A mountainous landscape with a lake surrounded by grassy hills.
Photo by Chiara Lo Passo
Open Photo by Chiara Lo Passo

Roundwood Vacations from $1,076

Book a Hotel + Flight or Car together to unlock savings

Your Roundwood Vacation

A great way to experience this unique city is with a tailor-made Roundwood vacation package. Stay in the neighborhood of Wicklow, which is good for watersports, golfing and walking or go someplace else — our packages are all about you. If your trip to Roundwood includes a little sightseeing, visit renowned attractions like Powerscourt Waterfall, Sugarloaf Mountain and Lough Tay. No matter your travel plans or budget, putting together a tailored Roundwood vacation is easy with Expedia.

The Latest Roundwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 5 - Jan 8

    Arlington Hotel O'Connell Bridge + Flight

    City Centre Dublin
    2 nights
    3.0 star property
    8.8/10 - Excellent (1,774 reviews)
    Roundtrip • Boston (BOS) - Dublin (DUB)
    BOS - DUB • 1 stop DUB - BOS • 1 stop
    $1,399
    $1,076
    per traveler
    found 1 day ago
    Arlington Hotel O'Connell Bridge
  • Jan 5 - Jan 8

    Hotel Riu Plaza The Gresham Dublin + Flight

    City Centre Dublin
    2 nights
    4.0 star property
    9.2/10 - Wonderful (2,523 reviews)
    Roundtrip • Boston (BOS) - Dublin (DUB)
    BOS - DUB • 1 stop DUB - BOS • 1 stop
    $1,520
    $1,123
    per traveler
    found 1 day ago
    Hotel Riu Plaza The Gresham Dublin
  • Jan 5 - Jan 8

    citizenM Dublin St. Patrick's + Flight

    City Centre Dublin
    2 nights
    4.0 star property
    9.4/10 - Exceptional (677 reviews)
    Roundtrip • Boston (BOS) - Dublin (DUB)
    BOS - DUB • 1 stop DUB - BOS • 1 stop
    $1,457
    $1,094
    per traveler
    found 1 day ago
    citizenM Dublin St. Patrick's
  • Jan 5 - Jan 8

    DUBLIN AIRPORT / BEAUMONT HOSPITAL Marie’s Bed and Breakfast + Flight

    Dublin
    2 nights
    3.0 star property
    9.4/10 - Exceptional (135 reviews)
    "The staff were extremely helpful and very friendly."
    Reviewed October 23, 2026
    Roundtrip • Boston (BOS) - Dublin (DUB)
    BOS - DUB • 1 stop DUB - BOS • 1 stop
    $1,522
    $1,162
    per traveler
    found 1 day ago
    DUBLIN AIRPORT / BEAUMONT HOSPITAL Marie’s Bed and Breakfast
  • Jan 5 - Jan 8

    Marlin Hotel Stephens Green + Flight

    City Centre Dublin
    2 nights
    4.0 star property
    9.2/10 - Wonderful (3,471 reviews)
    Roundtrip • Boston (BOS) - Dublin (DUB)
    BOS - DUB • 1 stop DUB - BOS • 1 stop
    $1,422
    $1,091
    per traveler
    found 1 day ago
    Marlin Hotel Stephens Green

Where to stay near Roundwood

Experience the charm of Roundwood, where fresh air and stunning scenery await. Enjoy a wonderful stay in this century hideaway, perfect for outdoor adventures and family-friendly activities. Explore nearby attractions that promise a relaxing atmosphere and unforgettable memories, making it one of the best places to visit.

Oldbridge

Discover Oldbridge, a charming village perfect for adventurous travelers who appreciate nature and history. Nestled near stunning attractions like Wicklow Mountains National Park and the serene Lough Tay, Oldbridge offers breathtaking scenery and outdoor experiences. Visitors can also explore the beautiful Powerscourt Estate, making it an ideal base for your explorations. Located about 2 miles by car from Roundwood, Oldbridge is a smart choice for your stay, combining comfort with easy access to Ireland's natural beauty.

