Portsmouth Vacation Packages
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Your Portsmouth Vacation
The coastal scenery and rich history are just the start of the things Portsmouth has to offer. Enjoy the best parts of this captivating city the way you want with a customized Portsmouth vacation package. You'll want to go sightseeing during your trip to Portsmouth. Carve out some time for leading attractions such as Childrens Museum of Virginia, Portsmouth Naval Shipyard Museum and Commodore Theatre. Whatever your travel plans or the size of your budget, organizing a tailored Portsmouth vacation is simple with Expedia.
Top Portsmouth Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas
Northeast Virginia Beach
CA $1,221
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.8/10 Excellent! (1,009 reviews)
It was great, only thing I don't like is the garage in the parking is awful. And having breakfast available at the hotel would be fantastic!
Reviewed on Oct 25, 2026
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Northeast Virginia Beach
CA $1,375
per person
Dec 27 - Jan 3
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.2/10 Very good! (1,425 reviews)
For most of my stay, I did not have any hot water when I wanted it. I could do a sink full of dishes and still not have any hot water. While the pool and jacuzzi were nice, the jacuzzi was not really accessible for someone traveling alone with minor mobility issues
Reviewed on Oct 25, 2026
The Historic Cavalier Hotel and Beach Club, Autograph Collection
Northeast Virginia Beach
CA $2,759
per person
Dec 27 - Jan 3
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
9.4/10 Exceptional! (410 reviews)
We had an amazing weekend stay! The hotel is truly breathtaking and the staff went above and beyond to make our stay welcoming and luxurious.
From arrival we were greeted by the valet staff and bellhop who were so friendly and helpful.
In the checkin lounge Jessita and Chloe were so friendly and welcoming! We were met with sparkling wine and so much helpful information about the hotel. Throughout the weekend they both remembered us by name and
checked to see how our reservations and activities were going.
Don't get me started on the room! The slippers, the robe and the bedside cookies were all special touches that I'm now spoiled by!
The pool was stunning and so relaxing, the restaurants were delicious and the live entertainment was such a nice touch!
Finally, the hotel tour was my favorite activity! We love history and Shelley did such an amazing job! I highly recommend booking the tour!
Reviewed on Oct 22, 2026
Ready to book your vacation to Portsmouth?
Portsmouth Hotel Deals
Renaissance Portsmouth-Norfolk Waterfront Hotel
425 Water St Portsmouth VA
Fully refundableReserve now, pay when you stay
CA $177
CA $208 total
Nov 15 - Nov 16
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
"While the hotel staff was excellent throughout my stay, I was disappointed with the overall value. Everyone I encountered was friendly, professional, and accommodating, which definitely made the experience more pleasant. However, the hotel was significantly overpriced for what it offered. The amenities ..."
Reviewed on Oct 24, 2026
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
1101 Atlantic Ave Virginia Beach VA
Hilton Vacation Club Oceanaire Virginia Beach
3421 Atlantic Ave Virginia Beach VA
Fully refundableReserve now, pay when you stay
CA $124
CA $185 total
Nov 1 - Nov 2
includes taxes & fees
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.
Stay near popular Portsmouth attractions
Portsmouth Naval Shipyard Museum
7.4/10 (52 reviews)
Dive into coastal Virginia’s naval history at this expertly curated waterfront museum with ship models and artifacts from the 1700s through the 1900s.
Children's Museum of Virginia
7.8/10 (139 reviews)
Toddlers through tweens can imagine, explore, discover and play at this hands-on museum complete with antique train exhibit and full-dome planetarium.
Portsmouth City Park
6.6/10 (57 reviews)
Portsmouth City Park is just one of the places to see in Portsmouth, so why not enjoy the other things to explore during your travels? Experience the area's great live music or attend a sporting event.
Commodore Theatre
7.0/10 (32 reviews)
See the latest blockbuster in art deco style at this historic movie theater, complete with state-of-the-art digital projection equipment and a full dining menu.
Tidewater Yacht Marina
7.0/10 (44 reviews)
Explore the waterfront in Portsmouth with a trip to Tidewater Yacht Marina. Experience the area's great live music or attend a sporting event.
Rivers Casino Portsmouth
8.8/10 (3 reviews)
Why not try your luck with a visit to Rivers Casino Portsmouth during your visit to Portsmouth? While in this family-friendly area, you can savor the top-notch restaurants.
Emanuel AME Church
7.4/10 (3 reviews)
Emanuel AME Church is just one of the places to see in Portsmouth, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savor the top-notch restaurants.
United States Lightship Portsmouth
6.4/10 (30 reviews)
You can spend an afternoon browsing the exhibits at United States Lightship Portsmouth during your travels in Portsmouth. Stroll along the area's beautiful beaches or experience its great live music.
What to do in Portsmouth
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
CA $60
per adult
80% of travellers recommend
Frequently asked questions
How much does a Portsmouth vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,221 on Expedia. However, how much your vacation to Portsmouth costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Portsmouth?
You can usually find reduced prices and greater availability in January, February and November. Take a look at our cheap Portsmouth vacation packages and you could get some great off-season deals.
How many days is enough for Portsmouth?
For your Portsmouth vacation, a handful of days will be enough to see all the highlights. Be sure to stop by Portsmouth City Park — it's one of the leading sights in this destination. If you want more adventure, think about basing yourself here and setting off on some trips from Portsmouth.
Is it worth booking a vacation package to Portsmouth?
From top attractions such as Portsmouth Naval Shipyard Museum and Children's Museum of Virginia to its excellent culture, a Portsmouth vacation guarantees an unforgettable adventure. With so much to do and see, find out for yourself why Portsmouth is such a good vacation destination.
How to find the best Portsmouth package deals?
Finding a cheap Portsmouth package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Portsmouth package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Portsmouth vacation as a package?
You can enjoy significant savings on your next Portsmouth break by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Portsmouth?
If you're considering an impromptu Portsmouth vacation, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Portsmouth?
- Pick your dates: What you'd like to do in Portsmouth and your favourite season can help you decide when to get away.
- Set a budget: Consider expenses such as transportation, flights and meals when working out how much to set aside for your trip to Portsmouth. Then, choose a hotel that works with your budget, whether that's an affordable option or a more upscale retreat.
- Decide how long to go for: Now that you're more familiar with Portsmouth, you can work out the right length of your vacation. Pull together a draft plan and give yourself enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Portsmouth vacation package.
Explore a world of travel with Expedia
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- Visit Virginia Beach
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- Neptune Statue
- Harrison Opera House
- Frank D Lawrence Stadium
- Waterside District
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
