Portsmouth Vacation Packages

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Your Portsmouth Vacation

When you organize a vacation package to Portsmouth, you can relax and enjoy your getaway knowing that all your travel arrangements have been made in advance. Uncover the many wonders of this vibrant city from your base in a neighborhood like South Eliot, which is good for walking. You'll want to take in some sights during your trip to Portsmouth. Don't miss popular attractions like Fort Constitution Historical Site, Market Square and Water Country. Browse Expedia's wide range of travel options and start organizing your dream vacation to Portsmouth today.

Top Portsmouth Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,504, price is now CA $667 per person
CA $667
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (194 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

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was CA $2,283, price is now CA $1,510 per person
CA $1,510
per person
Jan 6 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
!

Reviewed on Nov 10, 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,890, price is now CA $1,305 per person
CA $1,305
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $948, price is now CA $693 per person
CA $693
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,636 reviews)
Nice hotel, convenient to TD Garden. Will stay again.

Reviewed on Nov 11, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,721, price is now CA $1,296 per person
CA $1,296
per person
Dec 19 - Dec 22
found 8 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Where to stay in Portsmouth

Find the best Portsmouth areas and neighborhoods for the activities you enjoy most. Learn more about Portsmouth
A yellow storefront with a red door and a bicycle parked outside.

Downtown

7 out of top 10 points of interest in this area

If you're spending some time in Downtown, Portsmouth Harbor Trail and The Music Hall are top sights worth seeing.

Find hotels in Downtown

Ready to book your vacation to Portsmouth?

 

Choose your dates

Portsmouth Hotel Deals

Hampton Inn Portsmouth Central

Hampton Inn Portsmouth Central

2.5 out of 5
131 DOW AVENUE Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Dec 1 to Dec 2
CA $156
CA $170 total
Dec 1 - Dec 2
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"great place. I would stay again."

Reviewed on Nov 10, 2026

Hampton Inn Portsmouth Central
Hampton Inn & Suites Portsmouth Downtown

Hampton Inn & Suites Portsmouth Downtown

3 out of 5
23 Portwalk Pl Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Nov 29 to Nov 30
CA $186
CA $202 total
Nov 29 - Nov 30
includes taxes & fees
9.4/10 Exceptional! (1,285 reviews)
"."

Reviewed on Nov 12, 2026

Hampton Inn & Suites Portsmouth Downtown
Anchorage Inn & Suites - Portsmouth

Anchorage Inn & Suites - Portsmouth

2.5 out of 5
417 Woodbury Ave Portsmouth NH
Fully refundable
The price is CA $122 per night from Nov 19 to Nov 20
CA $122
CA $132 total
Nov 19 - Nov 20
includes taxes & fees
7.2/10 Good! (1,000 reviews)
"The main problem I have here, is that the owners or franchisees of this "hotel" did NOT inform Hotels.com or ANYONE, that the hotel was being renovated! Completely renovated! I made this reservation months in advance, and heard NOTHING about any renovations, or cancellations, NOTHING! I arrived at ..."

Reviewed on Nov 5, 2026

Anchorage Inn & Suites - Portsmouth
See all 874 properties in Portsmouth
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
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Stay near popular Portsmouth attractions

A public square with a water fountain, benches, and a stop sign.

Market Square

9.2/10 (1,088 reviews)
You can learn about the history of Portsmouth with a visit to Market Square. While in this family-friendly area, you can savor the top-notch restaurants.
See properties

Frequently asked questions

How much does a Portsmouth vacation package cost?
You'll find cheap prices from CA $667 on Expedia for your Portsmouth break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Portsmouth costs.
What are the cheapest months to go to Portsmouth?
January, February and March are great times to search for cheap Portsmouth vacation packages. Opting to travel in quieter periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Portsmouth?
Usually, a handful of days is great for a Portsmouth vacation. With a detailed itinerary, you can visit all the popular sights including Strawbery Banke Museum, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Portsmouth?
It's no wonder a Portsmouth vacation is on the must-do list of many travellers. Leading attractions like Water Country are just the beginning of what you can explore here.
How to find the best Portsmouth package deals?
Bagging a cheap Portsmouth package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Portsmouth package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Portsmouth vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can tailor your Portsmouth trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Portsmouth?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Portsmouth break.
How to plan a trip to Portsmouth?

  1. Pick your dates: The things you plan to do in Portsmouth and your preferred season will help you decide when to get away.
  2. Set a budget: Factor in expenses like transportation, flights and meals when calculating how much to set aside for your trip to Portsmouth. Then, select a hotel that matches your budget, whether that's an economical stay or a swankier retreat.
  3. Decide how long to go for: Now that you're more familiar with Portsmouth, you can work out the ideal length of your break. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Portsmouth vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.