A wooden building with a sign for 'King's Homemade Ice Cream' and a Citizens Bank sign.

Lewes Vacations from $817

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The Latest Lewes Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 8 - Oct 12

    Fenwick Shores, Tapestry Collection by Hilton + Flight

    Fenwick Island
    4 nights
    3.5 star property
    9.4/10 - Exceptional (809 reviews)
    Roundtrip Philadelphia (PHL) - Salisbury (SBY)
    PHL - SBYNonstop SBY - PHLNonstop
    $985
    $817
    per traveler
    found 1 day ago
    Fenwick Shores, Tapestry Collection by Hilton
  • Sep 12 - Sep 15

    Sea Breeze Inn + Flight

    Downtown Ocean City
    3 nights
    2.0 star property
    6.4/10 - (56 reviews)
    Roundtrip New York (NYC) - Salisbury (SBY)
    LGA - SBY1 stop SBY - LGA2 stops
    $1,702
    $1,233
    per traveler
    found 1 day ago
    Sea Breeze Inn
  • Oct 8 - Oct 12

    Princess Royale Oceanfront Resort + Flight

    North Ocean City
    4 nights
    3.0 star property
    8.8/10 - Excellent (2,604 reviews)
    Roundtrip Philadelphia (PHL) - Salisbury (SBY)
    PHL - SBYNonstop SBY - PHLNonstop
    $1,022
    $832
    per traveler
    found 1 day ago
    Princess Royale Oceanfront Resort
  • Oct 8 - Oct 12

    Monte Carlo Boardwalk Oceanfront Ocean City + Flight

    Downtown Ocean City
    4 nights
    3.0 star property
    8.2/10 - Very Good (1,018 reviews)
    "I didn’t like the shower head, i didn’t like elevator it was taking forever to come and the AC was right to my head blowing at night!"
    Reviewed August 4, 2026
    Roundtrip Philadelphia (PHL) - Salisbury (SBY)
    PHL - SBYNonstop SBY - PHLNonstop
    $1,134
    $931
    per traveler
    found 1 day ago
    Monte Carlo Boardwalk Oceanfront Ocean City
  • Oct 8 - Oct 12

    Miramar Condominiums + Flight

    Downtown Ocean City
    4 nights
    2.0 star property
    9.4/10 - Exceptional (26 reviews)
    "Excellent location. Spacious 2 bedroom condo. FYI.I brought a mattress pad for pull out couch otherwise would not recommend sleeping on it. Double beds were smaller. Hot tub was cold. Kitchen was not stocked with measuring cups or drink pitcher. Only big coffee pot(no keurig)."
    Reviewed July 31, 2026
    Roundtrip Philadelphia (PHL) - Salisbury (SBY)
    PHL - SBYNonstop SBY - PHLNonstop
    $1,711
    $1,423
    per traveler
    found 1 day ago
    Miramar Condominiums

Where to stay in Lewes

Find the best Lewes areas and neighborhoods for the activities you enjoy most. Learn more about Lewes
Learn more about Lewes

Historic District

Step into Delaware's first town, where colonial and Victorian architecture creates a living history museum. Lewes blends maritime heritage with coastal charm along the Delaware Bay. Visitors can explore the Zwaanendael Museum or stroll past the 1665 Ryves Holt House, Delaware's oldest structure. The Historic District offers a peaceful retreat with tree-lined streets and local boutiques. Waterfront parks and canal-front walkways provide scenic spots to watch fishing boats. Cape Henlopen State Park and Lewes Beach are just minutes away for nature lovers.

Villages of Five Points

Villages of Five Points offers a peaceful retreat near Delaware's popular coastal attractions without the beachfront price tag. This welcoming neighborhood features modern townhomes and condos perfect for families wanting a quieter base. Well-maintained streets lead to a central shopping plaza with essential services and casual dining options. The community provides excellent value while staying just a 15-minute drive from Lewes Beach and Cape Henlopen State Park. Nassau Valley Winery and local golf courses add nearby entertainment options. Travelers appreciate the residential calm and convenient location for exploring Delaware's scenic coastline.

Pilot Point

Pilot Point offers a peaceful Delaware Bay retreat with pristine shoreline access and unobstructed water views. This charming beach community balances vacation vibes with residential tranquility. You'll find weathered-shingled cottages and modern coastal homes along quiet streets just steps from Lewes Beach. The neighborhood provides an authentic coastal experience without commercial distractions. Visitors enjoy gentle waves, beachcombing, and stargazing away from crowds. While dining options are limited within Pilot Point itself, downtown Lewes and the Cape May-Lewes Ferry are just a short drive away.

Plantations East

Plantations East offers a tranquil retreat in Lewes with tree-lined streets and manicured lawns. This residential community provides a peaceful home base for your coastal adventures. Community pools and walking trails create a relaxing atmosphere away from tourist crowds. Golf enthusiasts will appreciate the nearby Heritage Inn & Golf Club and American Classic Golf Club. Tanger Outlets and Lewes Beach are just a short drive away. You'll need a car to explore, but the trade-off is genuine suburban charm in this welcoming neighborhood.

Love Creek

If you're looking for some top things to see and do in Love Creek and surrounding area, you can visit Tanger Outlets and Jungle Jim's River Safari Water Park.

