Holidays in Portland

Holidays in Portland

2 travellers
Exact dates

KAYAK searches hundreds of travel sites at once for holiday package deals in Portland

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals
Tips
Vacation information

Cheap Portland package deals

These are the best prices for 11-14 Jun.
Go to map

Search by stars

2+ stars3+ stars4+ stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll-inclusiveMeals not included

Search by price

£268 - £1,268£1,268 - £2,269£2,269 - £3,270£3,270 - £4,270£4,270+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Portland flight and hotel deals

Show all
Ramada Plaza Portland - Portland - Lounge
Ramada Plaza Portland - Portland - Lounge
Ramada Plaza Portland
7.5 Good
Parking
Free Wi-Fi
Pool
Pet-friendly
Newark
Meals not included
3 nights + flight
£268
Hilton Garden Inn Portland Downtown Waterfront - Portland - Lounge
Hilton Garden Inn Portland Downtown Waterfront - Portland - Lounge
Hilton Garden Inn Portland Downtown Waterfront
8.7 Very Good
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Newark
Meals not included
3 nights + flight
£452
Embassy Suites by Hilton Portland Maine - Portland - Restaurant
Embassy Suites by Hilton Portland Maine - Portland - Restaurant
Embassy Suites by Hilton Portland Maine
8.7 Very Good
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
Newark
Breakfast
3 nights + flight
£373
Courtyard by Marriott Portland Downtown/Waterfront - Portland - Front desk
Courtyard by Marriott Portland Downtown/Waterfront - Portland - Front desk
Courtyard by Marriott Portland Downtown/Waterfront
7.8 Good
Airport shuttle
Free Wi-Fi
Pool
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£494
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me
8.5 Very Good
Free Wi-Fi
Pet-friendly
Air conditioning
Newark
Meals not included
3 nights + flight
£433
The Weldon Hotel - Portland - Bedroom
The Weldon Hotel - Portland - Bedroom
The Weldon Hotel
9.4 Wonderful
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£524
AC Hotels by Marriott Portland Downtown/Waterfront, ME - Portland - Bar
AC Hotels by Marriott Portland Downtown/Waterfront, ME - Portland - Bar
AC Hotels by Marriott Portland Downtown/Waterfront, ME
8.7 Very Good
Airport shuttle
Free Wi-Fi
Pet-friendly
Air conditioning
Newark
Meals not included
3 nights + flight
£558
Hampton Inn & Suites Portland West - Portland - Bedroom
Hampton Inn & Suites Portland West - Portland - Bedroom
Hampton Inn & Suites Portland West
8.4 Very Good
Parking
Free Wi-Fi
Pool
Pet-friendly
Newark
Breakfast
3 nights + flight
£349
Motel 6 Portland Me - Portland - Building
Motel 6 Portland Me - Portland - Building
Motel 6 Portland Me
5.2 Fair
Free Wi-Fi
Pet-friendly
Air conditioning
Newark
Meals not included
3 nights + flight
£272
DoubleTree by Hilton Portland - Portland - Lobby
DoubleTree by Hilton Portland - Portland - Lobby
DoubleTree by Hilton Portland
7.7 Good
Parking
Airport shuttle
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
£291
Fireside Inn & Suites Portland - Portland
Fireside Inn & Suites Portland - Portland
Fireside Inn & Suites Portland
7.5 Good
Parking
Free Wi-Fi
Pool
Pet-friendly
Newark
Meals not included
3 nights + flight
£277
The Westin Portland Harborview - Portland - Bar
The Westin Portland Harborview - Portland - Bar
The Westin Portland Harborview
8.3 Very Good
Free Wi-Fi
Pet-friendly
Air conditioning
Newark
Meals not included
3 nights + flight
£414
Hilton Garden Inn Portland-Airport - Portland - Lounge
Hilton Garden Inn Portland-Airport - Portland - Lounge
Hilton Garden Inn Portland-Airport
8.1 Very Good
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
Newark
Meals not included
3 nights + flight
£339
The Docent's Collection - Portland - Living room
The Docent's Collection - Portland - Living room
The Docent's Collection
9.2 Wonderful
Free Wi-Fi
Air conditioning
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
£463
Hampton Inn Portland Downtown - Waterfront - Portland - Building
Hampton Inn Portland Downtown - Waterfront - Portland - Building
Hampton Inn Portland Downtown - Waterfront
8.3 Very Good
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Newark
Breakfast
3 nights + flight
£422
Residence Inn by Marriott Portland Downtown/Waterfront - Portland - Lobby
Residence Inn by Marriott Portland Downtown/Waterfront - Portland - Lobby
Residence Inn by Marriott Portland Downtown/Waterfront
8.8 Very Good
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
Newark
Breakfast
3 nights + flight
£537

When to book a holiday in Portland

Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.

Tips for finding cheap holiday packages Portland

  • There are loads of types of holidays in Portland and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travellers: Top holiday £138; Family holiday £283; Romantic holiday £318; Budget holiday £252.

Where to stay in Portland

Our map will help you find the perfect place to stay for your holiday in Portland by showing you the exact location of each hotel.

Everything you need to know for your holiday in Portland

Portland holiday information

Top holiday (Flight+Hotel)£138
Family holiday (Flight+Hotel)£283
Romantic holiday (Flight+Hotel)£318
Budget holiday (Flight+Hotel)£252