Annamoe

Experience the charm of Annamoe, a delightful hub for travelers seeking adventure and cultural enrichment in County Wicklow, Ireland. With attractions like the stunning Wicklow Mountains National Park, the serene Lough Tay, and the historic Glendalough Cathedral, Annamoe offers a perfect blend of nature and history. Located about 3 miles by car from Roundwood, this village makes for an accessible base to explore the breathtaking surroundings. Choosing Annamoe for your stay ensures a memorable escape into Ireland's natural beauty.

Carrigeershinnagh

Adventure seekers will love Carrigeershinnagh, known for its stunning natural beauty and cultural experiences. Nestled near Wicklow Mountains National Park, this village offers breathtaking views, along with the serene Lough Tay and the picturesque Glenmacnass Waterfall. These attractions invite exploration year-round, with peak visitor numbers between July and September. Located about 4 miles by car from Roundwood, Carrigeershinnagh is a smart choice for travelers looking to immerse themselves in Ireland’s rich landscape and heritage.

Newtownmountkennedy

Ideally situated for adventure and family travelers, Newtownmountkennedy serves as a gateway to the stunning Wicklow Mountains National Park and the renowned Druids Glen Golf Club. Visitors can engage in outdoor sports or explore the enchanting Powerscourt Estate. Located about 5 miles by car from Roundwood, this vibrant town offers year-round appeal, making it a smart choice for your stay in County Wicklow. Discover Newtownmountkennedy and experience the best of Irish hospitality and natural beauty.

Laragh

Travelers seeking a blend of culture, nature, and adventure will find Laragh to be the ideal base for their vacation. Nestled near the stunning Wicklow Mountains National Park and the historic Glendalough Cathedral and Tower, this charming village offers access to breathtaking scenery and outdoor activities year-round. Located about 6 miles away from Roundwood, Laragh ensures easy transport for those eager to explore. With its captivating attractions, Laragh is a smart choice for your stay in County Wicklow.

Discover the most popular places to visit in Roundwood

What to do in Roundwood

Roundwood 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 Roundwood vacation package cost?

Offering excellent value package deals from $1,076 on Expedia, you'll be surprised at how little a vacation to Roundwood costs! Expedia's packages mean less travel planning for you and greater savings.

What are the cheapest months to go to Roundwood?

January, July and December are the best times to look for cheap Roundwood vacation packages. Choosing to travel in less busy periods means you'll typically find lower prices on accommodations and flights.

How many days is enough for Roundwood?

With a well-organized schedule, you can easily hit the most popular Roundwood attractions in a handful of days. But if you prefer to explore off the beaten track or take day trips, think about booking your Roundwood vacation for longer.

How to find the best Roundwood package deals?

Begin your search for a Roundwood package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Roundwood package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Roundwood escape underway.

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

You can enjoy significant savings on your next Roundwood escape by booking a customized vacation package. Click on the "Package" heading, then enter 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 Roundwood?

Secure incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Roundwood vacation.

How to plan a trip to Roundwood?

  1. Choose when to go: Check your diary and get your bags packed. Your favorite time of year and the available activities will also help you decide when to escape to Roundwood.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Roundwood.
  3. Explore Roundwood using Expedia's trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Roundwood. You can also save your must-visit places, collaborate with family and friends and arrange all your plans in one place.
  4. Decide how long to go away for: Now that you're more familiar with Roundwood, you can work out the ideal length of your break. Pull together a draft itinerary and give yourself enough time to cover everything you want to do.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Roundwood vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Take a look at our travel guide to find some awesome things to do in Roundwood. Book tickets or make reservations in advance to save time and avoid the hassle of trying to find activities once you arrive.

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

Jet off on your perfect escape to Roundwood with Expedia's Book Now, Pay Later vacations. There's no need to save up or hold off until your next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up travel deals before they sell out.

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