Westborough Vacations from $496

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Your Westborough Vacation

The adventure-filled city of Westborough is calling. Discover its highlights and hidden gems with a Westborough vacation package that's customized to you. Westborough Country Club and Lake Chauncy Public Beach are a couple of the top attractions to visit during a trip to Westborough. Expedia can help you escape the everyday. Tailor your vacation to Westborough to suit your style of travel, whatever that may look like.

The Latest Westborough vacation packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,188, price is now $496 per person
$496
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $1,212, price is now $682 per person
$682
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
9.6/10 Exceptional! (245 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,767, price is now $1,086 per person
$1,086
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
18.8/10 Exceptional! (1,003 reviews)
Washroom takes long time to de-steam after a shower. Exhaust fan very weak. 1 phone did not work in the room. Lighting is very dim through out the room.

Reviewed on Nov 17, 2025

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $1,018, price is now $630 per person
$630
per person
Feb 12 - Feb 16
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
17.2/10 Exceptional! (1,337 reviews)
Staff were very courteous! Clean room!

Reviewed on Nov 15, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $801, price is now $540 per person
$540
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
19.2/10 Exceptional! (482 reviews)
Staff went above and beyond!

Reviewed on Nov 9, 2025

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Discover the most popular places to visit in Westborough

Westborough Country Club

4.5/5(5 reviews)

Enjoy a round of golf in Westborough at Westborough Country Club. Experience the great live music or attend a sporting event in this family-friendly area.

Westborough Country Club

Westborough Hotel Deals

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
$107 nightly
The price is $119 total per night from Nov 24 to Nov 25
$119 total
Nov 24 - Nov 25
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
Room was clean with plenty of towels. Staff were courteous and friendly.

Reviewed on Nov 14, 2025

DoubleTree by Hilton Hotel Boston - Westborough
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

2.5 out of 5
1800 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Dec 19 to Dec 20
$92 total
Dec 19 - Dec 20
Total with taxes and fees
6.4/10 (986 reviews)
Coming from the west coast I was super tired. The lady at the front was fantastic, she was nice and helpful, the room was quiet and I slept the entire time until checkout before getting back on the road. Great for a night stay

Reviewed on Nov 11, 2025

Extended Stay America Suites Boston Westborough Computer Dr
Extended Stay America Suites Boston Westborough East Main St

Extended Stay America Suites Boston Westborough East Main St

2.5 out of 5
180 E Main St Westborough MA
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $108 total per night from Dec 19 to Dec 20
$108 total
Dec 19 - Dec 20
Total with taxes and fees
7/10 Good! (911 reviews)
Great!

Reviewed on Nov 12, 2025

Extended Stay America Suites Boston Westborough East Main St
See all 536 properties in Westborough
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.

Find the Best Westborough Vacation Packages

Westborough Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
4,000
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Lake Chauncy Public Beach, Sudbury Reservoir and The Silver Buffalo Gallery

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Frequently asked questions

How much does a Westborough vacation package cost?
Offering great value package deals from $496 on Expedia, you'll be pleasantly surprised at how much a vacation to Westborough costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Westborough?
February, November and December are the best times to look for cheap Westborough vacation packages. Choosing to travel in less busy months means you can generally find lower prices on flights and accommodations.
How many days is enough for Westborough?
The ideal length for your Westborough vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to visit all the leading sights and explore some hidden treasures along the way.
How to find the best Westborough package deals?
Begin your search for a Westborough package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Westborough package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Westborough escape off to a flying start.
Is it cheaper to book a Westborough vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Westborough vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Westborough?
If you're planning a spur-of-the-moment Westborough getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Westborough?

  1. Choose your travel dates: What you plan to do in Westborough and your preferred season will help you decide when to go.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your hotel will likely be the biggest expense during your trip to Westborough.
  3. Use Expedia's trip planning tool to explore Westborough: Research every aspect of your trip to Westborough with this comprehensive planner. Invite your family and friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how long you want to spend discovering Westborough. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  5. Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, book the right Westborough vacation package for you.
  6. Book any activities or day trips: Now to the fun part — locking in everything you want to do and see. Explore some of the top things to do in Westborough in Westborough and reserve your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Westborough vacation packages?
Your Westborough break is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.