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Kennebunkport

Portland

Bar Harbor

6-Day Northern Maine Coastal Road Trip

6 days

3 cities

28 experiences

3 hotels

3 transports

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Glastonbury

Kennebunkport

Sep 21 – 23

Portland

Sep 23 – 24

Bar Harbor

Sep 24 – 26

Glastonbury

Days 1-3

Sep 21 – 23

Kennebunkport

Hey! Your trip to Kennebunkport, Maine, is a fantastic choice for a couple who loves a mix of cozy and luxury experiences. You'll enjoy charming coastal vibes, excellent golf courses, and scenic biking trails that perfectly match your active and upscale preferences. Plus, Kennebunkport offers beautiful accommodations with hot tubs or jacuzzis, making it an ideal spot to relax after a day of adventure along the coastline.

Stay

Days 1-3

Sep 21 – 23

2 nights

White Barn Inn & Spa, Auberge Collection

9.4

Wonderful123 reviews

Renowned luxury property with high-end, cozy atmosphere

Itinerary

Days 1-3

Sep 21 – 23

Day 1•Sep 21•

19°C•3 Experiences

Arrival and Coastal Evening in Kennebunkport

Day 2•Sep 22•

15°C•3 Experiences

Golf History and Local Flavors in Kennebunkport

Day 3•Sep 23•

14°C•3 Experiences

Biking and Scenic Dining before Departure

Day 3

Sep 23 – 24

Portland

Explore the charming coastal city of Portland, Maine, known for its vibrant arts scene, historic Old Port district, and exceptional seafood dining. Enjoy a round of golf at one of the nearby scenic courses and take leisurely bike rides along safe rail trails. Relax in cozy accommodations featuring hot tubs, perfect for unwinding after a day of adventure along the beautiful Maine coastline.

Stay

Day 3

Sep 23 – 24

1 night

Hilton Garden Inn Portland Downtown Waterfront

9.4

Wonderful1,002 reviews

Includes hot tub for relaxation after travel

Itinerary

Day 3

Sep 23 – 24

Day 3•Sep 23•

13°C•4 Experiences

Coastal Lighthouses and Culinary Delights in Portland

Day 4•Sep 24•

15°C•4 Experiences

Golfing and Historic Portland Charm

Days 4-6

Sep 24 – 26

Bar Harbor

Embark on a scenic road trip from Glastonbury, Connecticut, to Bar Harbor, Maine, where you can enjoy a perfect blend of coastal charm, golf, and biking. Bar Harbor offers luxurious accommodations with hot tubs, stunning ocean views, and access to safe rail trails for biking. Experience the best of Maine's coastline and outdoor activities in a romantic and active setting this late September.