Name: Winnapaug Inn
Price range: CA $163
Rating: 8.4

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!

Top Westerly Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Omni Providence Hotel

Downtown Providence

CA $895

per person

Jun 15 - Jun 17

found 4 hours ago

Roundtrip flight included

Toronto (YYZ) to Providence (PVD)

9/10 Wonderful! (3,018 reviews)

We had a great experience from the moment we checked in! Room was spacious and clean, the gym was great and a lot of dining options on site or within a few minute walk.

Reviewed on May 10, 2026

Block Island Beach House

CA $1,893

per person

Jun 25 - Jun 30

found 16 hours ago

Roundtrip flight included

Toronto (YTO) to Providence (PVD)

8.4/10 Very Good! (381 reviews)

Wonderful time. Very comfortable bed.

Reviewed on Dec 2, 2025

Winnapaug Inn

CA $899

per person

Jun 25 - Jun 30

found 16 hours ago

Roundtrip flight included

Toronto (YTO) to Providence (PVD)

8.4/10 Very Good! (1,001 reviews)

The room is small but clean. The bed were unconfutable when you toss your body, other person will be disturbed because of the noise and movement. Also don't expect too much for breakfast. It was just bagel, cereals, muffins and English muffins.

Reviewed on May 1, 2026

Marina Bay Cottages

CA $921

per person

Jul 2 - Jul 4

found 17 hours ago

Roundtrip flight included

Toronto (YTO) to Providence (PVD)

9.6/10 Exceptional! (78 reviews)

We loved it! We cooked breakfast both mornings as the unit has a full kitchen with all utensils. Enjoyed the small table and chairs outside on the porch too. We will definitely consider these cottages for future use.

Reviewed on May 6, 2026

Pleasant View Inn

CA $942

per person

Jul 2 - Jul 4

found 17 hours ago

Roundtrip flight included

Toronto (YTO) to Providence (PVD)

8/10 Very Good! (1,001 reviews)

I will say that once upon a time this would have been a lovely property. It is just ok now. Our bathroom was dirty. There was a dirty handprint on the wall of the bathroom that was fairly gross. You get hit by a $50 resort fee, which I dont understand. They offer you two free rum punches and I suppose that makes it a resort. Westerly Beach is beautiful and the setting is great. I can't say any other of the hotels looked much better but this place couod use some TLC.

Reviewed on May 7, 2026

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 centre on your trip to Westerly, find a hotel around Misquamicut State Beach (just 6 kilometres 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.

Ready to book your vacation to Westerly?

Choose your dates

Westerly Hotel Deals

Pleasant View Inn

65 Atlantic Ave Westerly RI

Fully refundableReserve now, pay when you stay

CA $261

CA $362 total

May 17 - May 18

includes taxes & fees

8/10 Very Good! (1,004 reviews)

I think they use smaller size hotel beds, I didn't know there was such a thing. Feet hung off the mattress. That's really my only gripe.

Reviewed on May 9, 2026

Sandy Shore Motel

149 Atlantic Ave Westerly RI

CA $254

CA $289 total

May 11 - May 12

includes taxes & fees

8.2/10 Very Good! (539 reviews)

Everything was great, location,staff, and cleaniness. It was wonderful to be able to crack the window and here the ocean, while we slept. The beds were a little uncomfortable for us. Overall perfect stay.

Reviewed on May 9, 2026

Winnapaug Inn

169 Shore Road Westerly RI

CA $163

CA $186 total

May 11 - May 12

includes taxes & fees

8.4/10 Very Good! (1,002 reviews)

For price very nice

Reviewed on May 10, 2026

See all 2,537 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.