Portland Romantic Holidays

Book a Romantic Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₹43,962 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

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street Kennebunkport ME
  • 56 min drive from Thompson's Point
Stay at this luxury hotel in Kennebunkport. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
9.4/10 Exceptional! (690 reviews)
The room was amazing, the location is perfect for choosing one of the multiple restaurants to dine at but the beauty of the homes that make up this beautiful stay was amazing. Just walking between home was breathtaking. It quintessential Maine in a wonderful compilation of high quality bed and breakfast. ...

Reviewed on 17 Mar 2026

Kennebunkport Captains Collection
Breakwater Inn

Breakwater Inn

4.5 out of 5
127 Ocean Avenue Kennebunkport ME
  • 57 min drive from Thompson's Point
Stay at this luxury hotel in Kennebunkport. Enjoy free Wi-Fi, free parking and free bicycles on-site. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (53 reviews)
I’ve booked a king size and get queen size. Why I am being charged for kings while I had a queen size? The staff was rude and she gives us the explanations of her dog is dying. We made the best of it but the staff told us that she will rectify this on Monday but today is Tuesday. I am being charged ...

Reviewed on 25 Feb 2026

Breakwater Inn
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
  • 5 min drive from Thompson's Point
Stay at this spa hotel in Portland. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,002 reviews)

Couples like: full-service spa, couples spa treatments, restaurant with ocean view, couples dining

Travellers say...
I frequently stay at this property. It is a very clean property with kind and helpful staff and an excellent restaurant and spa. I was locked out of the next door parking garage and Dan (door man?) helped me get my car out. He ran out there in the freezing cold, called the garage mgmt and got me ...

Reviewed on 26 Mar 2026

The Westin Portland Harborview
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 package bookings compared to the price of the same components booked separately. Savings not available on all packages.