Watch Hill Holidays

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Your Watch Hill Holiday

When you choose a Watch Hill holiday package, you can kick back and enjoy your adventure to the fullest. Discover the best parts of this lively city knowing that everything has been looked after before you go. Fill your schedule with tours of Misquamicut State Beach, Watch Hill Lighthouse and The Flying Horse Carousel, some of the attractions you simply have to see during your trip to Watch Hill. Whatever your travel plans or the size of your budget, putting together a tailored Watch Hill holiday is a breeze with Expedia.

Watch Hill Holiday

Watch Hill Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
4ºC
Max Temp Summer
24ºC
Top Sights
Misquamicut State Beach, Weekapaug Beach and East Beach

Our pick of the best Watch Hill Hotel Deals

Best Western Mystic Hotel

Best Western Mystic Hotel

2.5 out of 5
48 Whitehall Ave Mystic CT
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 9 Aug to 10 Aug
AU$197
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (610 reviews)
"Not a luxury hotel but was obviously very well managed and provided everything the best hotels provide. The staff was down to earth and hardworking. The room was clean and everything worked and housekeeping freshened up the room on the second day. The breakfast buffet was fine, the scrambled eggs ..."

Reviewed on 9 July 2026

Best Western Mystic Hotel
Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

2.5 out of 5
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 16 July to 17 July
AU$134
16 July - 17 July
includes taxes & fees
8/10 Very good! (2,802 reviews)
"yes"

Reviewed on 9 July 2026

Hilltop Inn and Suites, near Foxwoods Casino
Two Trees Inn

Two Trees Inn

2.5 out of 5
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
The price is AU$253 per night from 10 Aug to 11 Aug
AU$253
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (61 reviews)
"Everything!!!!"

Reviewed on 9 July 2026

Two Trees Inn
See all 2,203 properties in Watch Hill
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Stay near popular Watch Hill attractions

A carousel with ornate decorations and two white horses.

The Flying Horse Carousel

8.0/10 (71 reviews)
America's oldest continuously operating carousel features wooden horses suspended from chains that "fly" outward when spinning. Children delight in riding these hand-carved steeds at this historic Watch Hill treasure.
See properties

What to do in Watch Hill

Bar and seating area inside the Hard Rock Cafe Foxwoods

Dining at Hard Rock Cafe Foxwoods

AU$58
per traveller
72% of travellers recommend
Dining at Hard Rock Cafe Foxwoods
Downtown Westerly Ghost Tour

Downtown Westerly Ghost Tour

AU$51
per adult
100% of travellers recommend
Downtown Westerly Ghost Tour
Paranormal Pub Crawl: Beer Tour

Paranormal Pub Crawl: Beer Tour

AU$108
per adult
Paranormal Pub Crawl: Beer Tour
See all activities in Watch Hill

Frequently asked questions

How much does a Watch Hill holiday package cost?
You'll find cheap prices on Expedia for your Watch Hill break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Watch Hill costs.
What are the cheapest months to go to Watch Hill?
Travel in the low or shoulder season and you're likely to find cheap Watch Hill holiday packages. Keep in mind that public holidays and major local events can impact prices, so do your research before you go.
How many days is enough for Watch Hill?
For a Watch Hill holiday, a handful of days will be enough to tour the best spots. Make sure to check out Napatree Point — it's one of the top attractions in this destination. If you're looking for more adventure, think about basing yourself here and going on some trips from Watch Hill.
Is it worth booking a holiday package to Watch Hill?
Whether you want to explore top sights such as Watch Hill Lighthouse and The Flying Horse Carousel on your Watch Hill holiday, or coming for its excellent coastal beaches, nature and views, there's something for everyone here. With so many things to see and do, you'll soon find out why so many visitors think Watch Hill is a good holiday destination.
How to find the best Watch Hill package deals?
Use Expedia's handy filters to help you find some great Watch Hill package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Watch Hill package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Watch Hill holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and accommodation individually. Better still, you can customise your Watch Hill trip to match your exact style. Choose 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 Watch Hill?
Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Watch Hill adventure.
How to plan a trip to Watch Hill?

  1. Choose when to go: Check your diary and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Watch Hill.
  2. Plan your budget wisely: On top of the price of your stay, you'll need to factor in other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that may come up during your trip to Watch Hill.
  3. Decide your trip length: Think about how long you'd like to spend exploring Watch Hill. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Watch Hill holiday package.

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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.