Discover the most popular places to visit in Lewes

What to do in Lewes

Lewes Hotel Deals

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.

Frequently Asked Questions

How much does a Lewes vacation package cost?

You'll find cheap prices from $817 on Expedia for your Lewes break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Lewes costs.

What are the cheapest months to go to Lewes?

January, October and December are the best times to look for cheap Lewes vacation packages. Choosing to travel in less busy months means you can typically find reduced prices on flights and hotels.

How many days is enough for Lewes?

To fully enjoy a Lewes vacation, we recommend booking for 3 days. Split your time between discovering Nassau Valley Winery, Beach Plum Island Nature Preserve and other must-see attractions, in addition to exploring neighborhoods like Maplewood and Rehoboth by the Sea. If you've got some spare time, include a day trip or tour in your Lewes vacation itinerary.

Is it worth booking a vacation package to Lewes?

Boasting a host of highlights starting with its excellent history, Lewes is a good vacation destination. Whether you want to discover sights like Lewes Beach and Cape Henlopen State Park or take the path less traveled, you'll have plenty to see and do on your Lewes vacation.

How to find the best Lewes package deals?

Landing a cheap Lewes package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical Lewes package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.

Is it cheaper to book a Lewes vacation as a package?

Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the flexibility to create a customized Lewes vacation by choosing your preferred type of stay, airline and car class.

When to book a vacation package to Lewes?

If you're planning an impromptu Lewes trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking ahead.

How to plan a trip to Lewes?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Lewes.
  2. Set your budget: Factor in expenses such as flights, food and transportation when working out how much to set aside for your trip to Lewes. Then, select a property that matches your budget, whether that's a wallet-friendly option or a more luxurious retreat.
  3. Explore Lewes with our trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Lewes. You can also save your favorite locations, collaborate with friends and family and manage all your plans in one place.
  4. Decide how many days away: Start by compiling a list of the attractions and activities you want to experience in Lewes. Then, estimate how long you'll need at each, along with any travel time.
  5. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Lewes vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Read our travel guide to find some awesome things to do in Lewes in Lewes. Book tickets or make reservations before you go to save time and avoid the stress of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Lewes vacation packages?

Secure your dream trip to Lewes with help from our Book Now, Pay Later vacations. There's no need to save up or wait for payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snap up travel deals while they last.

Book with confidence

Things to do in and around Lewes

Lewes, Delaware, is the perfect destination for outdoor and romantic vacations, offering beautiful beach getaways and weekend escapes. Enjoy activities like strolling along the boardwalk, exploring recreational areas, and indulging in local shopping. With friendly attractions and outdoor adventures, Lewes invites you to immerse yourself in nature and create unforgettable memories.

Shopping

In Lewes, you can shop at Tanger Outlets, just 4 miles away, offering a mix of entertainment and family-friendly vibes. Tanger Rehoboth Beach Surfside, 3 miles from Lewes, features various businesses and city energy. If you're up for a drive, check out East of Maui, located 6 miles away.

Recreation

Marsh Island Golf Club offers a refreshing outdoor experience with its scenic golf course, perfect for sports enthusiasts. King's Creek Country Club provides a luxurious atmosphere with top-notch amenities. For a cultural touch, enjoy a performance at Clear Space Theatre Company, where entertainment meets romance and family fun.

Adventure

Experience the thrills at Jungle Jim's River Safari Water Park, featuring exciting water slides and family-friendly attractions, located 5 miles from Lewes. For speed enthusiasts, Midway Speedway offers go-kart racing fun just 3 miles away. Enjoy a scenic hike along the Junction and Breakwater Trail, also 3 miles from Lewes.

Nightlife

Lewes offers a charming nightlife with cozy pubs and lively bars. Visit the Dogfish Head Brewings & Eats for unique craft beers and great food. For live music, check out the Cape May-Lewes Ferry terminal where local artists often perform, creating a vibrant atmosphere by the water.

Find the best attractions in and around Lewes

Lewes, Delaware, is perfect for outdoor and romantic getaways, featuring beautiful beaches and parks. Explore popular attractions like Lewes Beach, Delaware Beach, and the Lewes Ferry for a memorable experience. The town's charming esplanade and family-friendly activities ensure there's something for everyone. Don't miss the chance to visit the local sights and immerse yourself in the culture of this picturesque coastal town.

  • Lewes Beach: Enjoy the relaxed beach vibes at Lewes Beach, where soft sands and gentle waves create a perfect setting for sunbathing, swimming, and picnicking. The calm atmosphere is ideal for families and those looking to unwind while soaking up the sun.
  • Rehoboth Beach Boardwalk: A short drive away, this lively esplanade offers a mix of romance and family fun. Stroll along the vibrant boardwalk filled with shops, eateries, and amusement rides, all while enjoying stunning ocean views and the refreshing sea breeze.
  • Cape Henlopen State Park: Just 2 miles from Lewes, this national park invites adventure lovers to explore its scenic trails, pristine beaches, and diverse wildlife. From hiking to biking, the park is perfect for outdoor enthusiasts seeking breathtaking landscapes.

Best time to go to Lewes

The best time to visit Lewes can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Lewes falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Lewes falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Tips to save on your trip to Lewes

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to Lewes.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.