A marina with boats, a waterfront promenade, and residential buildings.

Middletown Vacations from $566

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The Latest Middletown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Aug 21 - Aug 24

    Dye House + Flight

    Olneyville
    3 nights
    2.0 star property
    8.8/10 - Excellent (23 reviews)
    "great place - really nice owner - and rooms were really comfortable"
    Reviewed June 29, 2026
    Roundtrip New York (EWR) - Providence (PVD)
    EWR - BOSNonstop BOS - EWRNonstop
    Save 100% on your flight
    $852
    $566
    per traveler
    found 1 day ago
    Dye House
  • Sep 12 - Sep 15

    The Preserve Sporting Club & Resort + Flight

    Richmond
    3 nights
    4.0 star property
    8.8/10 - Excellent (9 reviews)
    "The resort itself stood out so beautiful!"
    Reviewed January 6, 2026
    Roundtrip New York (NYC) - Providence (PVD)
    JFK - PVDNonstop PVD - JFKNonstop
    Save 100% on your flight
    $2,139
    $1,481
    per traveler
    found 19 hours ago
    The Preserve Sporting Club & Resort
  • Oct 4 - Oct 10

    Neptune House Block Island Resort + Flight

    Block Island
    6 nights
    2.5 star property
    10/10 - Exceptional (1 review)
    "This property is fully stocked with everything we need. It feels like home. Kudos to property manager Sam, superwoman who handled all the communication and cleanup after we checked out!"
    Reviewed May 21, 2025
    Roundtrip Atlanta (ATL) - Providence (PVD)
    ATL - PVDNonstop PVD - ATLNonstop
    Save 100% on your flight
    $1,311
    $912
    per traveler
    found 14 hours ago
    Neptune House Block Island Resort
  • Aug 22 - Aug 28

    Wayfinder Newport + Flight

    Newport
    6 nights
    4.0 star property
    8.2/10 - Very Good (1,001 reviews)
    "The Wayfinder was a nice choice for our family. Nice outdoor pool with a snack/drink bar. They had a restaurant and a little side shop for coffee and snacks. There was a shuttle to take us to and from town which was great! Always communicated times via text msg. Free bike rentals! Couple of things that sucked, shower had hair in the drain, my husband grabbed it out lol, no big deal. We didn’t have our towels replaced we stayed 2 nights. I know we could have asked but assumed it would have been..."
    Reviewed July 16, 2026
    Roundtrip Miami (MIA) - Providence (PVD)
    MIA - BOS1 stop BOS - MIA1 stop
    Save 100% on your flight
    $1,806
    $1,319
    per traveler
    found 1 day ago
    Wayfinder Newport
  • Sep 20 - Sep 26

    Pleasant View Inn + Flight

    Westerly
    6 nights
    3.0 star property
    8.2/10 - Very Good (1,001 reviews)
    Roundtrip Atlanta (ATL) - Providence (PVD)
    ATL - PVDNonstop PVD - ATLNonstop
    $1,358
    $1,007
    per traveler
    found 1 day ago
    Pleasant View Inn

Where to stay in Middletown

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

Easton's Point

If you're spending some time in Easton's Point, Second Beach and Atlantic Beach are top sights worth seeing.

Discover the most popular places to visit in Middletown

What to do in Middletown

Middletown 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 Middletown vacation package cost?

Offering great value package deals from $566 on Expedia, you'll be surprised at how little a vacation to Middletown costs! Expedia's packages make travel planning easier and your savings go further.

What are the cheapest months to go to Middletown?

If you're looking to score a cheap Middletown vacation package, consider visiting in November, December and January. You'll usually find lower rates on accommodations and flights during these months — perfect for a budget-friendly break.

How many days is enough for Middletown?

Dedicate around 2 days for your Middletown vacation to really enjoy all that makes this place special. Wander around key areas, including Historic Hill and Yachting Village. Then check out major sights such as Atlantic Beach and Third Beach. With a good itinerary, you'll be kept busy with room for some rest and relaxation too. Want to travel outside of Middletown? Consider squeezing in an excursion or two.

