10 Good! (1,020 reviews)
"."

Reviewed on 6 Aug 2025

The Capitol Hotel
Clarion Inn

Clarion Inn

3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is £87 per night from 3 Sept to 4 Sept
£87
3 Sept - 4 Sept
includes taxes & fees
7.4/10 Good! (1,009 reviews)
"Bed was super comfy!!"

Reviewed on 1 Aug 2025

Clarion Inn
See all 669 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

Popular places to visit

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

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 £1,026. 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.

* 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.