Timberline Chairlift Tours and Activities

Popular places to visit

Sugarloaf Ski Resort

Sugarloaf Ski Resort

Hit the slopes in Carrabassett Valley with a visit to Sugarloaf Ski Resort. Discover the area's mountain views and sunrises.

Sugarloaf Ski Resort
Sugarloaf Mountain

Sugarloaf Mountain

Commune with nature and explore the great outdoors at Sugarloaf Mountain during your travels in Carrabassett Valley. Discover the area's mountain views and seek out the ski slopes.

Sugarloaf Mountain
Flagstaff Lake

Flagstaff Lake

Commune with nature and explore the great outdoors at Flagstaff Lake during your travels in New Portland.

Flagstaff Lake

King Pine

You can take time to visit King Pine during your travels to Carrabassett Valley. Discover the area's mountain views and seek out the ski slopes.

King Pine

Double Runner West

You can take time to visit Double Runner West during your travels to Carrabassett Valley. Discover the area's mountain views and seek out the ski slopes.

Double Runner West

Double Runner East

You can take time to visit Double Runner East during your travels to Carrabassett Valley. Discover the area's mountain views and seek out the ski slopes.

Double Runner East

Top Timberline Chairlift Hotel & Accommodation Deals

Sugarloaf Mountain Hotel

Sugarloaf Mountain Hotel

3.5 out of 5
5092 Access Road, Kingfield, ME
Sugarloaf Mountain Hotel
Sugarloaf Inn

Sugarloaf Inn

3 out of 5
5000 Commons Circle, Kingfield, ME
Sugarloaf Inn
Sugarloaf camp - ski/ outdoors rustic retreat

Sugarloaf camp - ski/ outdoors rustic retreat

Carrabassett valley
Sugarloaf camp - ski/ outdoors rustic retreat
Terrapin Hostel

Terrapin Hostel

2 out of 5
65 High St, Kingfield, ME
Terrapin Hostel
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Highland Plantation
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Wilderness Retreat 3-bedroom cabin in Eustis, Maine

Wilderness Retreat 3-bedroom cabin in Eustis, Maine

2 out of 5
Eustis
Wilderness Retreat 3-bedroom cabin in Eustis, Maine
Your Adventure! 360° Mountaintop Views / Off-Grid Retreat on 300 Acres

Your Adventure! 360° Mountaintop Views / Off-Grid Retreat on 300 Acres

Phillips
Your Adventure! 360° Mountaintop Views / Off-Grid Retreat on 300 Acres
Newly built cedar Log Home overlooking Rangeley Lake with views galore

Newly built cedar Log Home overlooking Rangeley Lake with views galore

Rangeley
Newly built cedar Log Home overlooking Rangeley Lake with views galore
See all 794 properties in Timberline Chairlift
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.