
Weymouth and Portland District Romantic Vacations
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Top Romantic Weymouth and Portland District Hotels

The George B&B
65 Dorchester Road, Weymouth, England
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! (109 reviews)
"Excellent location for exploring, lovely people and very good breakfast. Spacious and clean room, would highly recommend!"
Reviewed on Aug 18, 2025

The Cumberland
95 The Esplanade, Weymouth, England
Whatever your love language might be, you and your special someone are sure to love the waterfront location at this romantic hotel.
9.4/10 Exceptional! (737 reviews)
Great seafront hotel, best location
"I had a lovely stay at the Cumberland Hotel. Mike, the owner, was incredibly friendly and welcoming, which made the experience even more enjoyable. The attention to detail throughout the hotel was impressive—everything was thoughtfully arranged, from the plentiful extra towels to the little surprises ..."
Reviewed on Aug 4, 2025

Heights Hotel
Yeates Road, Portland, England
If you're in the mood for love, consider staying at this romantic hotel, featuring ocean-view dining and a garden. You'll also love the champagne service, terrace, ...
8.2/10 Very Good! (666 reviews)
Couples like: restaurant with ocean view, couples dining, champagne service
Travelers say...
"Nice clean hotel and friendly staff. The food was excellent but there was no hospitality tray in our room. The decor is rather dated and the furniture was wobbly and old. It just needs an update but the view, the staff and the food made up for that."
Reviewed on Aug 18, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.