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

Discover the best prices by selecting your travel dates on KAYAK.
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

£154 - £253£253 - £352£352 - £451£451 - £551£551+ 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
7.3 Good
Parking
Free Wi-Fi
Pool
Pet-friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
£179
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
£293
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me
8.3 Very Good
Free Wi-Fi
Pet-friendly
Air conditioning
New York John F Kennedy Intl
Meals not included
3 nights + flight
£223
The Weldon Hotel - Portland - Bedroom
The Weldon Hotel - Portland - Bedroom
The Weldon Hotel
9.6 Wonderful
Free Wi-Fi
Pet-friendly
Air conditioning
New York John F Kennedy Intl
Meals not included
3 nights + flight
£297
AC Hotel by Marriott Portland Downtown/Waterfront, ME - Portland - Bar
AC Hotel by Marriott Portland Downtown/Waterfront, ME - Portland - Bar
AC Hotel by Marriott Portland Downtown/Waterfront, ME
8.7 Very Good
Airport shuttle
Free Wi-Fi
Pet-friendly
Air conditioning
New York John F Kennedy Intl
Meals not included
3 nights + flight
£248
Hampton Inn & Suites Portland West - Portland - Bedroom
Hampton Inn & Suites Portland West - Portland - Bedroom
Hampton Inn & Suites Portland West
8.3 Very Good
Parking
Free Wi-Fi
Pool
Pet-friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
£239
DoubleTree by Hilton Portland - Portland - Lobby
DoubleTree by Hilton Portland - Portland - Lobby
DoubleTree by Hilton Portland
7.6 Good
Parking
Airport shuttle
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
£209
Holiday Inn Portland-By The Bay - Portland - Pool
Holiday Inn Portland-By The Bay - Portland - Pool
Holiday Inn Portland-By The Bay
8.4 Very Good
Airport shuttle
Free Wi-Fi
Pool
Air conditioning
New York John F Kennedy Intl
Meals not included
3 nights + flight
£192
Fireside Inn & Suites Portland - Portland - Patio
Fireside Inn & Suites Portland - Portland - Patio
Fireside Inn & Suites Portland
7.4 Good
Parking
Free Wi-Fi
Pool
Pet-friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
£188
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
£250
Hilton Garden Inn Portland-Airport - Portland - Bar
Hilton Garden Inn Portland-Airport - Portland - Bar
Hilton Garden Inn Portland-Airport
7.9 Good
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
£200
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med - Portland - Bedroom
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med - Portland - Bedroom
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
7.8 Good
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
£192
Portland Harbor Hotel - Portland - Patio
Portland Harbor Hotel - Portland - Patio
Portland Harbor Hotel
8.4 Very Good
Free Wi-Fi
Pet-friendly
Air conditioning
New York John F Kennedy Intl
Meals not included
3 nights + flight
£277
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
Air conditioning
New York John F Kennedy Intl
Breakfast
3 nights + flight
£219
Clarion Hotel Portland Airport Me - Portland - Bedroom
Clarion Hotel Portland Airport Me - Portland - Bedroom
Clarion Hotel Portland Airport Me
7.4 Good
Parking
Airport shuttle
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
£153
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
8.6 Very Good
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
£248

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 £627; Family holiday £630; Romantic holiday £662; Luxury holiday £662; Budget holiday £539.

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)£627
Family holiday (Flight+Hotel)£630
Romantic holiday (Flight+Hotel)£662
Luxury holiday (Flight+Hotel)£662
Budget holiday (Flight+Hotel)£539