Southborough Vacations from $231

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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 $404, price is now $231 per person
$231
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
Nice room with separate living room. We enjoyed the gym, pool and hot tub. We stayed on second floor and there is only one elevator, so you have to wait sometime. I wish there is stairs to walk down.

Reviewed on Jan 6, 2026

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 $1,474, price is now $823 per person
$823
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (247 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,030, price is now $688 per person
$688
per person
Apr 2 - Apr 4
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Beautiful property and room.

Reviewed on Jan 8, 2026

The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Save 100% on your flight
Price was $820, price is now $556 per person
$556
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone!

Reviewed on Dec 28, 2025

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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 1 to Feb 2
$58 total
Feb 1 - Feb 2
Total with taxes and fees
7/10 Good! (1,000 reviews)
Yes, specially Maria

Reviewed on Jan 3, 2026

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
$104 nightly
The price is $116 total per night from Jan 18 to Jan 19
$116 total
Jan 18 - Jan 19
Total with taxes and fees
8.2/10 Very Good! (2,902 reviews)
staff was very helpful. There was something wrong with the key sensor on the door. After 2 attempts we had to switch rooms

Reviewed on Jan 7, 2026

Four Points by Sheraton Boston Newton
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
$98 nightly
The price is $109 total per night from Jan 16 to Jan 17
$109 total
Jan 16 - Jan 17
Total with taxes and fees
9.2/10 Wonderful! (1,608 reviews)
Staff were very friendly and helpful. Housekeeping changed towels and bed sets daily.

Reviewed on Jan 5, 2026

Hampton Inn & Suites Boston/Waltham
See all 929 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 $231 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.