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.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,665, price is now CA $1,057 per person
CA $1,057
per person
Jul 30 - Aug 3
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $3,227, price is now CA $2,056 per person
CA $2,056
per person
Jul 11 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (255 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $4,342, price is now CA $2,831 per person
CA $2,831
per person
Jul 24 - Jul 29
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
clean and great staff

Reviewed on May 8, 2026

Block Island Beach House

Block Island Beach House

3.5 out of 5
Price was CA $2,696, price is now CA $1,809 per person
CA $1,809
per person
Aug 6 - Aug 10
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
8.4/10 Very Good! (381 reviews)
Wonderful time. Very comfortable bed.

Reviewed on Dec 2, 2025

Cambridge Common House

Cambridge Common House

4 out of 5
West Cambridge
Price was CA $1,746, price is now CA $1,262 per person
CA $1,262
per person
Jul 22 - Jul 26
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (2 reviews)
Everything in this hotel is excellent! The bedding is very comfortable. Stuff is great! The place is so cozy and quiet, with very nice decor that gives a relaxed feel. Amazing atmosphere, if you like privacy and quiet. Everything you need is within walking distance. Highly recommend.

Reviewed on May 3, 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 May 25 to May 26
CA $246
CA $275 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,024 reviews)
There was so much stuff to do. We had a great time!

Reviewed on May 18, 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 20 to May 21
CA $134
CA $150 total
May 20 - May 21
includes taxes & fees
9.2/10 Wonderful! (1,518 reviews)
Beautiful hotel. Love the history and architect of the place. Very clean, fantastic staff, great amenities. Would recommend it to anyone. Definitely would stay again.

Reviewed on May 17, 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 $168 per night from May 26 to May 27
CA $168
CA $188 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (1,006 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
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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 $1,057. 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.