Westerly Vacations from $721

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Your Westerly Vacation

With plenty of highlights as well as some hidden gems, this city is best explored with a Westerly vacation package. Find a place to stay in Watch Hill Historic District, which is good for views, dining and shopping. If your trip to Westerly includes some sightseeing, don't miss major attractions such as Misquamicut State Beach, Watch Hill Lighthouse and The Flying Horse Carousel. Expedia is here to help you escape the everyday. Tailor your vacation to Westerly to match your travel style, whatever that may be!

The Latest Westerly vacation packages

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Newport Onshore
Wayfinder Newport
Hotel Providence
The Pell - Part of JdV by Hyatt
Club Wyndham Long Wharf
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Discover the most popular places to visit in Westerly

What to do in Westerly

Westerly Hotel Deals

Pleasant View Inn

Pleasant View Inn

3 out of 5
65 Atlantic Ave, Westerly, RI
Fully refundableReserve now, pay when you stay
$396 nightly
The price is $448 total per night from Sep 1 to Sep 2
$448 total
Sep 1 - Sep 2
Total includes taxes and fees
8/10 Very Good! (1,004 reviews)
"."

Reviewed on Jul 31, 2025

Pleasant View Inn
Misquamicut Beach Front Inn

Misquamicut Beach Front Inn

2.5 out of 5
145 Atlantic Avenue, Westerly, RI
$230 nightly
The price is $260 total per night from Sep 1 to Sep 2
$260 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (577 reviews)
"awesome"

Reviewed on Jul 25, 2025

Misquamicut Beach Front Inn
Winnapaug Inn

Winnapaug Inn

2 out of 5
169 Shore Road, Scenic Route IA, Westerly, RI
$148 nightly
The price is $167 total per night from Sep 2 to Sep 3
$167 total
Sep 2 - Sep 3
Total includes taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Pool was clean and a good temp. Hot tub could have been hotter. Pool shower would have been better if it had hot water."

Reviewed on Jul 31, 2025

Winnapaug Inn
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.

Westerly Beach Vacation

There's nothing like a Westerly vacation to put a spring in your step. The soothing sound of the ocean waves and the smell of clean ocean air are sure to refresh your mind and body. To be near the town center on your trip to Westerly, find a hotel around Misquamicut State Beach (just 4 miles away). If you're intending to stick around a while, browse our Westerly vacation deals. Not only will you save money, you'll also have other stunning beaches near you to explore, like Weekapaug Beach and East Beach. We call that a win-win!

Things You Should Know About Westerly

  • Reserve a room in one of our Westerly beach hotels and experience the best this destination has to offer. Wander along the shore and watch some stunning sunrises just steps from your front door.
  • Alternatively, check out our range of private vacation homes. They're popular with people planning a vacation in Westerly. Consider Weekapaug Inn and Pleasant View Inn.
  • Westerly is home to about 17,900 people and has plenty to see and do. Ready to start planning some fun activities? Check out our Westerly things to do page.
  • After you've made some great savings by booking a Westerly vacation package, you can splurge on amazing travel experiences. Misquamicut State Beach, Misquamicut State Beach and Misquamicut State Beach are three attractions that should be on your must-visit list.

Things to do in and around Westerly

Westerly, Rhode Island, is perfect for outdoor adventures and scenic getaways. Visitors can enjoy live music concerts, relax at resorts, or play at local golf courses. Popular attractions include boat tours and water parks, making it an ideal spot for day trips. With its beautiful weather, Westerly offers a variety of activities that cater to adventure seekers and families alike, ensuring a memorable vacation experience.

Shopping

For a delightful shopping experience in Westerly, visit Olde Mistick Village, just 7 miles away, for a mix of entertainment and unique finds. If you're up for a drive, check out Tanger Outlet Foxwoods, located 10 miles away, offering a great selection of brand-name stores.

Recreation

Experience the serene atmosphere at Weekapaug Golf Club, where you can enjoy a round of golf amidst beautiful landscapes. For a dose of culture, visit the Granite Theatre for captivating performances and family-friendly entertainment. If you're up for a short drive, Lake of Isles offers another excellent golfing experience in nature.

Adventure

Experience thrilling fun at Water Wizz of Westerly, where water slides and wave pools await families and adventure seekers. Enjoy the nostalgic charm of The Flying Horse Carousel, perfect for outdoor family fun. For a scenic escape, hike the Lantern Hill Trailhead, offering breathtaking views and invigorating outdoor adventure.

Nightlife

Westerly offers a vibrant nightlife with local bars and live music. Check out The Knickerbocker Café for great food and live performances. For a casual drink, visit The Lighthouse Inn, where you can enjoy scenic views and a relaxed atmosphere. Experience the charm of this coastal town after dark.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Westerly

Westerly, Rhode Island, is an ideal destination for outdoor enthusiasts and beach lovers. Explore beautiful beaches, visit the maritime museum, and discover the historic lighthouse. For a taste of local culture, check out the Westerly Library and other attractions. Whether you're seeking adventure or relaxation, Westerly offers a variety of experiences for every traveler, making it a perfect spot for your vacation.

  • Misquamicut State Beach: Experience the quintessential Rhode Island beach vibes at Misquamicut State Beach. With its soft sands and vibrant atmosphere, it's perfect for sunbathing, swimming, and enjoying beachside activities.
  • Mystic Seaport: Dive into maritime culture at Mystic Seaport, a fascinating maritime museum located 7 miles from Westerly. Explore historic ships, interactive exhibits, and the beauty of the Seaport Village, making it a cultural gem.
  • Mystic Downtown Marina: Just 8 miles away, Mystic Downtown Marina offers a blend of outdoor adventure and serene beach vibes. Enjoy boating, kayaking, or simply relax along the waterfront while taking in stunning views.

Tips to save on your trip to Westerly

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Westerly.
  • Consider traveling to Westerly during the low season (December to February) 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.

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Frequently asked questions

How much does a Westerly vacation package cost?
You can snap up a vacation package to this top destination from $721 on Expedia. But how much your vacation to Westerly costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Westerly?
If you're hoping to snag a cheap Westerly vacation package, consider planning a trip in November, December and January. You'll typically find lower prices on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Westerly?
We recommend booking a Westerly vacation for at least 2 days. This gives you enough time to check off major attractions including Weekapaug Beach and Water Wizz of Westerly, and check out neighborhoods like Haversham and Shelter Harbor. You could even slot in a day trip (or two) from Westerly.
Is it worth booking a vacation package to Westerly?
Westerly has everything you need for an unforgettable trip. Get your Westerly vacation off to a flying start by checking out popular attractions like Wilcox Park.
How to find the best Westerly package deals?
Landing a cheap Westerly package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Westerly 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 often lower.
Is it cheaper to book a Westerly vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customize your Westerly escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Westerly?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Westerly vacation.
How to plan a trip to Westerly?

  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 visit Westerly.
  2. Budget wisely: Besides the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Westerly.
  3. Organize your Westerly getaway with our trip planning tool: Look for and book accommodations and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Westerly together.
  4. Decide your trip length: Consider how long you want to spend discovering Westerly. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Westerly vacation package.
  6. Book experiences or activities ahead of time: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on Westerly's highlights. Find all the fun things to do in Westerly with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Westerly vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Westerly vacation over 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 see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.