Dorchester Vacations from $574
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Dorchester Vacation
When a city escape is calling your name, answer it with a vacation package to Dorchester. With all your travel needs worked out before you go, all you have to do here is concentrate on having a ball. Wondering what you should see or do first during your trip to Dorchester? Head for well-known attractions such as Dorchester Park. Whatever your travel plans or the size of your budget, organizing a tailored Dorchester vacation is easy with Expedia.
The Latest Dorchester vacation packages
Price found within the past 48 hours. Click for updated prices.
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms
Hollywood
Price was $1,916, price is now $827 per person
$827
per person
Feb 20 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Los Angeles (LAX)
9.2/10 Wonderful! (80 reviews)
This apartment was perfect for what we needed. It is central to many parts so you could walk if you wanted. We did rent a car so it was great that free parking for 2 spots was available. It was clean and had everything we needed for our short stay. I'd likely come and stay again when I am back in the area
Reviewed on Nov 10, 2025
INNSiDE by Meliá New York Nomad
Manhattan
Price was $1,375, price is now $635 per person
$635
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Nice room. Great customer service
Thank you to all of you 🗽❤️
Reviewed on Dec 20, 2025
Dorchester Hotel Deals
Rodeway Inn Abbotsford
300 East Elderberry Road Colby WI
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $87 total per night from Dec 21 to Dec 22
$87 total
Dec 21 - Dec 22
Total with taxes and fees
7.4/10 Good! (304 reviews)
Great
Reviewed on Dec 6, 2025
FairBridge Inn & Suites in Thorp, WI
203 West Hill St Thorp WI
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $143 total per night from Jan 13 to Jan 14
$143 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
8.6/10 Excellent! (310 reviews)
Quite stay friendly staff
Reviewed on Oct 20, 2025
Woodlands Inn & Suites
854 N. 8th Street Medford WI
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $88 total per night from Jan 1 to Jan 2
$88 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
7.6/10 Good! (318 reviews)
Did upgrade my room as the room I was supposed to have wasn’t available when I checked in
Reviewed on Dec 9, 2025
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.
Find the Best Dorchester Vacation Packages
Dorchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 860 |
Max Temp Winter | 20ºF |
Max Temp Summer | 75ºF |
More vacations you might like
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
