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Odyssey 2018 New England Rambler

Odyssey 2018 New England Rambler

Maine, Massachusetts, New Hampshire, New York, Virginia

Explore viral wonders, alpine lakes, and volcano views on this six‑day guided journey, with manageable hikes and full service—including meals, lodging, and transportation from Reno.

Average Climate

No upcoming dates are currently available for this trip.

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Double Booking TBD

Single Booking TBD

Roommate Rebate TBD

Trip Type

Cycling

Difficulty Level

Trip Length

20 Days, 19 Nights

Distance

965 Miles

1553 Kilometers

Meeting Time

Boston Airport 12:00 PM, Boston Hotel 12:45 PM, Brattleboro Hotel 4:00 PM

Drop-off Time

4:00 PM

Assembly Point

Brattleboro, VT

Inclusions

A driver’s shuttle will be available between Wolfeboro, NH and the start and end of the tour. Cars can be left in Wolfeboro for the duration of the tour. Timberline van shuttle is included from Boston Logan International Airport to Brattleboro prior to the tour, and from Acadia National Park to Bangor International Airport following the tour. Not included: Airline service; Guide Gratuity. Segment 1: 9/8-18 (11 nights)

Lodging Highlights

Have questions? We’re here to help! Call us at 303-664-8388 or reach out online.

Get Free Itinerary

Contact For Details

From the covered bridges of Vermont to the lobster laden waters of the Maine coast, this tour will ramble through some of the oldest established villages of the country for a gorgeous extended cycling trip. The new owner of Timberline Adventures grew up in northern New York, lived in Vermont and has cycled and hiked extensively in the New England states. This opens up new territory to our tours and we are happy to bring our new discoveries to you in our New England Rambler. Every day we’ll be treated to wonderful cycling, great food, unique experiences, and the warmth of New England hospitality.

ITINERARY

Day 1: Arrive, assemble, bike fitting, orientation dinner

Day 2: Brattleboro - West Dummerstund Covered Bridge - Townsend - Manchester, VT

Distance: 47 miles

Day 3: Manchester - Fair Haven - Middlebury, VT

Distance: 70 miles

Day 4: Middlebury - Port Henry - Bridge Across Lake Champlain - Keene - Lake Placid, NY

Distance: 80 miles

Day 5: Lake Placid Layover Day - Home of the 1932 and 1980 Winter Olympics

Day 6: Lake Placid - Ausable River - Ausable Chasm, NY

Distance: 45 miles

Day 7: Ferry Across Lake Champlain - Burlington - Ben & Jerry's Factory tour - Stowe, VT

Distance: 35 miles

Day 8: Stowe - Smuggler's Notch - Belvidere - Newport, VT

Distance: 68 miles

Day 9: Newport - Canaan - Dixville's Notch, NH

Distance: 67 miles

Day 10: Dixville's Notch - Gorham - Pinkham Notch, NH

Distance: 58 miles

Day 11: Pinkham Notch - Conway – Moultonborough – Wolfeboro, NH

Distance: 68 miles

Day 12: Wolfeboro, NH layover day BEGIN SEGMENT 2

Day 13: Wolfeboro, NH - Limerick – Sebago Lake –763 Sebago Road, Sebago, ME

Distance: 49 miles

Day 14: Sebago - Raymond – Freeport - L.L. Bean – Brunswick, ME

Distance: 48 miles

Day 15: Brunswick - Bath - Boothbay Harbor – New Castle - Pemaquid Point, ME

Distance: 67 miles

Day 16: Pemaquid Point – Friendship - Clark Island, ME

Distance: 60 miles

Day 17: Clark Island - Marshall Point lighthouse – Rockland – Camden, ME

Distance: 50 miles

Day 18: Camden - Belfast - Penobscot Narrows Bridge – Blue Hill, ME

Distance: 68 miles

Day 19: Blue Hill – Ellsworth - Mt Desert Island – Cadillac Mt - Bar Harbor, ME

Distance: 52 miles

Day 20: The Quiet side of Acadia: Bar Harbor - Bass Harbor – Oldhouse Cove, ME

Distance: 33 miles

No related trips found.

Odyssey 2018 New England Rambler

Maine, Massachusetts, New Hampshire, New York, Virginia

Average Climate

legend

Double Booking TBD

Single Booking TBD

Roommate Rebate TBD

Trip Type

Difficulty Level

Trip Length

Distance

Meeting Time

Drop-off Time

Assembly Point

Inclusions

Lodging Highlights

Have questions? We’re here to help! Call us at 303-664-8388 or reach out online.

Contact For Details

ITINERARY

Day 1: Arrive, assemble, bike fitting, orientation dinner

Day 2: Brattleboro - West Dummerstund Covered Bridge - Townsend - Manchester, VT

Day 3: Manchester - Fair Haven - Middlebury, VT

Day 4: Middlebury - Port Henry - Bridge Across Lake Champlain - Keene - Lake Placid, NY

Day 5: Lake Placid Layover Day - Home of the 1932 and 1980 Winter Olympics

Day 6: Lake Placid - Ausable River - Ausable Chasm, NY

Day 7: Ferry Across Lake Champlain - Burlington - Ben & Jerry's Factory tour - Stowe, VT

Day 8: Stowe - Smuggler's Notch - Belvidere - Newport, VT

Day 9: Newport - Canaan - Dixville's Notch, NH

Day 10: Dixville's Notch - Gorham - Pinkham Notch, NH

Day 11: Pinkham Notch - Conway – Moultonborough – Wolfeboro, NH

Day 12: Wolfeboro, NH layover day BEGIN SEGMENT 2

Day 13: Wolfeboro, NH - Limerick – Sebago Lake –763 Sebago Road, Sebago, ME

Day 14: Sebago - Raymond – Freeport - L.L. Bean – Brunswick, ME

Day 15: Brunswick - Bath - Boothbay Harbor – New Castle - Pemaquid Point, ME

Day 16: Pemaquid Point – Friendship - Clark Island, ME

Day 17: Clark Island - Marshall Point lighthouse – Rockland – Camden, ME

Day 18: Camden - Belfast - Penobscot Narrows Bridge – Blue Hill, ME

Day 19: Blue Hill – Ellsworth - Mt Desert Island – Cadillac Mt - Bar Harbor, ME

Day 20: The Quiet side of Acadia: Bar Harbor - Bass Harbor – Oldhouse Cove, ME

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