Weymouth and Portland District Romantic Holidays

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

Photo by Sean Pike
  • 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 Weymouth and Portland District Hotels

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! (114 reviews)
We had a lovely stay in the George. A wonderful warm welcome and a lovely spacious room. All the staff were friendly and so helpful and attentive. We don't have a dog but there were well behaved dogs there. Excellent value for money. A short walk to the seafront and the town centre.

Reviewed on 22 Oct 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 Wi-Fi and daily housekeeping. Our guests praise the breakfast and the helpful staff in ...
9.4/10 Exceptional! (747 reviews)
Overal good. Helpfulness of staff excellent. Plenty of opportunity to eat healthily. Some towels worn.

Reviewed on 6 Oct 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 Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their 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.