Westerly Vacations

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Find the Best Westerly Vacation Packages

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 6 kilometers 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.

Westerly Hotel Deals

Winnapaug Inn
Winnapaug Inn
2 out of 5
169 Shore Road, Scenic Route IA, Westerly, RI
The price is ₩227,455 per night from Jun 24 to Jun 25
₩227,455
₩257,024 total
Jun 24 - Jun 25
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"It was a great hotel. Inexpensive for the area, close to the beach, you can’t beat the value."

Reviewed on Jun 16, 2025

Winnapaug Inn
Pleasant View Inn
Pleasant View Inn
3 out of 5
65 Atlantic Ave, Westerly, RI
Fully refundableReserve now, pay when you stay
The price is ₩453,079 per night from Jul 1 to Jul 2
₩453,079
₩574,381 total
Jul 1 - Jul 2
includes taxes & fees
8/10 Very Good! (1,005 reviews)
"Ocean sound"

Reviewed on Jun 16, 2025

Pleasant View Inn
Breezeway Boutique Hotel
Breezeway Boutique Hotel
2.5 out of 5
70 Winnapaug Road, Westerly, RI
The price is ₩316,148 per night from Jun 23 to Jun 24
₩316,148
₩384,044 total
Jun 23 - Jun 24
includes taxes & fees
9.2/10 Wonderful! (245 reviews)
"Very good"

Reviewed on Jun 19, 2025

Breezeway Boutique Hotel
See all 2,601 properties in Westerly
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 Westerly vacation package cost?
You can snap up a vacation package to this top destination 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?
January, March and December are the best times to look for cheap Westerly vacation packages. Traveling in quieter periods means you can generally find better prices on flights and accommodations.
How many days is enough for Westerly?
Westerly vacations come in many shapes and sizes, but to really sink your teeth into this destination, we reckon 2 days is a good ballpark. In this timeframe, you can visit top sights like Weekapaug Beach and Napatree Point and track down some underrated spots. Don't skip neighborhoods such as Haversham and Shelter Harbor either. If you're clever with your time, you can even schedule a day trip from Westerly too.
Is it worth booking a vacation package to Westerly?
It's easy to see why a Westerly vacation is on the must-do list of many travelers. Major attractions like Wilcox Park are just the start of what you can explore here.
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 your dates: What you'd like to do in Westerly and your favorite season can help you decide when to go.
  2. Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Westerly.
  3. Work out your trip length: Think about 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 comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Westerly vacation package.

Discover the most popular places to visit in Westerly

East Beach Watch Hill

4.5/5(3 reviews)

Why not spend a carefree afternoon at East Beach Watch Hill during your travels in Watch Hill? While you're in the area, stroll along the seaside.

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