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.
Dye House

Dye House

2 out of 5
Olneyville
Price was CA $1,267, price is now CA $926 per person
CA $926
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
8.8/10 Excellent! (23 reviews)
great place - really nice owner - and rooms were really comfortable

Reviewed on Jun 29, 2026

Hotel Providence

Hotel Providence

4 out of 5
Downtown Providence
Price was CA $1,745, price is now CA $1,295 per person
CA $1,295
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
8.4/10 Very good! (1,006 reviews)
Room was older but spacious. Location was across from a shelter. Lots of individuals outside past 11pm. Didn’t feel particularly safe. Valet parking $45/night.

Reviewed on Jul 18, 2026

Block Island Beach House

Block Island Beach House

3.5 out of 5
Price was CA $3,098, price is now CA $2,352 per person
CA $2,352
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
8.4/10 Very good! (424 reviews)
I thought it was a nice touch to get a text from the hotel everyday checking on how our stay was going and asking if there is anything we need.

Reviewed on Jul 19, 2026

Wayfinder Newport

Wayfinder Newport

4 out of 5
Price was CA $1,883, price is now CA $1,487 per person
CA $1,487
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
8.2/10 Very good! (1,003 reviews)

Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Fox Point
Price was CA $1,461, price is now CA $1,156 per person
CA $1,156
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
10/10 Exceptional! (4 reviews)
Beautiful place and even more beautiful scenery

Reviewed on Jun 20, 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

Winnapaug Inn

Winnapaug Inn

2 out of 5
169 Shore Road Westerly RI
The price is CA $262 per night from Aug 2 to Aug 3
CA $262
CA $299 total
Aug 2 - Aug 3
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"A room for 5 adults had 2 queens and a cot ! The cot mattress was trash !! Had to ask for something firm , it helped but wasn’t great. Fan in bathroom rattled very loud! Cleaning ladies were very nice and accommodating , as well as the Italian lady running the continental breakfast. FYI The beach ..."

Reviewed on Jul 19, 2026

Winnapaug 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 $213 per night from Jul 28 to Jul 29
CA $213
CA $243 total
Jul 28 - Jul 29
includes taxes & fees
Aquastar 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 $572 per night from Jul 29 to Jul 30
CA $572
CA $719 total
Jul 29 - Jul 30
includes taxes & fees
8.2/10 Very good! (1,011 reviews)
"Great place to stay on the beach in Misquamicut! We loved our time here and we will be back! Pleasant View offers everything we need for our 3 day beach vaca! Oceanview rooms are big and the view is beautiful! Would love to see them add a microwave to the room! ( and remove the carpet)… Pleasant ..."

Reviewed on Jul 19, 2026

Pleasant View Inn
See all 2,620 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

Stay near popular Westerly attractions

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

Misquamicut State Beach

9.0/10 (808 reviews)
Nothing says vacation like spending a lazy day at Misquamicut State Beach, a popular beach in Westerly. While you're here, you can savor the top-notch restaurants.
See properties

What to do in Westerly

Bar and seating area inside the Hard Rock Cafe Foxwoods

Dining at Hard Rock Cafe Foxwoods

CA $57
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 $142
per adult
100% of travellers recommend
Spirits of Mystic: Cocktail Pub Crawl
See all activities in Westerly

Frequently asked questions

How much does a Westerly vacation package cost?
You'll find cheap prices from CA $926 on Expedia for your Westerly getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Westerly costs.
What are the cheapest months to go to Westerly?
You can generally find reduced prices and better availability in January, March and December. Take a look at our cheap Westerly vacation packages and you could score some great off-season deals.
How many days is enough for Westerly?
Allow at least 2 days for your Westerly vacation to enjoy everything that makes this place special. Wander around popular neighbourhoods, including Haversham and Shelter Harbour. Then check out top attractions like The Flying Horse Carousel and Saltwater Farm Vineyard. With a well-organized itinerary, you'll be kept busy with room for some downtime too. Want to venture outside of Westerly? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Westerly?
It's no wonder a Westerly vacation is on the to-do list of many travellers. Top attractions like Wilcox Park are just the beginning of things to keep you busy here.
How to find the best Westerly package deals?
Bagging a cheap Westerly package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Westerly package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Westerly vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Westerly getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Westerly?
If you're planning a spur-of-the-moment Westerly getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Westerly?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Westerly.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to activities and flights. Your hotel will likely be the largest expense during your trip to Westerly.
  3. Work out your trip length: Consider how long you'd like to spend discovering Westerly. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Westerly vacation package that brings all your bookings together.

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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.