Worcester County Holidays

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Top destinations in Worcester County

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

Westborough

Worcester County Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was S$1,051, price is now S$765 per person
S$765
per person
13 Jul - 16 Jul
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Staff was very nice and helpful.

Reviewed on 28 May, 2026

Summer House Hotel

Summer House Hotel

2 out of 5
Save 100% on your flight
Price was S$2,312, price is now S$1,692 per person
S$1,692
per person
13 Jul - 16 Jul
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
No reviews
Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was S$1,743, price is now S$1,390 per person
S$1,390
per person
13 Jul - 16 Jul
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
9.4/10 Exceptional! (698 reviews)
The staff was very welcoming and the room was very clean and comfortable. The beach was beautiful!

Reviewed on 31 May, 2026

Riviera Beach Resort

Riviera Beach Resort

3 out of 5
Bass River
Price was S$1,420, price is now S$1,154 per person
S$1,154
per person
13 Jul - 16 Jul
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
8.2/10 Very Good! (1,000 reviews)
View of beach from balcony. Clean room with all you need. Staff lovely. We walked the beach and enjoyed the quiet before Memorial Day. Close to scenic hikes, restaurants and the ferry.

Reviewed on 19 May, 2026

Blue Water Resort

Blue Water Resort

3 out of 5
Bass River
Price was S$1,405, price is now S$1,150 per person
S$1,150
per person
13 Jul - 16 Jul
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
8.2/10 Very Good! (1,000 reviews)
The Blue Water Resort is right on the beach in South Yarmouth, MA. It is located near many of Cape Cod’s most enjoyable attractions. The Blue Water staff was friendly help and they really went out of their way to make us feel welcome. The place has a restaurant and a bar and there are lots of other wonderful restaurants nearby. Our room was clean and had one of the best showers I’ve ever experienced in a hotel. Overall, we had a wonderful stay and we’ll return to the Blue Water soon!

Reviewed on 11 May, 2026

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$255 per night from 15 Jun to 16 Jun
S$255
15 Jun - 16 Jun
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Great place for the Kids have fun. Great breakfast buffet and service, I love it."

Reviewed on 31 May, 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$137 per night from 8 Jun to 9 Jun
S$137
8 Jun - 9 Jun
includes taxes & fees
9.2/10 Wonderful! (1,519 reviews)
"I've loved every stay so far."

Reviewed on 30 May, 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$209 per night from 1 Jul to 2 Jul
S$209
1 Jul - 2 Jul
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Very quite peaceful! Friendly staff"

Reviewed on 31 May, 2026

DoubleTree by Hilton Hotel Boston - Westborough
See all 2,343 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$765. 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.