Weymouth and Portland District Cheap Vacations

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

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

  • payments icon

    Better together

    Save up to ₩234,741 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

Top Cheap Weymouth and Portland District Hotels

B&B Weymouth

B&B Weymouth

3 out of 5
68 The Esplanade, Weymouth, England
  • 3 min walk from Weymouth Beach
Stay at this 3-star beach B&B in Weymouth. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Weymouth Beach and Weymouth Harbour ...
"We were attending a funeral so not a happy time. The only thing I could fault our stop over was that the nearest car park was 10 minuets away and was time limited which ment we had to go back to pay for our parking before the time limite was up"

Reviewed on Oct 21, 2019

B&B Weymouth
Gleneagles Guest House

Gleneagles Guest House

3 out of 5
8 Lennox Street, Weymouth, England
  • 11 min walk from Weymouth Beach
Stay at this 3-star guesthouse in Weymouth. Enjoy free parking, WiFi (surcharge), and a computer station. Popular attractions Weymouth Beach and Chesil Beach ...
9/10 Wonderful! (173 reviews)
"Lovely friendly couple greeted us and checked if we need ed anything made the effort to come out and say good by and wish us satmfe journey couldn't fault it people some times judge my son as he has autism but was not even questioned here absolutely superb"

Reviewed on Jul 31, 2025

Gleneagles Guest House
The Old Castle

The Old Castle

3 out of 5
5 Sudan Road, Weymouth, England
  • 20 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 ...
7.4/10 Good! (278 reviews)
Value for money
"For the price paid, room was well equipped and very clean, serviced every day. Could not fault it."

Reviewed on Jul 13, 2025

The Old Castle
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.