Essex County Vacation Packages 2026 from $564

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Top destinations in Essex County

A church with a white steeple surrounded by autumn-colored trees.

The Latest Essex County Vacation Packages

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

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

$564

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Whitefield (HIE)

8/10 Very Good! (209 reviews)

I was disappointed with my recent stay because the room had a very bad smell. It made the experience quite uncomfortable.

Reviewed on Oct 15, 2026

The Inn at OxBow Acres

$615

per person

Nov 20 - Nov 22

found 24 hours ago

Roundtrip non-stop flight included

Hartford (HFD) to Whitefield (HIE)

10/10 Exceptional! (89 reviews)

This property was amazing. It's actually on a small working farm. We had a very nice room and breakfast was very good. The even had gluten free options.

Reviewed on Oct 16, 2026

Essex House and Tavern

$577

per person

Dec 26 - Dec 29

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Whitefield (HIE)

9/10 Wonderful! (28 reviews)

Charming Hotel with Wonderful Hospitality! What a charming place to stay! The rustic building is full of character and has such a warm, welcoming atmosphere. Everything was exceptionally clean and well maintained. The staff was friendly, helpful, and went out of their way to make our stay enjoyable. The food was fantastic, and the bartender was absolutely excellent. So friendly, personable, and great at what he does! It’s the perfect combination of rustic charm, great hospitality, and delicious food. We thoroughly enjoyed our stay and would definitely recommend this hidden gem!

Reviewed on Oct 15, 2026

Find the Best Essex County Vacation Packages

Essex County Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Portland Intl. Jetport Airport (PWM)
Top Sights	Brighton State Park and Brighton State Park

Essex County Hotel Deals

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

127 Cross St Brighton VT

$151 nightly

$165 total

Oct 27 - Oct 28

Total with taxes and fees

7.8/10 Good! (229 reviews)

"I was disappointed with my recent stay because the room had a very bad smell. It made the experience quite uncomfortable."

Reviewed on Oct 15, 2026

Essex House and Tavern

138 Cross Street Island Pond VT

Fully refundableReserve now, pay when you stay

$114 nightly

$124 total

Nov 5 - Nov 6

Total with taxes and fees

8.8/10 Excellent! (40 reviews)

"Charming Hotel with Wonderful Hospitality! What a charming place to stay! The rustic building is full of character and has such a warm, welcoming atmosphere. Everything was exceptionally clean and well maintained. The staff was friendly, helpful, and went out of their way to make our stay enjoyable. ..."

Reviewed on Oct 15, 2026

Omni Mount Washington Resort & Spa

310 Mt Washington Hotel Rd Bretton Woods NH

Fully refundableReserve now, pay when you stay

$252 nightly

$274 total

Nov 9 - Nov 10

Total with taxes and fees

See all 1,393 properties in Essex County

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.