Deals on vacations and trips to Westport

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Westport flight + hotel vacation packages

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Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A coffee shop, a garden, and a snack bar/deli are also on offer.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 11 - Sep 18
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out and dry cleaning are also provided.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Save 100% on your flight
per person
Sep 11 - Sep 18
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free local cuisine breakfast each morning. A terrace and a garden are also provided.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 11 - Sep 18
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.

Top Westport hotels deals

Unique oceanfront home with a deck, tons of natural light, & amazing views

Unique oceanfront home with a deck, tons of natural light, & amazing views

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This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

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This vacation home features a gym and in-room fitness. WiFi in public areas is free. A garden, laundry facilities, and barbecue grills are also on offer.
Kitchen
Washer
Travelers Inn

Travelers Inn

2 out of 5
130 Pleasant St, Brunswick, ME
Free Cancellation
Reserve now, pay when you stay
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This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Laundry facilities are provided for your convenience.
Breakfast included
Parking included
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
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This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.
Pool
Pet friendly
The Harraseeket Inn & Event House

The Harraseeket Inn & Event House

3.5 out of 5
162 Main St, Freeport, ME
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.
Pool
Breakfast included
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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.

Popular places to visit

Monkey C Monkey Do

Enjoy a trip to Monkey C Monkey Do and popular activities like boating in Wiscasset. While you're in the area, stroll along the waterfront.

Monkey C Monkey Do

Brooks Point

Commune with nature and explore the great outdoors at Brooks Point during your travels in Westport.

Brooks Point

Castle Tucker

You can spend an afternoon exploring the galleries in Castle Tucker in Wiscasset. While you're in the area, stroll along the waterfront.

Castle Tucker

Frequently asked questions

How much are vacation packages to Westport?
Starting from as little as $457, hotel and flight packages are a fantastic way to make your travel budget stretch further. Westport, here you come!
How long should my Westport vacation be?
Around 2 nights is the average amount of time travelers spend in Westport. But the perfect trip length comes down to how many magical memories you want to make. Why not stay a little longer and discover some off-the-beaten-path gems?
Where can I get the best vacation package deals for Westport?
Snapping up the perfect package deal to Westport is a breeze with Travelocity. With around 400 partner airlines and 1,000,000 properties across the globe, you're flush with choice when picking your hotels and flights.
Why should I purchase my Westport vacation bundle with Travelocity?
We have destinations for every type of globetrotter, exceptional service and 24/7 customer support. And the icing on the cake is we'll match any better price you find with our Price Match Guarantee.
Can I save money on my Westport car rental if I combine it with my hotel or flight?
With a Westport vacation package, you can bundle your hotel, car and flight bookings and save a whole lot. If you want to see the best of this exciting location, why not start with Franconia Notch State Park? This famous sight is 100 mi from Westport. With your own rental car, you'll be there belong long.
Which airport is best for Westport?
Portland Intl. Jetport Airport (PWM) (35 mi away from downtown), Knox County Regional Airport (RKD) (30 mi away from central Westport) and Augusta State Airport (AUG) (30 mi away from central Westport) are the main hubs in Westport.
Where should I stay when visiting Westport?
Many visitors choose to stay at the The Squire Tarbox Inn. It's sure to be a good base for your Westport vacation.

Photos of local treasures

Browse Westport vacation photos for more inspiration