Dorset Vacations & Trips from $1,335

Book a Hotel + Flight or Car together to unlock savings

Your Dorset Vacation

Lock in a vacation package to Dorset and enjoy what it means to travel on your own terms. You'll be amazed by its cycling, underwater activities and watersports. Begin your trip to Dorset with some time in Weymouth visiting popular attractions like Lulworth Cove and Weymouth Beach. Poole is another top city that lures travelers from near and far. Poole Harbour and Bournemouth Beach are two of the top places to see in this destination. Find some travel buddies and start packing, because your Dorset vacation is just clicks away with Expedia.

The Latest Dorset Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hapimag Apartments London

Hapimag Apartments London

4.5 out of 5
London City Centre
Save 100% on your flight
Price was $1,955, price is now $1,335 per person
$1,335
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
9.6/10 Exceptional! (19 reviews)
Amazing stay. Beautiful location. Across from Hyde Park. Comfortable and easy walking distance to the tube.

Reviewed on Mar 5, 2023

Wimpole Mews - 4 Bedroom Apartment

Wimpole Mews - 4 Bedroom Apartment

2 out of 5
London City Centre
Save 100% on your flight
Price was $5,810, price is now $3,727 per person
$3,727
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
Urban Chic - York street

Urban Chic - York street

3 out of 5
London City Centre
Save 100% on your flight
Price was $3,498, price is now $2,337 per person
$2,337
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
London Choice Apartments - Mayfair One

London Choice Apartments - Mayfair One

4 out of 5
London City Centre
Save 100% on your flight
Price was $4,706, price is now $3,168 per person
$3,168
per person
Jan 8 - Jan 15
found 16 hours ago
Roundtrip flight included
New York (NYC) to London (LHR)
9.8/10 Exceptional! (20 reviews)
Great property in an amazing location. We had a great trip and would love to stay here on our next trip to London.

Reviewed on Mar 19, 2024

2 Chesham Hotel

2 Chesham Hotel

4 out of 5
London City Centre
Save 100% on your flight
Price was $2,832, price is now $1,950 per person
$1,950
per person
Jan 8 - Jan 15
found 16 hours ago
Roundtrip flight included
New York (NYC) to London (LHR)
9.8/10 Exceptional! (28 reviews)
Hotel was very clean and offered a good breakfast. Staff were very nice and helpful.

Reviewed on Oct 13, 2025

Best Places to Vacation in Dorset

1. Create memories in Weymouth with a vacation package

Weymouth boasts a charming coastal atmosphere that is perfect for an outdoor vacation. With its marina, sailing opportunities, and sandy beaches, it is a haven for water enthusiasts. The friendly locals add to the welcoming atmosphere, making visitors feel right at home. In addition to enjoying the sea, visitors can explore the town's historic port, visit quaint coffee shops, and soak up the sun on the beautiful sand beaches. For those looking for a change of scenery, the surrounding countryside offers stunning views and peaceful temples to explore. Weymouth truly offers a diverse range of experiences for outdoor adventurers.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Weymouth

2. Plan your dream getaway to Poole

Poole is a charming coastal town in England that offers a delightful atmosphere for outdoor vacations. With its friendly locals and picturesque port, it is the perfect place to relax and enjoy the sea breeze. Visitors can explore the beautiful beaches, take a ferry ride to nearby islands, or indulge in spa treatments. The town is also known for its vibrant dining scene, with plenty of restaurants and bars to choose from. For those who love boating, the marina provides a great opportunity to sail along the coast. In Poole, there is no shortage of activities and experiences to make your vacation unforgettable.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Poole

3. Escape to Portland with a vacation package

Portland, England offers a unique and diverse atmosphere for outdoor vacation experiences. With its prime location, it is a popular destination for sailing, windsurfing, and rock climbing enthusiasts. The friendly locals add to the welcoming atmosphere, making visitors feel at home. The historical sites and stunning nature provide a rich cultural and scenic backdrop. The islands surrounding Portland offer a peaceful and serene escape. The presence of a university brings a vibrant energy to the area. Dining options range from traditional English fare to international cuisines, ensuring a delightful culinary experience.

