Worcester County Holidays

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Top destinations in Worcester County

FlightsFlightsHotelsHotels

Fitchburg

Fitchburg

Top Flight + Hotel Deals in Worcester County

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

Iris Hotel Boston

4 out of 5
Coolidge Corner South Side
Price was €673, price is now €481 per person
€481
per person
17 Feb - 20 Feb
found 1 day ago
Return flight included
Montreal (YUL) to Boston (BOS)
9.4/10 Exceptional! (460 reviews)
The entire experience at The Iris hotel was excellent form the Valet parking, the room, the bar & the restaurant. I would stay there anytime I'm in Brookline

Reviewed on 22 Nov 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €1,582, price is now €1,054 per person
€1,054
per person
9 Feb - 13 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Our one night stay was really nice overall. Check in was at 3pm. We had show reservations that evening and they couldn’t get us into a room until 4:30 because they said many guests have perks from Amex w late check outs. We were super rushed because we were leaving for a show at 5:30 and while they said they would comp the lunch we ate while waiting for the room, we were still made to be late and still had to ask them to remove it from the bill at check out. All that aside it was lovely.

Reviewed on 1 Dec 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was €1,572, price is now €1,124 per person
€1,124
per person
9 Feb - 13 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Phenomenon phenomenon will definitely will be back

Reviewed on 26 Nov 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Price was €868, price is now €621 per person
€621
per person
17 Feb - 20 Feb
found 1 day ago
Return flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (3,386 reviews)
Its aways amazing being there

Reviewed on 29 Nov 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was €963, price is now €693 per person
€693
per person
17 Feb - 20 Feb
found 1 day ago
Return flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Wonderful stay; room was just spotless. Staff lovely

Reviewed on 29 Nov 2025

Top hotels in Worcester County

Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
The price is €79 per night from 20 Dec to 21 Dec
€79
20 Dec - 21 Dec
includes taxes & fees
8/10 Very Good! (1,006 reviews)
Very quiet, and clean

Reviewed on 20 Nov 2025

Sonesta Select Boston Milford
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 €94 per night from 21 Dec to 22 Dec
€94
21 Dec - 22 Dec
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
Front desk was extremely accommodating to my sudden flight changes and afforded me a much needed late checkout. And yes, the breakfast was fantastic. I only recommending adding another hot sauce like cholula or salsa!

Reviewed on 19 Nov 2025

DoubleTree by Hilton Hotel Boston - Westborough
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
The price is €103 per night from 4 Dec to 5 Dec
€103
4 Dec - 5 Dec
includes taxes & fees
9/10 Wonderful! (1,352 reviews)
Staff was super friendly

Reviewed on 27 Nov 2025

Wellsworth Hotel
See all 2,227 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 €481. 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.