Jackson Gore Base Area Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Jul 16 - Jul 19

    Deerfield Valley Inn + Flight

    West Dover
    3 nights
    2.0 star property
    9.4/10 - Exceptional (120 reviews)
    Roundtrip • Orlando (MCO) - Manchester (MHT)
    MCO - MHT • 1 stop MHT - MCO • 1 stop
    $503
    $433
    per traveler
    found 5 hours ago
    Deerfield Valley Inn
  • Exterior
    Jul 16 - Jul 19

    Latchis Hotel + Flight

    Brattleboro
    3 nights
    2.5 star property
    8.6/10 - Excellent (893 reviews)
    "The front desk staff was courteous and the cheese platter at Sage was excellent."
    Reviewed June 3, 2026
    Roundtrip • Orlando (MCO) - Manchester (MHT)
    MCO - MHT • 1 stop MHT - MCO • 1 stop
    $603
    $475
    per traveler
    found 5 hours ago
    Latchis Hotel
  • Front of property
    Jul 16 - Jul 19

    Vikings Villages Resort + Flight

    Guilford
    3 nights
    2.0 star property
    10/10 - Exceptional (196 reviews)
    "This place is amazing very unique Viking style and themed. surrounded by woods and hiking trails. They also have a special brand of sheep heard on the property. they did an exceptional job building and maintaining this place."
    Reviewed June 1, 2026
    Roundtrip • Orlando (MCO) - Manchester (MHT)
    MCO - MHT • 1 stop MHT - MCO • 1 stop
    $807
    $641
    per traveler
    found 5 hours ago
    Vikings Villages Resort
  • Room, 1 Queen Bed, Garden View | Mountain view
    Jul 16 - Jul 19

    Windham Hill Inn + Flight

    West Townshend
    3 nights
    4.0 star property
    8.6/10 - Excellent (41 reviews)
    "The room was wonderful. SO spacious and well-appointed, extremely clean. Loved the excellent bedding, the soaking tub, the perfect water pressure in the shower. We did not expect the flat-screen TV, so it was a treat to have. Don't let the lack of restaurant bother you: There are plenty of great choices around, though you have a bit of a drive. For a leisurely romantic weekend, I can't think of a better place. "
    Reviewed February 9, 2026
    Roundtrip • Orlando (MCO) - Manchester (MHT)
    MCO - MHT • 1 stop MHT - MCO • 1 stop
    $681
    $585
    per traveler
    found 5 hours ago
    Windham Hill Inn
  • Lobby sitting area
    Jul 16 - Jul 19

    Chalet 239 + Flight

    West Dover
    3 nights
    2.0 star property
    9.4/10 - Exceptional (129 reviews)
    "Staff very helpful. Everything was very clean"
    Reviewed May 17, 2026
    Roundtrip • Orlando (MCO) - Manchester (MHT)
    MCO - MHT • 1 stop MHT - MCO • 1 stop
    $537
    $465
    per traveler
    found 5 hours ago
    Chalet 239

Jackson Gore Base Area Hotel Deals

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
111 Jackson Gore Road Ludlow VT
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $220 total per night from Jul 6 to Jul 7
$220 total
Jul 6 - Jul 7
Total with taxes and fees
8.6/10 Excellent! (854 reviews)
"A beautiful place to spend a restful rainy day over Memorial Day weekend while en route to Montreal. Plan to come back and spend more time!"

Reviewed on May 25, 2026

Jackson Gore Village, A Vail Resorts Property
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $143 total per night from Jun 14 to Jun 15
$143 total
Jun 14 - Jun 15
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
"Picture Perfect!!"

Reviewed on May 29, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$469 nightly
The price is $516 total per night from Jun 8 to Jun 9
$516 total
Jun 8 - Jun 9
Total with taxes and fees
9.4/10 Exceptional! (582 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."

Reviewed on May 22, 2026

Woodstock Inn & Resort
See all 2,448 properties in Jackson Gore Base Area
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Jackson Gore Base Area

Beautiful day at Okemo mountain with fresh snow and panoramic vews in Vermont USA

Okemo Mountain Resort

Hit the slopes in Ludlow with a visit to Okemo Mountain Resort. Discover the mountain views in this quaint area.

Okemo Mountain Resort
Panoramic view of Buttermilk Falls showing abundant spring runoff in Stokes State Forest, NJ

Buttermilk Falls

Explore the lovely green spaces of Buttermilk Falls and enjoy the ski slopes in Ludlow. Discover the mountain views while you're in the area.

Buttermilk Falls
Panoramic view of colorful trees by the lake rescue in Vermont countryside.

Lake Rescue

Commune with nature and explore the great outdoors at Lake Rescue during your travels in Ludlow. Discover the area's mountain views and seek out the ski slopes.

Lake Rescue

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.