Dorchester Holidays

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Dorchester Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
25 Apr - 2 May
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.6/10 Good! (745 reviews)
It was cool rooms was small so recommend if solo traveling like i did clean af and friendly staff ac/heater was okay tho over all 10/10 they pass.

Reviewed on 21 Mar,2025

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
per person
25 Apr - 2 May
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.2/10 Very Good! (2,808 reviews)
Loved the amenities and options to eat and dine.

Reviewed on 23 Mar,2025

Tuscany by LuxUrban

Tuscany by LuxUrban

3 out of 5
Manhattan
per person
25 Apr - 2 May
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.2/10 Very Good! (1,009 reviews)
The size of the rooms.i would have liked a kettle.

Reviewed on 23 Mar,2025

The Michelangelo Hotel

The Michelangelo Hotel

4 out of 5
Manhattan
per person
25 Apr - 2 May
found 20 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (1,380 reviews)
Our suite was huge and very reasonable. The Hotel is a little dated but clean and comfortable. Great location. Friendly staff.

Reviewed on 22 Mar,2025

Holiday Inn Express New York City Times Square by IHG

Holiday Inn Express New York City Times Square by IHG

3 out of 5
Manhattan
per person
25 Apr - 2 May
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.4/10 Good! (1,537 reviews)
Staff were great!! Devon, Anna, and Corey. Rooms were spotless, location was fantastic, breakfast in the morning was consistent, staff were pleasant always. I would return.

Reviewed on 21 Mar,2025

Top hotels in Dorchester

FairBridge Inn & Suites in Thorp, WI
FairBridge Inn & Suites in Thorp, WI
2 out of 5
203 West Hill St, Thorp, WI
Fully refundableReserve now, pay when you stay
The price is S$228 per night from 28 Mar to 29 Mar
S$228
includes taxes & fees
28 Mar - 29 Mar
8.6/10 Excellent! (270 reviews)
"The lounge area was beautiful, the staff were helpful when we had additional requests"

Reviewed on 13 Jan,2025

FairBridge Inn & Suites in Thorp, WI
Rodeway Inn Abbotsford
Rodeway Inn Abbotsford
2 out of 5
300 East Elderberry Road, Colby, WI
Fully refundableReserve now, pay when you stay
The price is S$98 per night from 30 Mar to 31 Mar
S$98
includes taxes & fees
30 Mar - 31 Mar
7.4/10 Good! (256 reviews)
Business
"Friendly front desk"

Reviewed on 17 Mar,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
The price is S$116 per night from 25 Mar to 26 Mar
S$116
includes taxes & fees
25 Mar - 26 Mar
7.8/10 Good! (274 reviews)
"Horrible pillows!"

Reviewed on 23 Feb,2025

Woodlands Inn & Suites
See all 28 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?
You can snap up a holiday package to this popular destination from S$2,519 on Expedia. But how much your holiday 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?
The off-season is the best time to head to Dorchester if you’re trying to save. Another tip for finding cheap Dorchester holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Dorchester?
With a well-organised travel plan, you can easily visit the most popular Dorchester attractions in a few days. But if you’d like to discover hidden spots or go on day tours, consider booking your Dorchester holiday for longer.
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 holiday package well in advance.
Is it cheaper to book a Dorchester holiday as a package?
Expedia holiday 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 personalised Dorchester holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Dorchester?

  1. Choose when to travel: Check your calendar and get your bags packed. Your favourite season and the available activities will also help you decide when to visit Dorchester.
  2. Set a budget: Factor in costs like transportation, flights and meals when calculating how much to set aside for your trip to Dorchester. Then, select a hotel that fits your budget, whether that’s a wallet-friendly option or a deluxe getaway.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you want to experience in Dorchester. Then, estimate how long you’ll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Dorchester holiday package.

* 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.