
Portland Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
Better together
Save up to ₩234,741 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Romantic Portland Hotels

Kennebunkport Captains Collection
6 Pleasant Street, Kennebunkport, ME
Romance is in the air at this upscale hotel, featuring a garden and premium mattresses.
9.4/10 Exceptional! (501 reviews)
"The room was spacious and grande in a 19th century way. Check in was quick and painless. I was a bit put out that they ran out of coffee in the morning and that check in is not until 4pm…"
Reviewed on Jun 30, 2025

Breakwater Inn
127 Ocean Avenue, Kennebunkport, ME
Splurge on a trip to this upscale hotel, featuring amenities like ocean-view dining and happy hours. You'll also love the premium mattresses and riverside ...
7.8/10 Good! (15 reviews)
"Had a rough start to our booking, when 2 days before arriving we were called and said our room had flooded due to a pipe burst, and they had to cancel our reservation. However, after working through Expedia the Inn found us a replacement room. Checking in was a bit confusing, as the hotel is not ..."
Reviewed on Jun 29, 2025

The Westin Portland Harborview
157 High St, Portland, ME
If you're in the mood for love, consider staying at this romantic hotel, featuring a spa and in-room massages. You'll also love the ocean-view dining, garden, ...
8.8/10 Excellent! (1,003 reviews)
Couples like: full-service spa, couples spa treatments, restaurant with ocean view, couples dining
Travelers say...
"."
Reviewed on Jun 28, 2025
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.
More Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.