Cheap Vacations in Portland

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Portland vacations

Price found within the past 48 hours. Click for updated prices.
Spring Valley Inn

Spring Valley Inn

4 out of 5
per person
Apr 28 - May 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
The Emrald of the North

The Emrald of the North

3.5 out of 5
per person
May 8 - May 12
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
Ocho Rios Skyview Guest Apartment

Ocho Rios Skyview Guest Apartment

3.5 out of 5
Save 100% on your flight
per person
May 5 - May 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
Top Brass Ocean View Vacation Rental

Top Brass Ocean View Vacation Rental

3 out of 5
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
per person
May 8 - May 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
per person
May 8 - May 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Ocho Rios (OCJ)
Casa Maria Hotel

Casa Maria Hotel

3.5 out of 5
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Coastal Escape Tower Isle Beach Nearby

Coastal Escape Tower Isle Beach Nearby

2 out of 5
per person
Apr 25 - Apr 29
found 9 hours ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
49 Gates of Edgehill

49 Gates of Edgehill

2 out of 5
per person
May 2 - May 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Sky's Villa Resort

Sky's Villa Resort

3 out of 5
per person
Apr 25 - May 3
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)

3-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Spring Valley Inn

Spring Valley Inn

4 out of 5
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Ocho Rios Skyview Guest Apartment

Ocho Rios Skyview Guest Apartment

3.5 out of 5
Save 100% on your flight
per person
May 5 - May 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
The Emrald of the North

The Emrald of the North

3.5 out of 5
per person
Apr 18 - Apr 21
found 2 hours ago
Roundtrip non-stop flight included
New York (LGA) to Ocho Rios (OCJ)
Top Brass Ocean View Vacation Rental

Top Brass Ocean View Vacation Rental

3 out of 5
per person
May 9 - May 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
per person
May 2 - May 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Sea Shell Palms

Sea Shell Palms

2.5 out of 5
per person
Apr 15 - Apr 18
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
49 Gates of Edgehill

49 Gates of Edgehill

2 out of 5
per person
May 2 - May 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Casa Maria Hotel

Casa Maria Hotel

3.5 out of 5
per person
May 9 - May 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Ocho Rios Beach Resort at ChrisAnn

Ocho Rios Beach Resort at ChrisAnn

3 out of 5
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
Paradise Reggae Resort

Paradise Reggae Resort

3 out of 5
per person
Apr 15 - Apr 18
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
Blue Berry Hills Villa

Blue Berry Hills Villa

3 out of 5
per person
May 5 - May 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)

4-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Spring Valley Inn

Spring Valley Inn

4 out of 5
per person
Apr 28 - May 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
The Emrald of the North

The Emrald of the North

3.5 out of 5
per person
May 8 - May 12
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
Top Brass Ocean View Vacation Rental

Top Brass Ocean View Vacation Rental

3 out of 5
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
Ocho Rios Skyview Guest Apartment

Ocho Rios Skyview Guest Apartment

3.5 out of 5
per person
May 8 - May 12
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
per person
May 2 - May 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
49 Gates of Edgehill

49 Gates of Edgehill

2 out of 5
per person
May 8 - May 12
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
Casa Maria Hotel

Casa Maria Hotel

3.5 out of 5
per person
May 8 - May 12
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Coastal Escape Tower Isle Beach Nearby

Coastal Escape Tower Isle Beach Nearby

2 out of 5
per person
Apr 25 - Apr 29
found 9 hours ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Sea Shell Palms

Sea Shell Palms

2.5 out of 5
per person
May 2 - May 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
Serenity Oasis Apartment

Serenity Oasis Apartment

2 out of 5
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Paradise Reggae Resort

Paradise Reggae Resort

3 out of 5
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)

5-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Casa Maria Hotel

Casa Maria Hotel

3.5 out of 5
per person
Apr 25 - Apr 30
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Top Brass Ocean View Vacation Rental

Top Brass Ocean View Vacation Rental

3 out of 5
per person
Apr 22 - Apr 27
found 10 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
Ocho Rios Skyview Guest Apartment

Ocho Rios Skyview Guest Apartment

3.5 out of 5
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
The Emrald of the North

The Emrald of the North

3.5 out of 5
per person
Apr 13 - Apr 18
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
49 Gates of Edgehill

