Dorchester Vacations from $319

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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.
The LINQ Hotel & Casino – A Caesars Rewards Destination

The LINQ Hotel & Casino – A Caesars Rewards Destination

4 out of 5
Las Vegas Strip
Save 100% on your flight
Price was $810, price is now $319 per person
$319
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Las Vegas (LAS)
7.8/10 Good! (17,682 reviews)
Looking for a nice hotel to just sleep and get ready in? Look no further! Room's are cheap and clean. The location puts you at the middle of everything on the strip, definitely no complaints here! Let's rage!

Reviewed on Nov 27, 2025

Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $2,049, price is now $769 per person
$769
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Will be nice if the hotel can think about what a new hotel guest will be going through. They will usually drive up to the hotel and look for parking. Then they will look into how to check-in and how to get to their room. It will be nice to mention in the welcome text to fill out the registration and the credit card authorization, AND also mention if we have a vehicle, what shall we do. Also will be helpful if the text will let us know the office in the building will be closed on Saturdays (and Sundays?) We were trying to figure all these out while carrying our luggages under strong winds, lucky it didn't rain. Will also be helpful to text us that we need to submit those 2 forms, then we will receive our gate and door codes. Restroom didn't smell fresh. Other than the aforementioned, the stay was good.

Reviewed on Oct 27, 2025

Le Particulier Miami

Le Particulier Miami

3.5 out of 5
Mid Beach
Price was $1,401, price is now $560 per person
$560
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
10/10 Exceptional! (1 review)
Room was nice. Building was a little dated. Very small elevator especially because it was the only one. Staff was very nice and the front area was great. Nice location. Price was a little high.

Reviewed on Nov 23, 2025

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,617, price is now $648 per person
$648
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Enjoyed a few days with the kids gere

Reviewed on Nov 15, 2025

Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Price was $2,120, price is now $891 per person
$891
per person
Jan 21 - Jan 27
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (829 reviews)
Rooms were clean and the staff were good as well.

Reviewed on Nov 19, 2025

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Dorchester Hotel Deals

Rodeway Inn Abbotsford

Rodeway Inn Abbotsford

2 out of 5
300 East Elderberry Road Colby WI
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $87 total per night from Nov 29 to Nov 30
$87 total
Nov 29 - Nov 30
Total with taxes and fees
7.4/10 Good! (302 reviews)
Everything clean nice and neat.. Staff really nice

Reviewed on Nov 21, 2025

Rodeway Inn Abbotsford
Woodlands Inn & Suites

Woodlands Inn & Suites

3 out of 5
854 N. 8th Street Medford WI
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $88 total per night from Dec 1 to Dec 2
$88 total
Dec 1 - Dec 2
Total with taxes and fees
7.6/10 Good! (316 reviews)
Heat was already set to a comfortable level for me.

Reviewed on Nov 12, 2025

Woodlands Inn & Suites
Home Motel Abbotsford

Home Motel Abbotsford

2.5 out of 5
412 N 4th St Abbotsford WI
Fully refundableReserve now, pay when you stay
$54 nightly
The price is $61 total per night from Nov 30 to Dec 1
$61 total
Nov 30 - Dec 1
Total with taxes and fees
8.2/10 Very Good! (21 reviews)
Charlotte was great. The owner.

Reviewed on Nov 1, 2025

Home Motel Abbotsford
See all 31 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.

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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Frequently asked questions

How much does a Dorchester vacation package cost?
You can snap up a vacation package to this popular destination from $319 on Expedia. But how much your vacation to Dorchester costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Dorchester?
You're likely to find lower prices and greater availability in September, October and December. Check out our cheap Dorchester vacation packages and you could land some excellent off-season deals.
How many days is enough for Dorchester?
Usually, a handful of days is enough to tick off the major attractions during your Dorchester vacation. But if you'd like to have time to chill out or take day tours, think about extending your itinerary.
How to find the best Dorchester package deals?
Use Expedia's filters to find some tempting Dorchester package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Dorchester package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Dorchester vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Dorchester vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Dorchester?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Dorchester trip.
Does Expedia offer Book Now, Pay Later Dorchester vacation packages?
Your Dorchester getaway is meant to be an escape from your daily routine, not a reason for money worries. So to give you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.