Dorchester Vacations from $404
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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.
1818 Meridian House Apartments and Suites by Eskape Collection
South Beach
Price was $872, price is now $404 per person
$404
per person
Feb 5 - Feb 11
just found
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (664 reviews)
The location was great and walkable to the beach and shopping/dinning. The apartment was overall clean but looked old and had a smell. The kitchen has everything needed for cooking but the pots were in poor condition. After we have arrived and during the check-in, we have learned that all parking spots are reserved. This was not communicated to us. The person at the reception was rude, non-apologetic, and said that we signed the registration card which contained that information regarding potential unavailability of the parking. He also said that if we choose to cancel the reservation, there will be no refund.
Reviewed on Dec 31, 2025
The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $2,070, price is now $951 per person
$951
per person
Feb 20 - Feb 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Excellent amenities and great location
Reviewed on Dec 31, 2025
Dorchester Hotel Deals
Rodeway Inn Abbotsford
300 East Elderberry Road Colby WI
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $89 total per night from Jan 6 to Jan 7
$89 total
Jan 6 - Jan 7
Total with taxes and fees
7.4/10 Good! (306 reviews)
Great
Reviewed on Dec 6, 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 6 to Jan 7
$88 total
Jan 6 - Jan 7
Total with taxes and fees
7.6/10 Good! (322 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
FairBridge Inn & Suites in Thorp, WI
203 West Hill St Thorp WI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $154 total per night from Jan 7 to Jan 8
$154 total
Jan 7 - Jan 8
Total with taxes and fees
8.6/10 Excellent! (314 reviews)
Clean, quiet, friendly and efficient staff, fabulous breakfast!!!
Reviewed on Dec 22, 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 |
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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.
