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A coastal town with autumn-colored trees and houses along the shoreline.

Riverside Vacations from $562

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The Latest Riverside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Meeting facility
    Sep 10 - Sep 14

    Radio Hotel + Flight

    Manhattan
    4 nights
    4.0 star property
    8.6/10 - Excellent (2,509 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    Save 100% on your flight
    $1,006
    $562
    per traveler
    found 1 day ago
    Radio Hotel
  • Front of property
    Oct 12 - Oct 16

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    4 nights
    4.0 star property
    9.0/10 - Wonderful (3,247 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop LGA - ATL • Nonstop
    $1,899
    $1,076
    per traveler
    found 1 day ago
    Hotel Riu Plaza New York Times Square
  • Breakfast served
    Oct 2 - Oct 6

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    4 nights
    4.0 star property
    9.2/10 - Wonderful (3,835 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    $1,648
    $954
    per traveler
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square
  • Lobby lounge
    Oct 8 - Oct 11

    The Wall Street Hotel + Flight

    Manhattan
    3 nights
    5.0 star property
    9.6/10 - Exceptional (729 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop LGA - ATL • Nonstop
    Save 100% on your flight
    $1,824
    $1,078
    per traveler
    found 1 day ago
    The Wall Street Hotel
  • Room, 1 King Bed (City View or Courtyard View) | In-room safe, desk, blackout drapes, soundproofing
    Sep 6 - Sep 11

    NobleDEN Hotel + Flight

    Manhattan
    5 nights
    4.0 star property
    9.8/10 - Exceptional (1,633 reviews)
    "The rating takes into account the value price. I came here after the Moxie hotel. I really enjoyed how nice the staff were here. The location was great. The lobby and hallways need a little updating, but the rooms were nicely done -and the largest I have ever stayed in while in NY-in this price range. The 2 queen beds would work for a family and actually had a large separate area for luggage and showering."
    Reviewed July 29, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    Save 100% on your flight
    $1,870
    $1,106
    per traveler
    found 1 day ago
    NobleDEN Hotel

Riverside Hotel Deals

Terrace/patio

J House Greenwich

J House Greenwich
4.0 star property
0.6 mi from Riverside
9.0 out of 10, Wonderful, (1,010 reviews)
"Second time staying here. 36 minute drive to the Bronx Zoo. Modern, clean room. Super friendly staff. Awesome pool. Definitely recommend."
$359 nightly
The price is $413
Aug 3 - Aug 4
Total with taxes and fees
J House Greenwich
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.
See all properties in Riverside

Frequently Asked Questions

How much does a Riverside vacation package cost?

You can grab a vacation package to this popular destination from $562 on Expedia. However, how much your vacation to Riverside costs will depend on factors like the length of stay, hotel choice and season.

What are the cheapest months to go to Riverside?

You can generally find reduced prices and greater availability in February, November and December. Check out our cheap Riverside vacation packages and you could score some great off-season discounts.

How many days is enough for Riverside?

Usually, a handful of days is enough to visit the main sights during your Riverside vacation. But if you want to have time to relax or take day trips, think about extending your itinerary.

How to find the best Riverside package deals?

Landing a cheap Riverside 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 few filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Riverside package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.

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

You can enjoy significant savings on your next Riverside break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Riverside?

If you've got your Riverside vacation dates locked in, book early to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for traveling on a whim.

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

If you're like us, you love traveling but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Riverside trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.

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Things to do near Riverside

Riverside, Connecticut, offers a delightful mix of family-friendly activities, outdoor adventures, and urban experiences. Visitors can enjoy local theaters, explore vibrant shopping areas, and engage in educational opportunities that enrich their stay. With its charming atmosphere and diverse attractions, Riverside is an ideal destination for those looking to combine relaxation and exploration on their vacation.

Shopping

In Riverside, you can visit Stamford Town Center, just 3 miles away, offering a vibrant mix of entertainment and shopping. Springdale Shopping Center, 5 miles distant, provides a friendly atmosphere for families. If you're up for a drive, check out the Westport Farmers Market, located 13 miles away.

Recreation

Chelsea Piers offers a vibrant sports atmosphere with various athletic facilities to energize your body. Hand & Stone Massage and Facial Spa provides a tranquil space for rejuvenation and relaxation. For a cultural experience, the Capitol Theatre showcases captivating performances that embrace romance and entertainment.

Adventure

Legoland Discovery Center Westchester, located 15 miles from Riverside, offers an enchanting adventure with interactive exhibits and fun for the whole family. Grand Prix New York / Spins Bowl, also 15 miles away, features thrilling go-kart racing for adrenaline seekers. Sportime USA, 13 miles from Riverside, boasts exciting arcade games and family-friendly fun.

Nightlife

For a lively nightlife experience near Riverside, visit the Stonewall Inn and Dave & Buster's, both offering entertainment and romantic vibes. Don't miss 51-53 Christopher Street, where you can enjoy a vibrant atmosphere at these popular drinking pubs, all located within 30 miles of Riverside.

Find the best attractions near Riverside

Riverside, Connecticut, is an ideal destination for family and outdoor-themed vacations. Visitors can explore beautiful beaches, urban parks, and nearby modern colleges, making it a perfect spot for those seeking culture and family-friendly experiences. The area offers a blend of outdoor activities and urban charm that caters to various interests, ensuring a memorable trip for all travelers.

  • Greenwich Avenue: Experience the vibrant city vibes of Greenwich Avenue, a bustling street located 3 miles from Riverside. Lined with boutiques, cafes, and restaurants, it's the perfect place to shop, dine, and people-watch amid the charming New England atmosphere.
  • Rye Playland: A family-friendly amusement park situated 7 miles away, Rye Playland offers outdoor fun and adventure. With thrilling rides, games, and seasonal events, it's an ideal destination for families looking to create joyful memories together.
  • Bruce Museum of Arts and Science: Just 3 miles from Riverside, this cultural gem features a unique blend of art and science exhibitions. Explore captivating displays that highlight both local and international artists, along with engaging scientific artifacts.

Best time to go to Riverside

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

Tips to save on your trip to Riverside

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Riverside during the low season (January to March) for more affordable options.
  • 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.