Is it worth booking a vacation package to Middletown?

It's no wonder a Middletown vacation is on the must-do list of many travelers. Leading attractions like Second Beach are just the start of what you can explore here.

How to find the best Middletown package deals?

Use Expedia's filter tool to find some unbeatable Middletown package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Middletown package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.

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

You can enjoy significant savings on your next Middletown retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Middletown?

If you have your Middletown travel dates finalized, book early to score some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.

How to plan a trip to Middletown?

  1. Choose your travel dates: The things you'd like to do in Middletown and your favorite season can help you decide when to get away.
  2. Set your budget: Consider expenses like flights, transportation and food when working out how much to set aside for your trip to Middletown. Then, choose a property that matches your budget, whether that's an economical stay or a more luxurious retreat.
  3. Organize your Middletown escape with our trip planning tool: Look for and book hotels and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Middletown together.
  4. Decide how long to go away for: Now that you know more about Middletown, you can figure out the perfect length of your break. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  5. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Middletown vacation package that brings all your bookings together.
  6. Book activities and experiences in advance: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on Middletown's best offerings. Find all the incredible things to do in Middletown with our dedicated travel guide.

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

Your Middletown trip should be a relaxing escape from your daily routine, 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 you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

Book with confidence

Things to do in and around Middletown

Middletown, Rhode Island, is perfect for an outdoor and beach vacation, offering stunning scenery and a variety of activities. Visitors can enjoy romantic getaways, day tours, and golf getaways, as well as explore local shopping areas and malls. Whether you're seeking a relaxing day at the beach or an exciting vacation tour, Middletown has something for everyone looking to create great memories.

Shopping

Middletown offers a delightful shopping experience. Visit Oliveira Textiles for unique fabrics. If you're up for a drive, check out Tony's Bakery for delicious treats and Hartley's Original Pork Pies for a local delicacy, both located a bit further away at 14 and 13 miles, respectively.

Recreation

Experience the serene landscapes at Newport National Golf Club, perfect for golf enthusiasts seeking outdoor vibes. For the arts, enjoy a performance at the Narrows Center for the Arts, offering vibrant entertainment. Don’t miss Theatre by the Sea, where culture and romance come alive in a family-friendly setting.

Adventure

Experience the breathtaking Cliff Walk, a scenic hiking trail 3 miles from Middletown, perfect for outdoor enthusiasts. Visit Ryan Family Amusements, an exciting arcade adventure zone also 3 miles away, offering family fun. For a thrilling outing, head to Warzone Paintball & Airsoft Park, located 10 miles from Middletown.

Nightlife

Middletown offers a relaxed nightlife scene with charming venues like the Atlantic Beach Club, perfect for enjoying seaside views and cocktails. For a lively atmosphere, check out the Newport Playhouse, where you can enjoy dinner and a show, creating a memorable evening in this coastal town.

Find the best attractions near Middletown

Middletown, Rhode Island, is perfect for outdoor and beach vacations, offering stunning scenery and a variety of attractions. Visitors can explore beautiful beaches, historic houses, and national state parks that cater to those seeking culture and outdoor experiences. Don't miss the chance to relax on Middletown's inviting beaches, where you can soak up the sun and enjoy the coastal beauty.

  • Newport Mansions: Explore the opulence of Newport Mansions, located just 3 miles from Middletown. These historic buildings showcase stunning architecture and rich cultural history, offering a glimpse into the lavish lifestyles of America’s Gilded Age elite.
  • Thames Street: Stroll along Thames Street, also 3 miles away, where vibrant city vibes meet beautiful waterfront views. Lined with charming shops, restaurants, and galleries, this lively street is perfect for experiencing local culture and enjoying delicious cuisine.
  • The Breakers: Visit The Breakers, a magnificent historic house situated 4 miles from Middletown. This architectural masterpiece, inspired by Italian Renaissance designs, reflects the grandeur of the Vanderbilt family and provides insight into luxury living during the late 19th century.

Best time to go to Middletown

The best time to visit Middletown is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Tips to save on your trip to Middletown

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Middletown.
  • 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.

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