Deals on vacations and trips to Southwest Harbor

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Southwest Harbor flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Skowhegan By Kasa

The Skowhegan By Kasa

2 out of 5
per person
Sep 5 - Sep 7
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to Augusta (AUG)
A 24-hour gym, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
Greenleaf Inn

Greenleaf Inn

2 out of 5
Save 100% on your flight
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Augusta (AUG)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A 24-hour business center, a lobby fireplace, and a communal living room are also on offer.
House near Acadia National Park

House near Acadia National Park

4 out of 5
Save 100% on your flight
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Augusta (AUG)
Topside Inn

Topside Inn

3 out of 5
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Augusta (AUG)
A bar/lounge and a snack bar/deli are featured at this hotel, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. Luggage storage and concierge services are also provided.
Jordan Hotel

Jordan Hotel

3 out of 5
per person
Sep 5 - Sep 7
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to Augusta (AUG)
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Enjoy the outdoor pool and perks like free self parking and a free area shuttle.

Popular places to visit

Ship Harbor Nature Trailhead

4/5(4 reviews)

Explore the lovely green spaces of Ship Harbor Nature Trailhead and also enjoy the hiking trails in Southwest Harbor. Wander the area's waterfront or simply enjoy one of its lively bars.

Ship Harbor Nature Trailhead

Beech Cliff Loop

Enjoy a trip to Beech Cliff Loop and popular activities like hiking in Southwest Harbor. Wander the area's waterfront or simply enjoy one of its lively bars.

Beech Cliff Loop

Wonderland Trail Trailhead

You can take time to visit Wonderland Trail Trailhead during your travels to Southwest Harbor. Wander around the natural setting or enjoy the area's seafood restaurants.

Wonderland Trail Trailhead

Frequently asked questions

How much are vacation packages to Southwest Harbor?
Starting as low as $317, hotel and flight packages are a great way to make your travel budget stretch further. Get ready Southwest Harbor — here you come!
How long should my Southwest Harbor vacation be?
Typically, 3 nights is how long the majority of people spend discovering the sights of Southwest Harbor. Worried you won’t have enough time to get to all the things on your travel itinerary? Stay an extra night or two and experience everything this place has to offer.
Where can I get the best vacation package deals for Southwest Harbor?
Snapping up a great package deal to Southwest Harbor couldn’t be easier with Travelocity. With 400 partner airlines and 1,000,000 properties all over the world, you’ll have loads of choice when picking your flights and hotels.
Why should I book my Southwest Harbor vacation bundle via Travelocity?
The three S’s — savings, support and a stress-free booking — are just the beginning. Enjoy a fulfilling travel experience knowing you can rely on our team of customer support experts around-the-clock. With the Travelocity Price Match Guarantee, you know you’ll always get the best deal available.
Will I save money on my Southwest Harbor car rental if I book it with my hotel or flight?
With a Southwest Harbor vacation package, you can bundle your flight, hotel and car bookings and save some serious money. If you’re in the mood to explore the best of this wonderful region, why not head to Portland Museum of Art? This famous sight is 110 mi from Southwest Harbor. With your own wheels, you’ll be there in the blink of an eye.
Which airport is best for Southwest Harbor?
There’s a very good chance you’ll be landing at Bangor Intl. Airport (BGR), situated 45 mi northwest of inner Southwest Harbor. Hancock County - Bar Harbor Airport (BHB) (12 mi away from central Southwest Harbor) and Knox County Regional Airport (RKD) (40 mi away from central Southwest Harbor) are your other choices.
What is there to do in Southwest Harbor?
Beech Cliff Loop should be toward the top of your to-do list. After you’ve checked off this famous attraction, simply wander the streets of Southwest Harbor and learn what really makes this vibrant place tick.
Where should I stay when visiting Southwest Harbor?
If you’re looking for someplace comfortable to spend your nights, consider the The Claremont Hotel. It’s the top choice for many visitors.

Photos of local treasures

Browse Southwest Harbor vacation photos for more inspiration

Photo by Ricky Batista
Photo by Ricky Batista
Photo by Brian Files
Photo by Brian Files
Photo by Geraldine Soh
Photo by Geraldine Soh
Photo by Geraldine Soh
Photo by Geraldine Soh
Photo by Geraldine Soh
Photo by Geraldine Soh