Portsmouth Vacations from $442

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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.

The Latest Portsmouth vacation packages

Price found within the past 48 hours. Click for updated prices.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
9/10 Wonderful! (1,781 reviews)
It was very clean and close to the beach

Reviewed on Jul 4, 2025

Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,005 reviews)
Very nice and convenient place to stay.

Reviewed on Jul 5, 2025

Ocean Pines Resort

Ocean Pines Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 18
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.2/10 Very Good! (119 reviews)
It was bigger than I expected and the bedrooms were separated from each other which I really appreciated. Kitchen had everything we needed and the larger bedroom had its own TV which was convenient. The bed was hard and the mattress cover nearly non existent. The top sheet came off each time I moved around. Be prepared for a lack of Wi Fi and lack of cell reception. It was alittle dated but I would definitely stay here again.

Reviewed on May 4, 2025

Four Sails Resort

Four Sails Resort

3.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
per person
Aug 27 - Aug 31
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
7.6/10 Good! (35 reviews)
Property could use a bit of power washing and some paint. Update to memory foam beds, update the appliances and it will be perfect.

Reviewed on May 5, 2025

Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 18
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
9.4/10 Exceptional! (10 reviews)
Rooms are very nice. Like a studio apartment setup. Cozy and spacious. Beach is a very short walk away. Have plenty of restaurants, shops, and attractions nearby. Definitely going again in the future.

Reviewed on Jun 5, 2025

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Discover the most popular places to visit in Portsmouth

Portsmouth Naval Shipyard Museum

Portsmouth Naval Shipyard Museum

Dive into coastal Virginia’s naval history at this expertly curated waterfront museum with ship models and artifacts from the 1700s through the 1900s.

Portsmouth Naval Shipyard Museum
Children\'s Museum of Virginia

Children's Museum of Virginia

4/5(81 reviews)

Toddlers through tweens can imagine, explore, discover and play at this hands-on museum complete with antique train exhibit and full-dome planetarium.

Children's Museum of Virginia
Commodore Theatre featuring signage

Commodore Theatre

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.

Commodore Theatre

What to do in Portsmouth

Deck area aboard the Spirit of Norfolk Dinner Cruise in Virginia

Spirit of Norfolk Signature Dinner Cruise

$139
per adult
72% of travellers recommend
Spirit of Norfolk Signature Dinner Cruise
Virginia Zoo

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

$40
per adult
80% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
View of Spirit of Norfolk

Spirit of Norfolk Signature Brunch Cruise

$111
per adult
86% of travellers recommend
Spirit of Norfolk Signature Brunch Cruise
See all activities in Portsmouth

Portsmouth Hotel Deals

Holiday Inn & Suites Virginia Beach North Beach by IHG
Holiday Inn & Suites Virginia Beach North Beach by IHG
3 out of 5
3900 Atlantic Avenue, Virginia Beach, VA
Fully refundable
$269 nightly
The price is $311 total per night from Jul 8 to Jul 9
$311 total
Jul 8 - Jul 9
Total includes taxes and fees
8/10 Very Good! (1,004 reviews)
"Everything was great!"

Reviewed on Jul 2, 2025

Holiday Inn & Suites Virginia Beach North Beach by IHG
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
3 out of 5
1101 Atlantic Ave, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $245 total per night from Jul 8 to Jul 9
$245 total
Jul 8 - Jul 9
Total includes taxes and fees
8.2/10 Very Good! (1,011 reviews)
"The staff was amazing, hotel was clean and there is a lot to do within walking distance."

Reviewed on Jul 4, 2025

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
Wyndham Virginia Beach Oceanfront
Wyndham Virginia Beach Oceanfront
3 out of 5
5700 Atlantic Ave, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $166 total per night from Aug 4 to Aug 5
$166 total
Aug 4 - Aug 5
Total includes taxes and fees
7.6/10 Good! (1,540 reviews)
"My family and myself spent a week in this property and it was worth paying the money that I paid. The ocean front view was fantastic, the cleanness of the rooms and including the staff was nice."

Reviewed on Jul 4, 2025

Wyndham Virginia Beach Oceanfront
See all 2,678 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.

Find the Best Portsmouth Vacation Packages

Portsmouth Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norfolk Intl. Airport (ORF)
Population
96,200
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Childrens Museum of Virginia, Virginia Sports Hall of Fame and Museum and Portsmouth Naval Shipyard Museum

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Frequently asked questions

How much does a Portsmouth vacation package cost?
You'll find cheap prices from $442 on Expedia for your Portsmouth getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Portsmouth costs.
What are the cheapest months to go to Portsmouth?
February, September and October are great times to search for cheap Portsmouth vacation packages. Choosing to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Portsmouth?
Generally, a few days is enough for a Portsmouth vacation. With a well-organized schedule, you can check out all the main sights like Portsmouth Naval Shipyard Museum, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Portsmouth?
From cool attractions such as Children's Museum of Virginia and Portsmouth Naval Shipyard Museum to its epic culture, a Portsmouth vacation guarantees an unforgettable adventure. With so much to do and see, it's time to find out for yourself why Portsmouth is such a good vacation destination.
How to find the best Portsmouth package deals?
Start your search for a Portsmouth package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Portsmouth package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Portsmouth getaway off to a flying start.
Is it cheaper to book a Portsmouth vacation as a package?
An Expedia vacation package could land you great savings when compared to booking stays and flights separately. Better still, you can customize your Portsmouth escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Portsmouth?
If you've got your Portsmouth travel dates finalized, book early to grab some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Portsmouth?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to Portsmouth.
  2. Budget wisely: As well as the price of your stay, you'll need to factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that could arise during your trip to Portsmouth.
  3. Discover Portsmouth with our trip planning tool: Gain insights into the most popular attractions and best hotels for your trip to Portsmouth. You can also save your must-visit places, collaborate with your group and organize your plans in one place.
  4. Decide how long to go for: Now that you know more about Portsmouth, you can figure out the ideal length of your break. Put together a draft plan and give yourself enough time to get through everything on your must-do list.
  5. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, book the perfect Portsmouth vacation package for you.
  6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some incredible things to do in Portsmouth. Book tickets or make reservations as soon as you can to save time and avoid the stress of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Portsmouth vacation packages?
Your Portsmouth trip should be a relaxing escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.