Southborough Vacations from $356

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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.

The Latest Southborough vacation packages

Price found within the past 48 hours. Click for updated prices.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $610, price is now $356 per person
$356
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
The room was a bit tired looking. Also we paid extra for the in-room fireplace but it was only an electric fireplace, so it didn't really add any warmth.

Reviewed on Jan 26, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,152, price is now $762 per person
$762
per person
Mar 12 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $1,029, price is now $690 per person
$690
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
I didn’t like that I was surprised with “hospitality fee” for almost $70 upon arrival. Had I known that I would’ve stayed somewhere else. That’s why I paid in advance on Expedia.

Reviewed on Jan 23, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was $1,206, price is now $825 per person
$825
per person
Mar 12 - Mar 15
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
beautiful, clean rooms, well appointed

Reviewed on Jan 23, 2026

The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,162, price is now $819 per person
$819
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (6,707 reviews)
Hotel was very nice with good amenities and great service. Great location for walkability to north end Room was comfortable and very clean. Would definitely recommend and stay here again

Reviewed on Jan 26, 2026

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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
$52 nightly
The price is $58 total per night from Feb 3 to Feb 4
$58 total
Feb 3 - Feb 4
Total with taxes and fees
7/10 Good! (1,006 reviews)
Yes

Reviewed on Jan 22, 2026

Red Roof Inn Boston - Southborough/ Worcester
Sheraton Boston Needham Hotel

Sheraton Boston Needham Hotel

3.5 out of 5
100 Cabot St Needham MA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Feb 1 to Feb 2
$104 total
Feb 1 - Feb 2
Total with taxes and fees
8.6/10 Excellent! (1,538 reviews)
Cecilia, the property manager, was very accommodating and kind.

Reviewed on Jan 20, 2026

Sheraton Boston Needham Hotel
Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham

2.5 out of 5
135 2nd Ave Waltham MA
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $92 total per night from Jan 31 to Feb 1
$92 total
Jan 31 - Feb 1
Total with taxes and fees
9.2/10 Wonderful! (1,618 reviews)
Great

Reviewed on Jan 21, 2026

Hampton Inn & Suites Boston/Waltham
See all 957 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.

Find the Best Southborough Vacation Packages

Southborough Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
9,700
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 Southborough vacation package cost?
You can snap up a vacation package to this popular destination from $356 on Expedia. But how much your vacation to Southborough costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Southborough?
If you're hoping to snag a cheap Southborough vacation package, consider traveling in February, March and December. You'll generally find better rates on flights and accommodations during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Southborough?
With a well-organized itinerary, you can easily tick off the top Southborough attractions in a handful of days. But if you want to venture off the beaten track or go on day trips, consider booking your Southborough vacation for longer.
How to find the best Southborough package deals?
Use Expedia's handy filters to help you find some unbeatable Southborough package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Southborough package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Southborough vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can tailor your Southborough escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Southborough?
Secure amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Southborough adventure.
Does Expedia offer Book Now, Pay Later Southborough vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Southborough trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.