Watch Hill Packages (Flight + Hotel)
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Where to stay in Watch Hill
Find the best Watch Hill areas and neighborhoods for the activities you enjoy most. Learn more about Watch Hill
Misquamicut
2 out of top 10 points of interest in this area
The pristine beaches and ample dining options are top of the list for many visitors to Misquamicut. A stop by Misquamicut State Beach or East Beach might round out your trip.
Weekapaug
While visiting Weekapaug, you might make a stop by sights like East Beach and Weekapaug Beach.
Watch Hill Historic District
If you're spending some time in Watch Hill Historic District, Ninigret and Napatree Point are top sights worth seeing.
Downtown Westerly
While visiting Downtown Westerly, you might make a stop by sights like Wilcox Park and Black Duck Gallery.
Top hotels in Watch Hill
Two Trees Inn
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
฿3,383
฿3,890 total
22 Sept - 23 Sept
includes taxes & fees
Best Western Mystic Hotel
48 Whitehall Ave Mystic CT
Fully refundableReserve now, pay when you stay
฿5,757
฿6,621 total
13 Sept - 14 Sept
includes taxes & fees
8.6/10 Excellent! (726 reviews)
"Spacious room. Friendly staff"
Reviewed on 30 Aug 2026
Hilltop Inn and Suites, near Foxwoods Casino
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
฿2,622
฿3,016 total
15 Sept - 16 Sept
includes taxes & fees
7.8/10 Good! (2,861 reviews)
"This is a motel - not an inn. The included breakfast was one of the criteria I specified to avoid spending time looking for and driving to breakfast restaurants. The options consisted of two waffle makers, a couple of boxes of cereal, and a tray with bagels and white bread for toasting. Even though ..."
Reviewed on 31 Aug 2026
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 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?
- 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.
- 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.
- 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.
- 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.
Stay near popular Watch Hill attractions
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.
Watch Hill Lighthouse
8.4/10 (5 reviews)
This 19th-century coastal beacon offers sweeping Atlantic Ocean views from its historic grounds. Stroll the private road to the lighthouse, then explore the adjacent summer museum for maritime heritage insights.
East Beach Watch Hill
9.0/10 (105 reviews)
East Beach offers three miles of pristine, undeveloped shoreline stretching from Watch Hill Lighthouse past the Ocean House Hotel. Enjoy swimming and sunbathing in a serene setting free from commercial distractions.
Ninigret
9.0/10 (13 reviews)
This bronze tribute to 17th-century Niantic sachem Chief Ninigret stands proudly in Watch Hill's Village Park. Take a moment by the statue overlooking the cove to appreciate the region's Native American heritage.
Things to do
Dining at Hard Rock Cafe Foxwoods
฿1,324
per traveller
72% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.