Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Road cycling routes
United States
Maine
Cumberland County
Portland

Windham & Sebago Lake double loop

Moderate

3.2

(20)

82

riders

Windham & Sebago Lake double loop

03:46

76.1km

650m

Road cycling

Cycle a moderate 47.3-mile double loop around Windham and Sebago Lake, gaining 2137 feet with scenic water views and charming landscapes.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

35.2 km

Whites Bridge

Highlight • Bridge

From Whites Bridge you get fantastic views across Jordan Bay of Sebago Lake to the north. To the south is Sebago Lake Basin, which operates as a privately owned seaplane base.

Tip by

2

51.9 km

The Presumpscot River is widened either side of the bridge from Gambo Dam, which sits about a half mile downstream. You can see it by hopping off the Mountain Division Trail at the Gambo Road crossing.

Tip by

B

76.1 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

32.4 km

32.0 km

9.60 km

1.98 km

184 m

Surfaces

46.3 km

29.2 km

679 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (130 m)

Lowest point (10 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Today

Friday 10 July

30°C

20°C

21 %

Additional weather tips

Max wind speed: 19.0 km/h

to get more detailed weather forecasts along your route

Comments

guide_signup

Want to know more?

Sign up for a free komoot account to join the conversation.

Sign up for free

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Report restricted access

Frequently Asked Questions

Where can I park to access the Windham & Sebago Lake double loop?

While there isn't one designated 'trailhead' for this specific double loop, you can typically find parking in public areas near Windham or around Sebago Lake. Look for public access points or town parking that allows for day-use, keeping in mind local regulations.

What is the terrain like on this cycling route?

The route is primarily designed for racebikes, meaning it largely follows paved roads. However, the broader region around Windham and Sebago Lake can include varied terrain. Expect mostly well-paved surfaces, but be aware that some sections in the area might involve moderate climbs. The route's moderate difficulty suggests a good mix of flat stretches and some elevation changes.

What is the best time of year to cycle the Windham & Sebago Lake double loop?

The best time to cycle this route is generally from late spring through early fall (May to October). During these months, the weather is most favorable, and you'll enjoy the full beauty of the lake and surrounding landscapes. Always check local weather conditions before heading out.

Is the Windham & Sebago Lake double loop dog-friendly?

As this route primarily uses public roads and some shared-use paths, dogs are generally allowed if kept on a leash and under control. However, specific regulations may vary in different towns or on certain trail sections. Always be mindful of other cyclists and pedestrians, and ensure you clean up after your pet.

Are there any permits or fees required for cycling this route, especially within Steep Falls Wildlife Management Area?

Generally, there are no specific permits or fees required for cycling public roads or the sections of shared-use trails that make up this loop. If any part of the route passes through the Steep Falls Wildlife Management Area, standard state regulations for public access would apply, which typically do not involve fees for cycling on established paths. Always respect wildlife and follow any posted rules.

What scenic views or landmarks will I encounter on the route?

You'll be treated to picturesque and serene views, especially of Sebago Lake and rural landscapes. Notable highlights along the way include Whites Bridge and the Presumpscot River Railroad Bridge. The route also offers glimpses of charming homes and extensive water views.

How long does it typically take to complete the Windham & Sebago Lake double loop?

This route is approximately 76 kilometers (47 miles) long and typically takes around 3 hours and 46 minutes to complete on a racebike. This duration can vary based on your cycling speed, fitness level, and how often you stop to enjoy the scenery.

Does this route connect with other cycling trails?

Yes, the route incorporates sections of several other trails. You'll find yourself on parts of the Sebago to the Sea Trail, the Mountain Division Rail Trail, and the Westbrook-Windham Bike Route. These connections offer a diverse cycling experience and opportunities to explore further.

Are there places to get food or drinks along the Windham & Sebago Lake double loop?

Yes, as the route passes through or near several towns in the Windham and Sebago Lake region, you'll find various cafes, pubs, and restaurants. These establishments are particularly prevalent in areas like Windham, Naples, and other lakeside communities, offering convenient stops for refreshments.

Is this route suitable for beginner road cyclists?

Rated as 'moderate' in difficulty, this route is best suited for cyclists with good fitness. While there are easy road rides in the broader area, this specific double loop includes over 650 meters of elevation gain, which might be challenging for absolute beginners. Those new to road cycling might prefer shorter, flatter sections of the connected trails first.

What should I bring for a day of cycling on this loop?

For this moderate racebike loop, we recommend bringing plenty of water, energy snacks, a repair kit (including a spare tube and pump), a helmet, appropriate cycling attire, and sun protection. A fully charged phone for navigation and emergencies is also advisable.

Nearby routes

Moderate

4.7

167

Portland Head Light loop via Robinson Preserve & Scarborough Beaches Bike Route

02:42h

49.7km

230m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy