Hillsborough County Vacation Packages

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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 vacation destinations in Hillsborough County

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

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

Merrimack

Top Hillsborough County Vacation Deals

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

Good Hotels Boston

2 out of 5
South End
Price was CA $1,446, price is now CA $897 per person
CA $897
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,988, price is now CA $1,829 per person
CA $1,829
per person
Aug 29 - Sep 2
found 17 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Couldn’t ask for a better place to stay while in Boston.

Reviewed on Jul 13, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $10,261, price is now CA $6,763 per person
CA $6,763
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (9 reviews)
It was an amazing relaxing place. Very family friendly

Reviewed on Jul 12, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,397, price is now CA $939 per person
CA $939
per person
Aug 21 - Aug 24
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (195 reviews)
The staff here was so kind and thoughtful. The breakfast was amazing all 3 days and the beach was very quiet and great waterfront. The section we stayed has not been updated like some of the other units but was fine and comfortable. The general location was good and easily walkable to food and drink places. Overall, we enjoyed it and would stay here again for sure.

Reviewed on Jul 12, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,717, price is now CA $2,553 per person
CA $2,553
per person
Sep 30 - Oct 3
found 14 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

Hillsborough County Hotel Deals

Comfort Inn Manchester Airport

Comfort Inn Manchester Airport

2.5 out of 5
298 Queen City Ave Manchester NH
Fully refundable
The price is CA $155 per night from Jul 30 to Jul 31
CA $155
CA $168 total
Jul 30 - Jul 31
includes taxes & fees
8.2/10 Very good! (1,018 reviews)
"Staff, clean room, decent breakfast."

Reviewed on Jul 13, 2026

Comfort Inn Manchester Airport
Best Western Plus Executive Court Inn & Conference Center

Best Western Plus Executive Court Inn & Conference Center

3 out of 5
13500 S Willow St Manchester NH
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jul 16 to Jul 17
CA $151
CA $163 total
Jul 16 - Jul 17
includes taxes & fees
8.2/10 Very good! (1,409 reviews)
"Staff helped us by getting a room ready quickly after we had driven all night."

Reviewed on Jul 13, 2026

Best Western Plus Executive Court Inn & Conference Center
DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

4 out of 5
700 Elm St. Manchester NH
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Jul 19 to Jul 20
CA $201
CA $218 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,217 reviews)
"Great hotel! Perfect location!"

Reviewed on Jul 13, 2026

DoubleTree by Hilton Manchester Downtown
See all 1,278 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Hillsborough County vacation package cost?
Our Hillsborough County vacation packages, which start at just CA $897, are the easiest way to save precious money. Pick and choose your favorite hotels, flights and rental car to create your dream itinerary.
How do I get a cheap travel package to Hillsborough County?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got everything you need. Choose the combination that suits you and see your savings stack up. Of course, a travel package is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties worldwide, which lets you customize your Hillsborough County vacation.
Where should I stay in Hillsborough County?
You can't beat Manchester. Big-name sights, such as Southern New Hampshire University Arena and New Hampshire International Speedway, will keep you entertained in this vibrant city.
What are the top hotels in Hillsborough County?
Best Western Plus Executive Court Inn & Conference Center and DoubleTree by Hilton Manchester Downtown know how to make their guests feel at home in Manchester. If your itinerary also includes Nashua, check out Country Inn & Suites by Radisson, Manchester Airport, NH and Even Hotels Manchester Airport, an IHG Hotel. Both are very popular with travelers.
How far in advance should I book my Hillsborough County vacation?
It's hard to pick the perfect time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available up to 12 months in advance. If you're unable to do so, don't stress. Budget prices occasionally appear within a few weeks of departure dates.
What does an Expedia Hillsborough County travel package include?
It comes down to what you want. If you're traveling solo, you might decide to bundle hotels and flights. Taking the entire family to Hillsborough County? A travel package that includes rental cars, flights and hotels might suit you better. Expedia gives you the freedom and flexibility to tailor-make your travel package.
What should I know before booking a Hillsborough County travel package?
A package can be easier on the wallet than separately booking all you need for your getaway. For example, combine your hotels, flights and rental cars and score big savings. No matter your vacation goals, you're bound to find a package within your budget.
Can I choose my airline with a Hillsborough County Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Simply pick the airline you want and put together your ideal Hillsborough County getaway.
If I'm not able to travel, can I cancel my Hillsborough County vacation package?
We totally get it — sometimes life doesn't go according to plan. If you've locked in a Hillsborough County vacation package and have to cancel or change it, we're here to help. It's always worth checking out our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to cancel or change your itinerary for free. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.

Stay near popular Hillsborough County attractions

Southern New Hampshire University Arena

8.8/10 (505 reviews)
Catch an event at Southern New Hampshire University Arena during your trip to Manchester. You can attend a sporting event while in the area.
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What to do in Hillsborough County

Pontoon Boat Charters on Lake Winnipesaukee

Pontoon Boat Charters on Lake Winnipesaukee

CA $1,845
per traveller
Pontoon Boat Charters on Lake Winnipesaukee
See all activities in Hillsborough County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.