Jolly Island Vacation Packages

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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.
Moultonborough Inn

Moultonborough Inn

3 out of 5
Price was CA $1,780, price is now CA $1,479 per person
CA $1,479
per person
Oct 12 - Oct 19
found 4 hours ago
Roundtrip flight included
Montreal (YUL) to Manchester (MHT)
9/10 Wonderful! (173 reviews)
Beds were great, everything is new. Kitchenette is convenient. Convenience store right next door. I messaged that stairs are a problem and they called and emailed that we would be on the first floor. Not much room in the bathroom, only sink is part of kitchenette, but there is counter space for toiletries there.

Reviewed on Aug. 11, 2025

The Centennial

The Centennial

4 out of 5
Price was CA $2,484, price is now CA $1,728 per person
CA $1,728
per person
Oct 12 - Oct 19
found 4 hours ago
Roundtrip flight included
Montreal (YUL) to Manchester (MHT)
8.8/10 Excellent! (997 reviews)
Beautiful property. Very clean and spacious rooms. Charming with a lot of character. Very good value for the price!! Highly highly recommend!!

Reviewed on Aug. 30, 2025

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Price was CA $2,595, price is now CA $2,002 per person
CA $2,002
per person
Oct 12 - Oct 19
found 4 hours ago
Roundtrip flight included
Montreal (YUL) to Manchester (MHT)
9/10 Wonderful! (139 reviews)
We were very comfortable here!

Reviewed on Aug. 29, 2025

Private Lakefront - Luxury Log House

Private Lakefront - Luxury Log House

2 out of 5
Price was CA $4,277, price is now CA $3,597 per person
CA $3,597
per person
Oct 12 - Oct 19
found 4 hours ago
Roundtrip flight included
Montreal (YUL) to Manchester (MHT)
No reviews
Cozy Stay w Fireplace Near Gunstock Laconia

Cozy Stay w Fireplace Near Gunstock Laconia

2 out of 5
Price was CA $2,383, price is now CA $2,022 per person
CA $2,022
per person
Oct 12 - Oct 19
found 4 hours ago
Roundtrip flight included
Montreal (YUL) to Manchester (MHT)
No reviews

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Jolly Island Hotel Deals

Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
788 Laconia Rd, Tilton, NH
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Sep 3 to Sep 4
CA $109
CA $118 total
Sep 3 - Sep 4
includes taxes & fees
Winnisquam Lake Inn
Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

3 out of 5
281 Daniel Webster Hwy, Meredith, NH
The price is CA $155 per night from Sep 4 to Sep 5
CA $155
CA $227 total
Sep 4 - Sep 5
includes taxes & fees
Mill Falls Resort Collection at the Lake
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street, Laconia, NH
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Sep 7 to Sep 8
CA $157
CA $170 total
Sep 7 - Sep 8
includes taxes & fees
Best Western Plus Landmark Inn
See all 1,912 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.
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Discover the most popular places to visit in Jolly Island

Gunstock Mountain Resort

Gunstock Mountain Resort

4.5/5(2 reviews)

Hit the slopes in Gilford with a visit to Gunstock Mountain Resort. Wander the lakeside and beautiful beaches in the area.

Gunstock Mountain Resort

Bank of New Hampshire Pavilion at Meadowbrook

You can enjoy a show at Bank of New Hampshire Pavilion at Meadowbrook during your stay in Gilford. Wander the lakeside and beautiful beaches in the area.

Bank of New Hampshire Pavilion at Meadowbrook
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.