Weymouth and Portland District Romantic Holidays

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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 Weymouth Harbour are ...
9.4/10 Exceptional! (101 reviews)
Lovely stay in Weymouth
"We enjoyed a flying visit to Weymouth. The George B&B is on the quieter side of town, but that suited us. Parking was easy. The owner was friendly and welcoming. Weymouth town centre is pretty vibrant. It's about a 20-minute walk to the pubs and restaurants. It's a town built for tourists. For anyone ..."

Reviewed on 6 Jul 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! (729 reviews)
"Late booking and glad I could find such a lovely room with a sea view. Fantastic service and lovely breakfast."

Reviewed on 29 Jun 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. ...
8.2/10 Very Good! (657 reviews)

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

Travellers say...
"Fabulous position. Views amazing. Some of the friendliest and happiest staff we've come across. The rooms and dining area were spotless. Very impressed"

Reviewed on 27 Jun 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.