Hillsborough County Vacation Packages 2026 from $495

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Your Hillsborough County Vacation

Make planning your next adventure simple with a Hillsborough County vacation package. Whether it's the history, cuisine or something else that draws you to this destination, our package deals will help you experience the best of it. With so much to see and do on a trip to Hillsborough County, it can be difficult to know where to begin. Kick off your travels in Manchester at Southern New Hampshire University Arena and Northeast Delta Dental Stadium — two leading attractions here. Another top city worthy of a spot on your itinerary is Peterborough. Don't miss Greenfield State Park and Friendly Farm. Expedia has flights, hotels, car rentals and more to help you put together your own tailored Hillsborough County vacation today.

Top destinations in Hillsborough County

A street with a brick building, a sign for Design Vares, an American flag, and a sign for Local Kitchen & Fine Dining.

A river flowing over rocks with autumn foliage in the background.

An aerial view of a town with autumn foliage, a river, and a baseball field.

A stone house with a grey roof surrounded by autumn foliage.

An aerial view of a forest with trees displaying autumn colors.

A town with a main road, surrounded by green hills and mountains.

The Latest Hillsborough County Vacation Packages

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

Boston Lodge and Suites

Dorchester

$495

per person

Nov 3 - Nov 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

8.4/10 Very Good! (190 reviews)

Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Four Seasons Hotel Boston

Bay Village

$1,992

per person

Nov 21 - Nov 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.4/10 Exceptional! (484 reviews)

Mandarin Oriental, Boston

Back Bay

$1,753

per person

Nov 21 - Nov 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.4/10 Exceptional! (451 reviews)

Great hotel in great location. Staff earned five star status.

Reviewed on Sep 6, 2026

The Mansion at Ocean Edge

Save 100% on your flight

$847

per person

Nov 11 - Nov 14

found 1 hour ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

8.2/10 Very Good! (1,002 reviews)

Kyung and his team delivered on a special weekend get away for my wife’s 40th birthday! This is now our next favorite place on the cape and we look forward to many more memories being made @ Ocean Edge! Thank you all! The Contino’s

Reviewed on Sep 6, 2026

Fairmont Copley Plaza, Boston

Back Bay

Save 100% on your flight

$1,136

per person

Oct 11 - Oct 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9/10 Wonderful! (1,317 reviews)

Find the Best Hillsborough County Vacation Packages

Hillsborough County Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Manchester-Boston Regional Airport (MHT)
Top Sights	Mine Falls Park, Pack Monadnock Mountain and Benson Park

Hillsborough County Hotel Deals

Comfort Inn Manchester Airport

298 Queen City Ave Manchester NH

Fully refundable

$110 nightly

$119 total

Sep 20 - Sep 21

Total with taxes and fees

8.4/10 Very Good! (1,000 reviews)

"The website said they could accept cash upon check in, but they told us they unfortunately could not. Our room was gross, white mystery substances on the doors, night stands had white substances on the surfaces, as well as the chairs and luggage table. The bathroom had a mold like smell, the soap ..."

Reviewed on Sep 8, 2026

Best Western Plus Executive Court Inn & Conference Center

13500 S Willow St Manchester NH

Fully refundableReserve now, pay when you stay

$98 nightly

$107 total

Sep 27 - Sep 28

Total with taxes and fees

8.2/10 Very Good! (1,435 reviews)

"It’s not what it used to be"

Reviewed on Sep 9, 2026

DoubleTree by Hilton Manchester Downtown

700 Elm St. Manchester NH

Fully refundableReserve now, pay when you stay

$130 nightly

$141 total

Sep 20 - Sep 21

Total with taxes and fees

9.2/10 Wonderful! (1,220 reviews)

"Nice accommodations"

Reviewed on Sep 7, 2026

See all 1,274 properties in Hillsborough 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.