Worcester County Holidays

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Top destinations in Worcester County

Aerial view of a rotary from Westborough, Massachusetts in late winter
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Westborough

Westborough
Playing their part in the living museum recreating colonial life in New England, participants of Old Sturbridge Village in Sturbridge, Mass play their roles dressed in period garb.
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Sturbridge

Sturbridge

Worcester County Flight & Hotel Packages

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$2,463, price is now S$2,025 per person
S$2,025
per person
1 Apr - 6 Apr
found 12 hours ago
Return direct flight included
Singapore (SIN) to Boston (BOS)
9/10 Wonderful! (2,877 reviews)
All the staff were fantastic & incredibly friendly/helpful. We appreciated all the thoughtful touches throughout the hotel (refillable water bottles, complementary tea & coffee in the lobby). We’ve stayed in many Boston hotels, and this place is now one of my favorites.

Reviewed on 1 Mar, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was S$4,321, price is now S$2,715 per person
S$2,715
per person
1 Apr - 6 Apr
found 12 hours ago
Return direct flight included
Singapore (SIN) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on 25 Jan, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was S$4,216, price is now S$3,099 per person
S$3,099
per person
1 Apr - 6 Apr
found 12 hours ago
Return direct flight included
Singapore (SIN) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
The most perfect hotel and service I’ve ever experienced in my lifetime!

Reviewed on 24 Feb, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was S$2,658, price is now S$2,048 per person
S$2,048
per person
1 Apr - 6 Apr
found 12 hours ago
Return direct flight included
Singapore (SIN) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Lovely room. Friendly staff

Reviewed on 2 Mar, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was S$2,633, price is now S$2,079 per person
S$2,079
per person
1 Apr - 6 Apr
found 12 hours ago
Return direct flight included
Singapore (SIN) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Stunning hotel and great staff!

Reviewed on 1 Mar, 2026

The Annual Holiday Sale

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Top hotels in Worcester County

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
Fully refundableReserve now, pay when you stay
The price is S$202 per night from 17 Mar to 18 Mar
S$202
17 Mar - 18 Mar
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
´

Reviewed on 2 Mar, 2026

Great Wolf Lodge Boston / Fitchburg, MA
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
The price is S$151 per night from 3 Mar to 4 Mar
S$151
3 Mar - 4 Mar
includes taxes & fees
9.2/10 Wonderful! (1,437 reviews)
Clean room Beautiful hotel

Reviewed on 2 Mar, 2026

Wellsworth Hotel
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
The price is S$161 per night from 22 Mar to 23 Mar
S$161
22 Mar - 23 Mar
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Always so clean

Reviewed on 2 Mar, 2026

DoubleTree by Hilton Hotel Boston - Westborough
See all 2,325 properties in Worcester County
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 Worcester County holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Worcester County from just S$2,025. And the more you bundle, the more dollars you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Worcester County?
If you love getting a great deal, bundle your bookings into a Worcester County holiday package. Whether you're looking for hotels, flights, rental cars or activities, you can browse and book them all in one place. You'll have endless choice at your fingertips as well. Expedia has more than 550 partner airlines and 1,000,000 hotels all over the world to choose from. Fly with who you prefer, stay anywhere you like and save precious dollars — now that's the ideal escape!
What are the top hotels in Worcester County?
For properties in Westborough with friendly service and comfy beds, look up Hilton Garden Inn Worcester and La Quinta Inn by Wyndham Auburn Worcester. If you're visiting Southborough as well, you can look forward to a great night's sleep at Holiday Inn Express Hotel & Suites Auburn, an IHG Hotel or Publick House Historic Inn and Country Motor Lodge.
How far in advance should I book my Worcester County holiday?
Be rewarded with the biggest variety and the lowest prices by booking your Worcester County holiday nice and early. Airlines generally publish flight tickets around a year before departure, so start locking things in ASAP. Having said that, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Worcester County travel package include?
Expedia has everything you need to book your Worcester County escape, but what your package looks like is your choice. Pick from a combination of flights, hotels and rental cars. In search of some tours or experiences to fill in your time? Once you've made your booking, you can add them too. No matter your budget or style, there's a deal to match your needs.
What should I know before booking a Worcester County travel package?
So many places to explore, so many things to do. With a package, you'll be able to tick more of them off your list. Bundle your hotels, rental cars and flights and land big savings.
Can I choose my airline with a Worcester County Expedia holiday package?
Yes, and with more than 550 airlines to pick from all over the world, you're spoiled for choice. Browse the available options and find out which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Worcester County holiday package?
Don't stress if you're rethinking your Worcester County holiday package — you can cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We understand life can occasionally throw a spanner in the travel works, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.

* 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.