Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Portland

Heights Hotel

Heights Hotel

3 out of 5
Yeates Road, Portland, England
8.2/10 Very Good! (662 reviews)
"Gorgeous view of Lyme Bay. The perfect end point for this leg of our SW Coastal hike."

Reviewed on 24 Jul 2025

Get rates
Heights Hotel
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
The price is 2.695.073 ₫ per night from 17 Aug to 18 Aug
2.695.073 ₫
3.234.088 ₫ total
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (646 reviews)
"Love that sea front"

Reviewed on 12 Aug 2025

Fairhaven Hotel
Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is 3.139.302 ₫ per night from 17 Aug to 18 Aug
3.139.302 ₫
3.767.162 ₫ total
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"We only stayed the one night but would have no qualms about staying again. The family room was spacious, clean and comfortable. Best of all were the staff who were all very helpful and welcoming."

Reviewed on 2 Aug 2025

Best Western Weymouth Hotel Rembrandt
See all 1,841 properties in Portland
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.

Popular places to visit

Portland Bill Lighthouse

Portland Bill Lighthouse

Find out about the history of Southwell when you spend time at Portland Bill Lighthouse. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Portland Bill Lighthouse
Church Ope Cove

Church Ope Cove

Why not spend a care-free afternoon at Church Ope Cove during your travels in Southwell? Amble around the area's seaside or visit its spas.

Church Ope Cove

Portland Harbour

Explore the waterfront in Portland with a trip to Portland Harbour. Stroll along the area's seaside or simply savour its lively bars.

Portland Harbour

Frequently asked questions

How much does a Portland holiday package cost?
You'll find cheap prices on Expedia for your Portland escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Portland costs.
What are the cheapest months to go to Portland?
Plan your trip for the low season and you're likely to score cheap Portland holiday packages. Keep in mind that public holidays and local festivals and events can impact prices, so do a little research before you go.
How many days is enough for Portland?
With a well-organised itinerary, you can easily tick off the top Portland sights in a few days. But if you'd like to discover hidden spots or go on day trips, think about booking your Portland holiday for longer.
Is it worth booking a holiday package to Portland?
Popular for its walking trails, camping and watersports, a Portland holiday is a hit with all kinds of visitors. Be sure to visit major sights like Weymouth and Portland National Sailing Academy and Portland Castle, and consider renting some wheels for day trips to discover even more.
How to find the best Portland package deals?
Landing a cheap Portland package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can customise your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Portland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Portland holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and accommodation individually. Better still, you can personalise your Portland getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Portland?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Portland holiday.
How to plan a trip to Portland?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Portland.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Portland. Then, pick a property that fits your budget, whether that's an economical stay or a lavish retreat.
  3. Decide how many days away: Start by compiling a list of the activities and sights you want to experience in Portland. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your airfare and accommodation: Once you've nailed down your trip dates and duration, book the ideal Portland holiday package for you.