Hillsborough County Vacation Packages 2026 from $543

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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 dense forest with trees displaying autumn colors of yellow, orange, and red.

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.

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

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

The Latest Hillsborough County Vacation Packages

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

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$543

per person

Dec 17 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Boston (BOS)

8.4/10 Very Good! (190 reviews)

The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

North End

Save 100% on your flight

$870

per person

Jan 6 - Jan 9

found 16 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Great hotel for the weekend! My husband and I were celebrating our anniversary!

Reviewed on Oct 25, 2026

Presidential Mountain Resort

$778

per person

Jan 17 - Jan 24

found 20 hours ago

Roundtrip flight included

Tampa (TPA) to Manchester (MHT)

9.6/10 Exceptional! (328 reviews)

We had a wonderful night just what we needed for our mini honey moon

Reviewed on Oct 25, 2026

Riverhouse by Weekender (Formerly Jack Daniels Inn)

$792

per person

Jan 17 - Jan 24

found 20 hours ago

Roundtrip flight included

Tampa (TPA) to Manchester (MHT)

9.2/10 Wonderful! (480 reviews)

Nobody is at the reception if you arrive after 6 pm. You cannot open the window in the room anymore.

Reviewed on Oct 11, 2026

Lincoln Inn & Gallery

$860

per person

Dec 26 - Dec 29

just found

Roundtrip flight included

Miami (MIA) to Springfield (VSF)

8.8/10 Excellent! (98 reviews)

Historical property - fun to stay in and beautiful grounds. Not far out of Woodstock, was a great place on a busy weekend. Had to travel to town for food, but wasn't far. Stairs were an issue for two seniors but we made it with the help of the staff toting our bags. A bit expensive compared to other places that included breakfast.

Reviewed on Oct 26, 2026

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

$97 nightly

$105 total

Nov 23 - Nov 24

Total with taxes and fees

8.2/10 Very Good! (1,012 reviews)

"Bathroom seat had brown stain residue, had to switch rooms my last two stays there, vending machine is not working kept tapping and wouldn’t take my money and staff couldn’t offer me a bottle of water, had to go outside of the hotel in the middle of the night just to buy a bottle of water"

Reviewed on Oct 26, 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

Nov 1 - Nov 2

Total with taxes and fees

8.2/10 Very Good! (1,464 reviews)

"Very good Location being close to the Backyard Brewery"

Reviewed on Oct 26, 2026

Motel 6 Nashua, NH - South

77 Spit Brook Rd Nashua NH

Fully refundableReserve now, pay when you stay

$94 nightly

$102 total

Oct 27 - Oct 28

Total with taxes and fees

7.2/10 Good! (1,016 reviews)

"pretty much what you’d expect from a motel 6. sketchy vibes if you’re traveling as a young couple, but a decent stay overall. my complaints as a customer that paid over $100 for this: the mirror was dirty, there was old dog food on the floor from someone before us, toilet didn’t flush all the way, ..."

Reviewed on Oct 26, 2026

See all 1,296 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.