Name: The Lake Estate on Winnisquam
Price range: CA $341
Rating: 9.6

Your Jolly Island Vacation

Organizing your next big getaway is a breeze with a Jolly Island vacation package. The neighborhood of South Down Shores, which is good for hiking, makes a good starting point to discover the marvels of this lively city. Make your trip to Jolly Island even more fun and exciting by including some sightseeing. Gunstock Mountain Resort, Bank of New Hampshire Pavilion at Meadowbrook and Ellacoya State Park are among the top attractions you'll want to explore. Your ideal Jolly Island vacation is just clicks away. Search flights, accommodations and more on Expedia for a trip that's tailored to suit your style.

Top Jolly Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Cold Spring Plymouth Resort

CA $689

per person

Jul 30 - Aug 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Manchester (MHT)

9.2/10 Wonderful! (217 reviews)

Townhouses on the golf course are amazing. Beautiful and spacious inside with stunning views.

Reviewed on Jun 5, 2026

Eastern Slope Inn Resort

North Conway Village

CA $792

per person

Jul 30 - Aug 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Manchester (MHT)

8.8/10 Excellent! (460 reviews)

Friendly staff, gorgeous place to stay if you’re interested in historical buildings. Clean full kitchen.

Reviewed on Apr 29, 2026

Mountain View Grand Resort & Spa

CA $922

per person

Jul 30 - Aug 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Manchester (MHT)

8.8/10 Excellent! (1,001 reviews)

We had a lovely stay! The property is gorgeous, and the views are absolutely stunning. While our overall experience was positive and we would happily return, we did notice a few areas for improvement. First, the breakfast felt overpriced for the options provided, and we noticed some trash left in common areas that wasn't cleared for a couple of hours, which made us wonder if the team was short-staffed. Additionally, since resort guests often look for diverse culinary experiences, we'd love to see the breakfast and dinner menus expanded in the future.

Reviewed on Jun 1, 2026

Hideaway Inn Mt.Sunapee

CA $1,959

per person

Aug 20 - Aug 27

found 2 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Manchester (MHT)

8.8/10 Excellent! (190 reviews)

Loved the room and record player was nice touch!

Reviewed on May 31, 2026

Moultonborough Inn

CA $1,617

per person

Aug 20 - Aug 27

found 2 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Manchester (MHT)

9/10 Wonderful! (209 reviews)

It was clean and quiet

Reviewed on May 23, 2026

Ready to book your vacation to Jolly Island?

Choose your dates

Jolly Island Hotel Deals

Mill Falls Resort Collection at the Lake

281 Daniel Webster Hwy Meredith NH

CA $189

CA $264 total

Jun 23 - Jun 24

includes taxes & fees

8.4/10 Very Good! (1,004 reviews)

"Very basic."

Reviewed on Jun 12, 2026

Best Western Plus Landmark Inn

480 Main Street Laconia NH

Fully refundableReserve now, pay when you stay

CA $156

CA $170 total

Jun 23 - Jun 24

includes taxes & fees

7.8/10 Good! (1,007 reviews)

"The room smelled like cigarette smoke. It was terrible. I ended up leaving and staying the second night with a friend."

Reviewed on Jun 4, 2026

The Lake Estate on Winnisquam

725 Laconia Road Tilton NH

CA $341

CA $438 total

Jun 24 - Jun 25

includes taxes & fees

9.6/10 Exceptional! (29 reviews)

"I highly recommend a getaway to this serene lakeside retreat. It is a beautiful hotel and property, very helpful and friendly staff, comfortable, clean and tastefully decorated rooms and wonderful food/drinks. I felt very well taken care of-thank you."

Reviewed on Jun 12, 2026

See all 1,910 properties in Jolly Island

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.