Dorchester Holidays

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Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was S$2,547, price is now S$2,295 per person
S$2,295
per person
14 Jun - 16 Jun
found 3 hours ago
Return flight included
Singapore (SIN) to Boston (BOS)
9/10 Wonderful! (2,995 reviews)
All excellent, room, staff, facilities. Complimentary tea & coffee lounge was a nice touch. I had breakfast in the attached Elephant & Castle pub. 1st morning I had the Eggs Benedict with house potatoes, then 2nd morning I had English brunch both were freshly cooked, excellent waiter service. Totally enjoyable

Reviewed on 31 Mar, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was S$2,710, price is now S$2,328 per person
S$2,328
per person
14 Jun - 16 Jun
found 3 hours ago
Return flight included
Singapore (SIN) to Boston (BOS)
8.6/10 Excellent! (1,395 reviews)
Great hotel, in the middle of downtown, walking distance from td garden, friendly staff and great amenities, will be back for sure

Reviewed on 30 Mar, 2026

Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
Bay Village
Price was S$2,585, price is now S$2,378 per person
S$2,378
per person
14 Jun - 16 Jun
found 3 hours ago
Return flight included
Singapore (SIN) to Boston (BOS)
8.4/10 Very Good! (3,136 reviews)
The heater was so loud, I couldn’t sleep well.

Reviewed on 1 Apr, 2026

Bay Village Suites

Bay Village Suites

2 out of 5
Bay Village
Price was S$2,576, price is now S$2,370 per person
S$2,370
per person
14 Jun - 16 Jun
found 3 hours ago
Return flight included
Singapore (SIN) to Boston (BOS)
6.6/10 (256 reviews)
I would rate my stay at this hotel excellent, and I am not just saying that. The check in / check out process is done remotely. When I first arrived to the location and no one was there I was worried. I received a text on how to check in and got along fine. The area is within a mile of all the main attractions of Boston but far enough away. The room was simple. The main shopping area of Boston was less than a mile away. This was likely the most affordable place to stay. If nothing were to change about this hotel, I would recommend staying here. Just be prepared for a remote communication delay, if you understand this you will be fine. No pool or gym included in the hotel, but nearby those things are available to the area.

Reviewed on 1 Apr, 2026

The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Price was S$2,559, price is now S$2,359 per person
S$2,359
per person
14 Jun - 16 Jun
found 3 hours ago
Return flight included
Singapore (SIN) to Boston (BOS)
9.4/10 Exceptional! (7,131 reviews)
Did not have time for breakfast or bar this first trip

Reviewed on 1 Apr, 2026

Where to stay in Dorchester

Find the best Dorchester areas and neighborhoods for the activities you enjoy most. Learn more about Dorchester
Downtown Boston

Downtown Boston

4.5/5(95 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Top hotels in Dorchester

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 S$143 per night from 6 Apr to 7 Apr
S$143
6 Apr - 7 Apr
includes taxes & fees
6.8/10 (1,667 reviews)
We informed the front desk to send housekeeping for cleaning the room in the morning while leaving but no one came. Service is bad.

Reviewed on 31 Mar, 2026

Ramada by Wyndham Boston
Home2 Suites by Hilton Boston South Bay

Home2 Suites by Hilton Boston South Bay

3 out of 5
15 JAN KARSKI WAY Boston MA
Fully refundableReserve now, pay when you stay
The price is S$242 per night from 5 Apr to 6 Apr
S$242
5 Apr - 6 Apr
includes taxes & fees
8.8/10 Excellent! (989 reviews)
Place was clean and pleasant, shops are near...

Reviewed on 1 Apr, 2026

Home2 Suites by Hilton Boston South Bay
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is S$283 per night from 5 Apr to 6 Apr
S$283
5 Apr - 6 Apr
includes taxes & fees
9.2/10 Wonderful! (4,549 reviews)
Very nice

Reviewed on 28 Mar, 2026

Omni Boston Hotel at the Seaport
See all 4,233 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.

Frequently asked questions

How much does a Dorchester holiday package cost?
Maybe less than you might think — from only S$2,295, 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 rentals 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.

Popular places to visit

University of Massachusetts Boston

Enjoy the student vibe when you visit University of Massachusetts Boston during your trip to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

University of Massachusetts Boston

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

S$67
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

S$108
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

S$101
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.