49 Gates of Edgehill

2 out of 5
per person
Apr 24 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
per person
May 8 - May 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Ocho Rios (OCJ)
Paradise Reggae Resort

Paradise Reggae Resort

3 out of 5
per person
Apr 23 - Apr 28
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
Serenity Oasis Apartment

Serenity Oasis Apartment

2 out of 5
per person
Apr 23 - Apr 28
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
Sea Shell Palms

Sea Shell Palms

2.5 out of 5
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
GC Resort

GC Resort

3 out of 5
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
Apartment E6

Apartment E6

3.5 out of 5
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)

6-7 night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Spring Valley Inn

Spring Valley Inn

4 out of 5
per person
Apr 27 - May 4
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Ocho Rios (OCJ)
Top Brass Ocean View Vacation Rental

Top Brass Ocean View Vacation Rental

3 out of 5
Save 100% on your flight
per person
Apr 19 - Apr 25
found 5 hours ago
Roundtrip non-stop flight included
New York (LGA) to Ocho Rios (OCJ)
Ocho Rios Skyview Guest Apartment

Ocho Rios Skyview Guest Apartment

3.5 out of 5
Save 100% on your flight
per person
Apr 20 - Apr 26
found 13 hours ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
per person
Apr 29 - May 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Paradise Reggae Resort

Paradise Reggae Resort

3 out of 5
per person
Apr 20 - Apr 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Ocho Rios (OCJ)
Morgans cliff

Morgans cliff

3.5 out of 5
per person
Apr 19 - Apr 25
found 5 hours ago
Roundtrip non-stop flight included
New York (LGA) to Ocho Rios (OCJ)
Apartment E6

Apartment E6

3.5 out of 5
per person
May 1 - May 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Ocho Rios (OCJ)
Serenity Oasis Apartment

Serenity Oasis Apartment

2 out of 5
per person
Apr 20 - Apr 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Ocho Rios (OCJ)
Sea Shell Palms

Sea Shell Palms

2.5 out of 5
per person
Apr 28 - May 5
found 12 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
Casa Maria Hotel

Casa Maria Hotel

3.5 out of 5
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
per person
Apr 30 - May 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Ocho Rios (OCJ)
El Castilito

El Castilito

2.5 out of 5
per person
Apr 20 - Apr 26
found 13 hours ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)

Top places to visit in Portland

Winnifred Beach which includes general coastal views as well as a small group of people
FlightsFlightsHotelsHotels

Port Antonio

Port Antonio

Flight deals to Portland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Mar 28 - Fri, Apr 4
FLL
Fort Lauderdale
KIN
Kingston
$243 Roundtrip, found 3 hours ago
$243
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Mar 28 from Fort Lauderdale to Kingston, returning Fri, Apr 4, priced at $243 found 3 hours ago
Wed, Mar 26 - Wed, Apr 2
EWR
New York
KIN
Kingston
$271 Roundtrip, found 6 days ago
$271
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Mar 26 from New York to Kingston, returning Wed, Apr 2, priced at $271 found 6 days ago
Wed, Apr 2 - Thu, Apr 3
ATL
Atlanta
KIN
Kingston
$281 Roundtrip, found 6 days ago
$281
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Apr 2 from Atlanta to Kingston, returning Thu, Apr 3, priced at $281 found 6 days ago

Top rated hotels for your Portland vacation

Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield, Port Antonio, Portland
Free Cancellation
1.85 mi from city center
The price is $204 per night
$204
includes taxes & fees
$184 per night
Apr 10 - Apr 11
Located in Port Antonio, Jamaica Palace Hotel is by the ocean, a 1-minute drive from Trident Castle and 7 minutes from Rio Grande.
Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig, Long Bay, Portland
Free Cancellation
Reserve now, pay when you stay
11.75 mi from city center
The price is $207 per night
$207
includes taxes & fees
$189 per night
Mar 15 - Mar 16
With a stay at Sea Cliff Resort in Long Bay, you'll be near the beach, within a 5-minute drive of Jamaica Beaches and Long Bay Beach.
Geejam

Geejam

4.5 out of 5
San San, Port Antonio, Port Antonio, Portland
2.48 mi from city center
The price is $535 per night
$535
includes taxes & fees
$490 per night
Apr 10 - Apr 11
Located in Port Antonio, Geejam is a 3-minute drive from Trident Castle and 9 minutes from Rio Grande.
Don't see what you're looking for?
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.