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

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Worcester

Worcester
Historical and Romanesque style memorial hall Milford MA USA
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Milford

Milford

Top Worcester County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Price was CA $1,685, price is now CA $1,164 per person
CA $1,164
per person
May 16 - May 22
found 5 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.2/10 Wonderful! (257 reviews)
From the moment we arrived, we was welcomed with warm hospitality and genuine friendliness The room was spotless, comfortable, and beautifully maintained, and I especially appreciated the attention to detail throughout the property. The indoor pool a plus in these cold months - The location was perfect as well—close to everything I wanted to explore, yet peaceful and relaxing. Your staff went above and beyond to ensure a pleasant experience, and it did not go unnoticed. It’s clear that you take great pride in providing exceptional service, and it made my trip all the more memorable. Thank you for such a wonderful stay. I will absolutely be recommending your hotel to friends and family, and I look forward to returning in the future.

Reviewed on Mar 29, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $2,347, price is now CA $1,478 per person
CA $1,478
per person
Jun 21 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Everything advertised was correct and enjoyable relaxing.

Reviewed on Apr 11, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $2,696, price is now CA $1,774 per person
CA $1,774
per person
May 16 - May 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $4,045, price is now CA $2,719 per person
CA $2,719
per person
Jun 21 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (248 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

Life House, Nantucket

Life House, Nantucket

3.5 out of 5
Nantucket Town
Price was CA $5,279, price is now CA $3,661 per person
CA $3,661
per person
Jun 30 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (65 reviews)
The Life House was a very quiet, charming and friendly spot. Very much so a boutique hotel feel. The only thing that wasn’t ideal was the room we stayed in on the 3rd floor. Being over 6 feet, the room had slanted ceilings and a very tight doorway. It was very tight and not spacious unlike some of the other rooms I saw. Would definitely stay again but would make sure I don’t stay in that room again.

Reviewed on Sep 26, 2025

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
The price is CA $218 per night from May 3 to May 4
CA $218
CA $244 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
Clean rooms, Foods are very expensive breakfast $24 and $13 for kids. $20 for parking/night. Also, My family felt the water park areas were too cold. However, we loved the activities for kids like meet the wolf, dance party and story time.

Reviewed on Apr 11, 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 $142 per night from Apr 20 to Apr 21
CA $142
CA $159 total
Apr 20 - Apr 21
includes taxes & fees
9.2/10 Wonderful! (1,478 reviews)
Have stayed here about 6 times over the past five years. My favorite hotel, has all the amenities I like and need, a large pool good for lap swimmers. A large fitness center with racquetball courts. All this more than makes up for a lack of comp breakfast. Perfect location for me on the way to Boston ...

Reviewed on Apr 11, 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 $187 per night from Apr 29 to Apr 30
CA $187
CA $209 total
Apr 29 - Apr 30
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Staff were wonderful. Room was nice and quiet! We had a wonderful time.

Reviewed on Apr 8, 2026

DoubleTree by Hilton Hotel Boston - Westborough
See all 2,364 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.
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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 $1,164. 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.