Dorchester Holidays from AU$2,556

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Your Dorchester Holiday

Packed with charm and personality, Dorchester offers everything from nature to dining. Experience the wonders of this neighbourhood the easy way with a personalised Dorchester holiday package. When it's time to explore the sights, you'll find loads of big-name attractions nearby including Boston Museum of Fine Arts, Northeastern University and John F. Kennedy Presidential Library and Museum. Tick off one, two or all during your trip to Dorchester. Don't just think about it — make it happen! Book your ideal Dorchester holiday with Expedia and experience travel your way.

Top Holiday Package Deals in Dorchester

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was AU$3,220, price is now AU$2,556 per person
AU$2,556
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,170 reviews)
Great place to stay, very clean, and the staff was very friendly.

Reviewed on 13 July 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was AU$4,314, price is now AU$3,265 per person
AU$3,265
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.4/10 Exceptional! (5,105 reviews)
Liked the safety and the helpful staff

Reviewed on 16 July 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was AU$4,689, price is now AU$3,578 per person
AU$3,578
per person
2 Oct - 7 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
Eurostars has an ideal location for those that want to explore downtown Boston! The hotel was extremely clean and secure. Highly recommend!!

Reviewed on 13 July 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was AU$6,679, price is now AU$5,160 per person
AU$5,160
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Love coming back to a refreshed clean room after a long hot day of sightseeing.

Reviewed on 15 July 2026

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was AU$4,065, price is now AU$3,238 per person
AU$3,238
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9/10 Wonderful! (3,186 reviews)
Very conveniently and centrally located. The Elephant and Castle restaurant offers nice affordable meal options.

Reviewed on 15 July 2026

Our guide on where to stay in Dorchester

Find the best Dorchester areas and neighborhoods for the activities you enjoy most. Learn more about Dorchester
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

This is Boston’s business district, now and back when the city was just starting.

Find hotels in Downtown Boston

Our pick of the best Dorchester Hotel Deals

Ramada by Wyndham Boston

Ramada by Wyndham Boston

2.5 out of 5
800 Morrissey Blvd Boston MA
Fully refundableReserve now, pay when you stay
The price is AU$165 per night from 9 Aug to 10 Aug
AU$165
9 Aug - 10 Aug
includes taxes & fees
6.8/10 (1,794 reviews)
"Poor service"

Reviewed on 15 July 2026

Ramada by Wyndham Boston
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is AU$379 per night from 26 July to 27 July
AU$379
26 July - 27 July
includes taxes & fees
9.6/10 Exceptional! (4,597 reviews)
"Valet people great. Hotel front desk staff not rude but just not pleasant either. Called front desk multiple times and no answer."

Reviewed on 15 July 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is AU$269 per night from 16 Aug to 17 Aug
AU$269
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (2,737 reviews)
"Cutest studio. Super clean. Most comfortable bed of all the hotels I have stayed at. No breakfast included but there are plenty of amazing options in the neighborhood."

Reviewed on 15 July 2026

The Revolution Hotel
See all 4,320 properties in Dorchester
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 Dorchester holiday package cost?
Maybe less than you might think — from only AU$2,556, actually! By combining flights, hotels and car rentals into your own custom-built travel package, your Dorchester escape is just clicks away.
How do I get a cheap travel package to Dorchester?
Our Dorchester holiday packages promise plenty of savings for the savvy explorer. For the best deals, simply bundle your flights, hotels and extras (including tours) into an affordable package. But great bargains are only the start of your next amazing adventure. When you book with Expedia, and you'll have over 550 airlines and 1 000 000 hotels globally to choose from. No matter your style or budget, there's a package that's perfect for you.
Where should I stay in Dorchester?
Holiday Makers come from all over the world to see Fenway Park and TD Garden in Dorchester. Stay within a stone's throw of these must-see attractions to make sightseeing easy.
What are the top hotels in Dorchester?
Lg Suite For Up To 6 Ppl/1 Floor and Home2 Suites by Hilton Boston South Bay are among the most well-known hotels in Dorchester. Why not take a look at the facilities and rates at each and then make up your mind?
How far in advance should I book my Dorchester holiday?
While not all air carriers advertise ticket prices early, you can normally look up international fares on Expedia up to 12 months in advance. This is the time when you'll bag some incredible deals. If you're booking late, you may still be in luck. Sometimes the cheapest prices become available a few weeks before departure.
What does an Expedia Dorchester travel package include?
You can select from any combination of rental cars, hotels and flights. Once you've made your booking, you can add some experiences and activities. Want to pick your fare class? That's also easy to do. The choice is yours when it comes to creating your ideal Dorchester escape.
What should I know before booking a Dorchester travel package?
Locking in all the parts of your holiday together is an excellent way to save. Bundle your car rentals, airfares and hotels into a convenient package. But it's not just hotels. Expedia features all sorts of properties, including holiday homes such as beachfront villas and serviced residences. You've got choices galore!
Can I choose my airline with a Dorchester Expedia holiday package?
You can, and with over 550 airlines to select from throughout the world, you have loads of choice. Search the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Dorchester holiday package?
Your situation can change unexpectedly, so yes. You may be able to cancel or amend your Dorchester holiday package at no cost within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your car rental company, hotel or airline may charge a fee. Need more information? Check out our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Stay near popular Dorchester attractions

John F. Kennedy Presidential Library and Museum

9.0/10 (16 reviews)
You can study the exhibits at John F. Kennedy Presidential Library and Museum, a museum with a storied past, during your trip to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
See properties

Activities

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

AU$75
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston Summer Nights Tour

Boston Summer Nights Tour and River Cruise

AU$73
per adult
100% of travellers recommend
Boston Summer Nights Tour and River Cruise
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

AU$67
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.