Weymouth and Portland District Romantic Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Sean Pike
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to RM 324 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place
The George B&B

The George B&B

3 out of 5
65 Dorchester Road, Weymouth, England
  • 16 min walk from Weymouth Beach
Stay at this 3-star B&B in Weymouth. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Weymouth Beach and Chesil Beach are located ...
9.4/10 Exceptional! (111 reviews)
Good clean and friendly
"Nice friendly place, ticks all the correct boxes. Cooked breakfast was good and hot. Parked my motorbike safely on property, despite gravel covering. Staff are pleasant and easy going."

Reviewed on 9 Sept 2025

The George B&B
The Cumberland

The Cumberland

3 out of 5
95 The Esplanade, Weymouth, England
  • 6 min walk from Weymouth Beach
Stay at this 3-star beach hotel in Weymouth. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the helpful staff in ...
9.4/10 Exceptional! (743 reviews)
"From the moment we arrived the hosts were brilliant lovely place comfy beds very clean well run ship we will be abck again soon"

Reviewed on 26 Aug 2025

The Cumberland
Heights Hotel

Heights Hotel

3 out of 5
Yeates Road, Portland, England
  • 9 min drive from Weymouth Beach
Stay at this 3-star hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (671 reviews)

Couples like: restaurant with ocean view, couples dining, champagne service

Travellers say...
"Lovely clean hotel looking a little tiered, meal on first night under seasoned and beef tough so could do better there. Room very warm ( why have the heating on n this weather.?). Kept running out of Prosecco But overall a nice stay ."

Reviewed on 22 Sept 2025

Heights Hotel
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.