Worcester County Vacation Packages

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Your Worcester County Vacation

Leave the travel planning up to us with a Worcester County vacation package. With everything organized before you leave, the only thing left to do is relax and experience this destination's beauty and culture. With so much to see on a trip to Worcester County, it can be hard to know where to begin. Kick off your travels in Sturbridge at Old Sturbridge Village and Wells State Park — two much-loved attractions here. Another great city worth adding to your itinerary is Westborough. Don't miss Apex Entertainment Centre and Tower Hill Botanic Garden. Stop dreaming and start packing, because your Worcester County vacation is only clicks away with Expedia.

Top vacation destinations in Worcester County

Historical and Romanesque style memorial hall Milford MA USA
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Milford

Milford
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Worcester

Worcester

Top Worcester County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Price was CA $1,679, price is now CA $1,123 per person
CA $1,123
per person
Jul 1 - Jul 4
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
Good for the price. Friendly staff.

Reviewed on May 15, 2026

The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

4 out of 5
Price was CA $5,661, price is now CA $3,555 per person
CA $3,555
per person
Aug 8 - Aug 13
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
8.8/10 Excellent! (9 reviews)
The resort itself stood out so beautiful!

Reviewed on Jan 6, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $2,546, price is now CA $1,626 per person
CA $1,626
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Boston (BOS)
9.6/10 Exceptional! (255 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Block Island Beach House

Block Island Beach House

3.5 out of 5
Price was CA $3,403, price is now CA $2,176 per person
CA $2,176
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Providence (PVD)
8.4/10 Very Good! (381 reviews)
Wonderful time. Very comfortable bed.

Reviewed on Dec 2, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,326, price is now CA $1,523 per person
CA $1,523
per person
Jul 1 - Jul 4
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
Right in heart of town

Reviewed on May 12, 2026

Worcester County Hotel Deals

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 CA $246 per night from Jun 8 to Jun 9
CA $246
CA $275 total
Jun 8 - Jun 9
includes taxes & fees
8.6/10 Excellent! (1,019 reviews)
Todos bien

Reviewed on May 15, 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 CA $134 per night from May 19 to May 20
CA $134
CA $150 total
May 19 - May 20
includes taxes & fees
9.2/10 Wonderful! (1,511 reviews)
Cool place in an old optical factory. Very local feel in a quiet area convenient to CT MA and RI

Reviewed on May 16, 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 CA $190 per night from Jun 1 to Jun 2
CA $190
CA $212 total
Jun 1 - Jun 2
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
I did not try the breakfast but the room was lovely and clean however there were 2 annoying lights one near the door and another in the bathroom that could not be shut off. I like many people need a dark room

Reviewed on May 15, 2026

DoubleTree by Hilton Hotel Boston - Westborough
See all 2,352 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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Worcester County vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Worcester County from just CA $1,123. 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 vacation 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 vacation?
Be rewarded with the biggest variety and the lowest prices by booking your Worcester County vacation 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 vacation!
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 vacation 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 vacation package?
Don't stress if you're rethinking your Worcester County vacation 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.