  • Travelers tend to stay 2 days in Portland

4. Explore Wareham with a vacation package

Dorchester, England is a charming town that offers a delightful outdoor vacation experience. With its friendly locals, cozy bars, and picturesque countryside, it is the perfect destination for those seeking a small-town atmosphere. Immerse yourself in the rich culture and history by visiting the town's museums and UNESCO World Heritage Sites. Explore the fascinating archaeology and indulge in a cup of coffee at one of the local cafes. Whether you're interested in destination activities or simply enjoying the outdoors, Dorchester offers a memorable experience for all.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Wareham

6. Enjoy Bridport with a travel package

Bridport, England is a perfect destination for outdoor enthusiasts. With its beautiful beaches, hunting opportunities, and diverse wildlife, there is something for everyone. The town is also home to several UNESCO World Heritage Sites, showcasing its rich cultural and historical significance. The surrounding countryside offers breathtaking views, and the nearby sea provides endless possibilities for water activities. After a day of adventure, you can relax and enjoy cocktails at one of the local bars. Whether you're interested in exploring coral reefs or going rafting, Bridport has it all.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Bridport

5. Discover Dorchester with our vacation deals

Wareham, England is a charming small town that offers a delightful atmosphere for outdoor vacations. Surrounded by beautiful countryside and hills, it is the perfect destination for those seeking adventure and a peaceful retreat. The friendly people of Wareham welcome travelers with open arms, and the town's historical sites and gardens provide a glimpse into its rich heritage. Whether it's exploring the ancient castle, taking a boat trip along the river, or enjoying a drink at a local bar, Wareham offers a unique and memorable experience for outdoor enthusiasts.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Dorchester

Find the Best Dorset Vacation Packages

Dorset Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Heathrow Airport (LHR)

Dorset Hotel Deals

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
$105 nightly
The price is $126 total per night from Nov 2 to Nov 3
$126 total
Nov 2 - Nov 3
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
Average room. Average food. Staff ok

Reviewed on Oct 27, 2025

Best Western Weymouth Hotel Rembrandt
St Leonard's Hotel by Greene King Inns

St Leonard's Hotel by Greene King Inns

3 out of 5
185 Ringwood Road, Ringwood, England
Fully refundableReserve now, pay when you stay
$50 nightly
The price is $60 total per night from Nov 9 to Nov 10
$60 total
Nov 9 - Nov 10
Total with taxes and fees
8/10 Very Good! (633 reviews)
Easy to find, park, asked for a quiet room and that is what I got. Good night sleep. Great size bedroom.

Reviewed on Oct 22, 2025

St Leonard's Hotel by Greene King Inns
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $79 total per night from Nov 6 to Nov 7
$79 total
Nov 6 - Nov 7
Total with taxes and fees
8.4/10 Very Good! (709 reviews)
We have been there for one night. We cant complain.

Reviewed on Oct 25, 2025

Fairhaven Hotel
See all 3,359 properties in Dorset
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.
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Frequently asked questions

How much does a Dorset vacation package cost?
Discover the best of Dorset from just $1,335. We offer a great selection of hotels, flights and rental cars to suit every style and budget. You can score even more discounts when you add a few activities or tours to your package.
How do I get a cheap travel package to Dorset?
Our Dorset vacation packages promise plenty of savings for the savvy traveler. For the best deals, simply bundle your hotel, flights and extras (including tours) into a handy package. But cheap prices are only the start of your next big adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 hotel options globally to pick from. Whatever your style or budget, there's a vacation package that's perfect for you.
What are the top hotels in Dorset?
The Frampton Arms and Fairhaven Hotel know how to make their guests feel at home in Weymouth. If you also plan to explore Bridport, take a look at Lyme 1 Hotel and The Royal Hotel. Both are top picks with travelers.
How far in advance should I book my Dorset vacation?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months in advance. This is generally the cheapest time to book. If circumstances have left you booking late, discount prices to Dorset sometimes occur in the weeks leading up to departure.
What does an Expedia Dorset travel package include?
That depends entirely on you. You can pick from a range of Dorset bundles, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your Dorset vacation looks like, you'll save!
What should I know before booking a Dorset travel package?
Booking all the parts of your getaway together is a great way to save. Bundle your car rentals, airfares and hotels into a tidy package. But you're not restricted to hotels. Expedia offers all sorts of properties, including vacation rentals such as beachfront villas and spacious residences. The list is almost endless!
Can I choose my airline with a Dorset Expedia vacation package?
Yes, you're in control. Expedia has access to more than 550 partner airlines all over the world, so you can design your Dorset getaway according to your style and budget.
Does Expedia offer Book Now, Pay Later Dorset vacation packages?
Thanks to the partnership between Expedia and online lender Affirm, you can spread the price of your travel package over multiple payments. For financial freedom, have a look at our Book Now, Pay Later option and figure out a payment plan that suits your situation.
If I'm not able to travel, can I cancel my Dorset vacation package?
It's difficult to predict what the future holds, so it's comforting to know that you can cancel or change your Dorset vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.