Southborough Vacation Packages

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Your Southborough Vacation

When an adventure in the city is calling your name, answer it with a Southborough vacation package. With all your travel arrangements taken care of before you leave, all you have to do here is concentrate on having fun. If your trip to Southborough includes some sightseeing, hit up renowned attractions like Westborough Country Club, Lake Chauncy Public Beach and Sudbury Reservoir. No matter your travel plans or budget, putting together the ultimate tailored Southborough vacation is a breeze with Expedia.

Top Southborough Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
Everything was excellent (restaurants, walking, safety) you name it - it felt like a dream vacation!

Reviewed on May 28, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jul. 2 - Jul. 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
This is an upscale hotel with excellent amenities and wonderfully helpful and friendly people who kindly made our stay a joy.

Reviewed on May 27, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.2/10 Wonderful! (270 reviews)
Awesome, awesome, awesome. I could not find another word to describe my stay! Awesome.

Reviewed on May 22, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (276 reviews)
This was one of the best hotel experiences I've had. The staff goes above and beyond to make you feel welcomed. From the Tates cookies and sparkling water available, to the water bottles at the end of the night, they really pay attention to small details, making it a great experience. The rooms were clean and roomy. We ended up walking the entire time in Boston since the hotel was at a great location, but if you plan on driving, keep in mind that you have to call ahead of time to access your car. Would definitely stay again!

Reviewed on May 28, 2024

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug. 1 - Aug. 5
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (153 reviews)
From the moment we walked into the lobby at Beacon Hill Hotel we were greeted and treated like VIPs. The room, was a corner, looking out over Charles Street. Perfectly comfortable and artfully appointed. My only complaint and this is silly the pillows too puffy. We dined there as well and the food and service was superb.

Reviewed on May 23, 2024

Southborough Hotel Deals

Red Roof Inn Boston - Southborough/ Worcester
Red Roof Inn Boston - Southborough/ Worcester
2 out of 5
367 Turnpike Rd, Southborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jun. 4 to Jun. 5
CA $135
CA $151 total
includes taxes & fees
Jun 4 - Jun 5
7.2/10 Good! (1,002 reviews)
"Excellent"

Reviewed on May 26, 2024

Red Roof Inn Boston - Southborough/ Worcester
Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
3.5 out of 5
320 Washington Street, Newton, MA
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Jun. 16 to Jun. 17
CA $188
CA $210 total
includes taxes & fees
Jun 16 - Jun 17
8/10 Very Good! (2,053 reviews)
"Hotel is in a very noisy area and they charge for parking. Otherwise clean and helpful, staff."

Reviewed on May 26, 2024

Four Points by Sheraton Boston Newton
Embassy Suites by Hilton Boston Waltham
Embassy Suites by Hilton Boston Waltham
3.5 out of 5
550 Winter Street, Waltham, MA
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Jun. 16 to Jun. 17
CA $219
CA $245 total
includes taxes & fees
Jun 16 - Jun 17
7.6/10 Good! (1,260 reviews)
"Very clean and so comfortable. Friendly staff."

Reviewed on May 24, 2024

Embassy Suites by Hilton Boston Waltham
See all 871 properties in Southborough
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

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Southborough vacation package cost?
Much less than you might think — from only CA $1,133, actually! By bundling hotels, flights and car rentals into a custom-made vacation package, your getaway to Southborough is just a few clicks away.
How do I get a cheap travel package to Southborough?
Our Southborough vacation packages promise plenty of savings for the savvy wanderer. For the best deal, simply bundle your flights, hotels and extras (including activities) into a budget-friendly package. But impressive bargains are just the beginning of your next epic adventure. Book with Expedia and you’ll have more than 550 air carriers and 1,000,000 hotel options worldwide to choose from. No matter your style, there’s a vacation package to suit you.
Where should I stay in Southborough?
Southborough is home to several popular places to explore, like Sudbury Reservoir. Secure a room in a hotel close by and make sightseeing easier.
What are the top hotels in Southborough?
Executive Suite In A Quiet Neighborhood and Beautiful Clean Bright Quiet 4bdr 3 Bath House 1min To Route 9 Big Yard are among the most well-known hotels in Southborough. Why not have a look at the amenities and rates at each and then make a decision?
How far in advance should I book my Southborough vacation?
It’s hard to pick the best time for airfares, but we generally say the earlier, the better. Many international flights on Expedia become available to compare up to 12 months in advance. If you’re booking at the last minute, don’t despair. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia Southborough travel package include?
That depends on what you’re after. If you’re traveling alone, you might decide to bundle hotels and flights. Taking the whole crew to Southborough? A travel package including rental cars, flights and hotels might suit you better. Expedia gives you the freedom and flexibility to build your own travel package.
What should I know before booking a Southborough travel package?
So many places to travel to, so many things to experience. With a package, you can tick more of them off your list. Combine your flights, rental cars and hotels and see how much you save.
Can I choose my airline with a Southborough Expedia vacation package?
You sure can. We offer more than 550 partner airlines throughout the world, so pick the carrier that matches your budget needs.
If I'm not able to travel, can I cancel my Southborough vacation package?
Don’t worry if you’re rethinking your Southborough vacation package — you can cancel or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We get that your circumstances can suddenly change, so head to our Customer Service Portal if that happens. When you’re ready to make changes, we’re ready to help.

Discover the most popular places to visit in Southborough

Image for Sudbury Reservoir

Sudbury Reservoir

Explore the great outdoors at Sudbury Reservoir, a lovely green space in Southborough. You can enjoy the restaurants while in the area.

Sudbury Reservoir
Image for UMass Memorial at Southborough

UMass Memorial at Southborough

Though UMass Memorial at Southborough might be what brings you to town, perhaps you'll have a chance to explore more of Southborough while you are here.

UMass Memorial at Southborough

Other vacations you might like

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