Westerly Vacation Packages

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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!

Top Westerly Vacation Deals

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

Pleasant View Inn

3 out of 5
Price was CA $1,327, price is now CA $1,046 per person
CA $1,046
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
8/10 Very good! (1,019 reviews)
Can't beat the location. Get an ocean view room and you have it all!! Nice location. Walk to several restaurants.

Reviewed on Jun 24, 2026

Wayfinder Newport

Wayfinder Newport

4 out of 5
Price was CA $2,664, price is now CA $1,980 per person
CA $1,980
per person
Aug 1 - Aug 4
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
8.2/10 Very good! (1,028 reviews)
Loved this home and its location too! The home is new and well stocked with everything we needed, including great coffee and welcoming wine. All of us agreed we would highly recommend to our friends and families. We enjoyed a charming puzzle and playing Tridominos in the evenings and making great breakfasts and grilling too. Delightful cottage for a relaxing stay close to everything! Thank you so much!

Reviewed on Jun 23, 2026

Dye House

Dye House

2 out of 5
Olneyville
Price was CA $1,593, price is now CA $1,241 per person
CA $1,241
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
8.6/10 Excellent! (22 reviews)
Highly recommend the Loft as it was a beautiful space. The Heddle room has a glass window in the door to the bathroom. Technically you could shower in privacy but I would rather a solid door. Staff handled an issue with our original room well. They were immediately available when I called and provided both a short term (moving rooms for the night) and long term solution (fixing the issue) plan within ten minutes. Heddle room is a good option if you need a place to sleep and will be otherwise out for the day. Loved the digital building and door keys. Easy parking. The entire building space is quite unique and stylish.

Reviewed on Nov 9, 2025

Hotel Providence

Hotel Providence

4 out of 5
Downtown Providence
Price was CA $1,504, price is now CA $1,185 per person
CA $1,185
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
8.4/10 Very good! (1,005 reviews)
I checked with my husband, who is in a wheelchair, and two large dogs. Their quick assistance in checking into our room was much appreciated. The valet service was prompt in bringing our car out when we needed it.

Reviewed on Jun 18, 2026

The Underwood-Hale House

The Underwood-Hale House

4 out of 5
College Hill
Price was CA $2,226, price is now CA $1,759 per person
CA $1,759
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
9.8/10 Exceptional! (92 reviews)
Clean room and cozy.

Reviewed on Jun 15, 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?

 

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Westerly Hotel Deals

Winnapaug Inn

Winnapaug Inn

2 out of 5
169 Shore Road Westerly RI
The price is CA $229 per night from Jul 1 to Jul 2
CA $229
CA $261 total
Jul 1 - Jul 2
includes taxes & fees
8.4/10 Very good! (1,011 reviews)
"The Room was very clean!"

Reviewed on Jun 24, 2026

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 CA $532 per night from Jul 2 to Jul 3
CA $532
CA $674 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very good! (1,009 reviews)
"Can't beat the location. Get an ocean view room and you have it all!! Nice location. Walk to several restaurants."

Reviewed on Jun 24, 2026

Pleasant View Inn
Aquastar Inn

Aquastar Inn

2 out of 5
110 Post Road Westerly RI
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Jul 21 to Jul 22
CA $215
CA $245 total
Jul 21 - Jul 22
includes taxes & fees
7.6/10 Good! (491 reviews)
"Great place to stay."

Reviewed on Jun 22, 2026

Aquastar Inn
See all 2,589 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.
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Discover the most popular places to visit in Westerly

A coastal landscape with a rocky shoreline, waves, and a distant lighthouse.

Misquamicut State Beach

If a restful vacation is part of your travel plans, Misquamicut State Beach might be the perfect place to seek out during your trip to Westerly. While you're here, you can savor the top-notch restaurants.

Misquamicut State Beach

What to do in Westerly

Bar and seating area inside the Hard Rock Cafe Foxwoods

Dining at Hard Rock Cafe Foxwoods

CA $55
per traveller
72% of travellers recommend
Dining at Hard Rock Cafe Foxwoods
Spirits of Mystic: Cocktail Pub Crawl

Spirits of Mystic: Cocktail Pub Crawl

CA $137
per adult
100% of travellers recommend
Spirits of Mystic: Cocktail Pub Crawl
See all activities in Westerly

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