Westerly Holidays

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Westerly Beach Holiday

There's nothing like a Westerly holiday 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 holiday 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 holiday homes. They're popular with people planning a holiday 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 holiday 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.

Top hotels in Westerly

Winnapaug Inn
Winnapaug Inn
2 out of 5
169 Shore Road, Scenic Route IA, Westerly, RI
The price is S$240 per night from 17 Jun to 18 Jun
S$240
17 Jun - 18 Jun
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"It's okay, expensive for what it is, but others in the area are too. At least there's free breakfast here (it's nothing great, no cooked items, but helps). There's also a seasonal pool and shuffleboard (on regular concrete, but hey!). Balcony is enjoyable. Small fridge and microwave in room, free ..."

Reviewed on 13 Jun, 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 S$534 per night from 1 Jul to 2 Jul
S$534
1 Jul - 2 Jul
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Heated pool"

Reviewed on 15 Jun, 2025

Pleasant View Inn
Breezeway Boutique Hotel
Breezeway Boutique Hotel
2.5 out of 5
70 Winnapaug Road, Westerly, RI
The price is S$326 per night from 17 Jun to 18 Jun
S$326
17 Jun - 18 Jun
includes taxes & fees
9.2/10 Wonderful! (240 reviews)
"Overall good"

Reviewed on 12 Jun, 2025

Breezeway Boutique Hotel
See all 2,597 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 holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday 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 holiday packages. Travelling in quieter periods means you can generally find better prices on flights and accommodation.
How many days is enough for Westerly?
Westerly holidays 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 neighbourhoods such as Haversham and Shelter Harbour either. If you’re clever with your time, you can even schedule a day trip from Westerly too.
Is it worth booking a holiday package to Westerly?
It’s easy to see why a Westerly holiday is on the must-do list of many travellers. 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 customise your search by “Property class,” “Number of bedrooms,” “Traveller 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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a Westerly holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customise 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 holiday 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 holiday.
How to plan a trip to Westerly?

  1. Pick your dates: What you’d like to do in Westerly and your favourite 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 holiday package.

Popular places to visit

The Flying Horse Carousel

Enjoy an outing to The Flying Horse Carousel during your stay in Watch Hill. Wander the beautiful beaches and waterfront in the area.

The Flying Horse Carousel

What to do in Westerly

Paranormal Pub Crawl: Beer Tour

Paranormal Pub Crawl: Beer Tour

S$96
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.