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

View of a stormy mountain river in September at the Wildcat Falls. Red autumn leaves hang over the river. Merrimack, New Hampshire, USA
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Merrimack

Merrimack
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Peterborough

Peterborough

Top Hillsborough County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $1,388, price is now CA $903 per person
CA $903
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,237, price is now CA $1,378 per person
CA $1,378
per person
May 16 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Classic luxury, a true five-star experience. Spectacular Boston Harbor views, top-notch staff, extra-comfortable bedding, rainfall shower.

Reviewed on Apr 12, 2026

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,596, price is now CA $1,050 per person
CA $1,050
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (1,002 reviews)
The hotel is wonderful, where you can organize your rest.The staff is wonderful, the food is fresh and delicious,, thank you very much🌺

Reviewed on Apr 15, 2026

The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was CA $1,762, price is now CA $1,165 per person
CA $1,165
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (1,173 reviews)
Yes. Great location and the facilities are top notch with wonderful staff

Reviewed on Apr 10, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $1,727, price is now CA $1,143 per person
CA $1,143
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Clean room and good staff. Room is a bit outdated

Reviewed on Apr 15, 2026

Hillsborough County Hotel Deals

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 $189 per night from Apr 26 to Apr 27
CA $189
CA $205 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (1,164 reviews)
Great room. Lovely helpful staff fab breakfast

Reviewed on Apr 15, 2026

DoubleTree by Hilton Manchester Downtown
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 $148 per night from Apr 26 to Apr 27
CA $148
CA $160 total
Apr 26 - Apr 27
includes taxes & fees
8.2/10 Very Good! (1,363 reviews)
Loud people in room next to my room, Upon checking in Female Staff that greeted me gave me A attitude because I disagreed with her saying that they could hold my $100.00. Incidentals for up to 31 days..

Reviewed on Apr 14, 2026

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

Tru by Hilton Manchester Downtown

2.5 out of 5
135 Spring Street Manchester NH
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from May 7 to May 8
CA $155
CA $168 total
May 7 - May 8
includes taxes & fees
9.2/10 Wonderful! (1,012 reviews)
Breakfast was very good, rooms were clean

Reviewed on Apr 12, 2026

Tru by Hilton Manchester Downtown
See all 1,267 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
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Frequently asked questions

How much does a Hillsborough County vacation package cost?
Our Hillsborough County vacation packages, which start at just CA $903, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.