Jolly Island Holidays from £1,230

Name: The Lake Estate on Winnisquam
Price range: £234
Rating: 9.8

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Your Jolly Island Holiday

Organising your next big getaway is a breeze with a Jolly Island holiday package. The neighbourhood 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 holiday is just clicks away. Search flights, accommodation and more on Expedia for a trip that's tailored to suit your style.

Top Jolly Island Flight + Hotel Deals

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

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

£1,230

per person

1 Sept - 8 Sept

found 16 hours ago

Return direct flight included

Manchester (MAN) to Lebanon (LEB)

9/10 Wonderful! (836 reviews)

Great place and location! Beautiful scenery! A little dated but really not that bad. They do need to get the new pool constructed and not put it off

Reviewed on 15 Jun 2026

Green Trails Inn

£1,319

per person

1 Sept - 8 Sept

found 16 hours ago

Return direct flight included

Manchester (MAN) to Lebanon (LEB)

10/10 Exceptional! (1 review)

Awesome time in a quiet, restful, pleasurable setting. Very positive experience outside of the standard "hotel" experience. Outstanding attention to customer care and concerns during our stay. Nothing like a delicious, hot continental breakfast served fresh from the kitchen as a compelling reason to come back soon!! Well worth the money!! Excellent pub atmosphere in the evening!! Bob K.

Reviewed on 12 Jun 2026

Jolly Island Essential Information

Language	English
Currency	U.S dollars
Top Sights	Gunstock Mountain Resort, Ellacoya State Park and Stone Gate Vineyard

Top hotels in Jolly Island

Mill Falls Resort Collection at the Lake

281 Daniel Webster Hwy Meredith NH

£199

10 Jul - 11 Jul

includes taxes & fees

8.4/10 Very Good! (1,007 reviews)

"Always a great experience here."

Reviewed on 15 Jun 2026

Best Western Plus Landmark Inn

480 Main Street Laconia NH

Fully refundableReserve now, pay when you stay

£91

23 Jun - 24 Jun

includes taxes & fees

7.8/10 Good! (1,010 reviews)

"Clean room and property Very friendly staff Hotel in very good condition"

Reviewed on 15 Jun 2026

The Lake Estate on Winnisquam

725 Laconia Road Tilton NH

£234

29 Jun - 30 Jun

includes taxes & fees

9.8/10 Exceptional! (35 reviews)

"Yes I would stay there again staff makes your stay so easy and enjoyable"

Reviewed on 15 Jun 2026

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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.