Westport Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Westport

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
The price is S$224 per night from 1 Sept to 2 Sept
S$224
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"We had a great stay and loved all the facilities. The most beautiful setting and the canoes and campfires were a highlight. Definitely recommend!"

Reviewed on 24 Aug, 2025

Ocean Gate Resort
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is S$193 per night from 2 Sept to 3 Sept
S$193
2 Sept - 3 Sept
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"X"

Reviewed on 25 Aug, 2025

Flagship Inn and Suites
Comfort Inn Brunswick

Comfort Inn Brunswick

2.5 out of 5
199 Pleasant St, Brunswick, ME
Fully refundableReserve now, pay when you stay
The price is S$184 per night from 1 Sept to 2 Sept
S$184
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"N/A"

Reviewed on 21 Aug, 2025

Comfort Inn Brunswick
See all 1,656 properties in Westport
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.

What to do in Westport

Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

S$53
per adult
100% of travellers recommend
Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals
Schooner Applejack Sunset Sail Tour in Boothbay Harbor

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

S$77
per adult
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
Boothbay Harbor Culinary Walking Tour

Boothbay Harbor Culinary Walking Tour

S$206
per adult
Boothbay Harbor Culinary Walking Tour
See all activities in Westport

Frequently asked questions

How much does a Westport holiday package cost?
You'll find cheap prices on Expedia for your Westport getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your holiday to Westport costs.
What are the cheapest months to go to Westport?
The off-season is the best time to head to Westport if you're trying to save. Another tip for scoring cheap Westport holiday packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Westport?
With a well-planned schedule, you can easily visit the most popular Westport attractions in a few days. But if you prefer to venture off the beaten track or go on day tours, consider booking your Westport holiday for longer.
How to find the best Westport package deals?
Use Expedia's filter tool to help you find some great Westport package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Westport package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Westport holiday as a package?
You can enjoy significant savings on your next Westport break by booking a customised holiday package. