Westerly Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Wayfinder Newport

Wayfinder Newport

4 out of 5
Price was CA $1,973, price is now CA $1,307 per person
CA $1,307
per person
Oct 10 - Oct 13
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Providence (PVD)
8/10 Very Good! (968 reviews)
A unique hotel. Very friendly staff, comfortable stay. Younger vibe. Very nice!

Reviewed on Sep. 1, 2025

Forty 1 North

Forty 1 North

4.5 out of 5
Downtown Newport
Price was CA $5,240, price is now CA $3,609 per person
CA $3,609
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9/10 Wonderful! (429 reviews)
In our room the carpet was very dirty the begging of the room was wood floor in which was nice but then lead to the carpet where the bed was . They need to continue the wood floor. All hotels need wood floors for cleanliness and for good looks. The chairs in the room need updating along as the chairs by the fire places in the lounge areas the sofa need replacing as well it does not give a good look that things need so much improvement there they should take better care of there appearances if they did I would have given a five star but I can't sorry folks

Reviewed on Aug. 26, 2025

Gilded

Gilded

3 out of 5
Top of the Hill
Price was CA $3,011, price is now CA $2,187 per person
CA $2,187
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9.4/10 Exceptional! (387 reviews)
Promised oat milk for morning coffee- wasn’t available Water pressure was terrible Bathroom sink too small - water went everywhere Bathroom mirror was small and in the most inconvenient spot Parking was hit or miss to get a spot

Reviewed on Aug. 18, 2025

The Brenton Hotel

The Brenton Hotel

3.5 out of 5
Downtown Newport
Price was CA $3,514, price is now CA $2,717 per person
CA $2,717
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9.8/10 Exceptional! (490 reviews)
The location was perfect. We had a balcony with a beautiful view of the harbor. It was very conveniently located and walkable. We also took a boat ride on the Brenton One which was the highlight of our trip. We have nothing but amazing things to say about our stay at The Brenton

Reviewed on Sep. 1, 2025

Holiday Inn Express Newport North - Middletown by IHG

Holiday Inn Express Newport North - Middletown by IHG

2.5 out of 5
Price was CA $1,989, price is now CA $1,584 per person
CA $1,584
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9/10 Wonderful! (1,004 reviews)
Excellent customer service and overall positive stay!

Reviewed on Aug. 24, 2025

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

Misquamicut Beach Front Inn

Misquamicut Beach Front Inn

2.5 out of 5
145 Atlantic Avenue, Westerly, RI
The price is CA $328 per night from Sep 3 to Sep 4
CA $328
CA $371 total
Sep 3 - Sep 4
includes taxes & fees
Misquamicut Beach Front Inn
Winnapaug Inn

Winnapaug Inn

2 out of 5
169 Shore Road, Scenic Route IA, Westerly, RI
The price is CA $183 per night from Sep 3 to Sep 4
CA $183
CA $207 total
Sep 3 - Sep 4
includes taxes & fees
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 $314 per night from Oct 1 to Oct 2
CA $314
CA $417 total
Oct 1 - Oct 2
includes taxes & fees
Pleasant View Inn
See all 2,573 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Westerly

Misquamicut State Beach

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

Paranormal Pub Crawl: Beer Tour

Paranormal Pub Crawl: Beer Tour

CA $103
per adult
Paranormal Pub Crawl: Beer Tour
See all activities in Westerly
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.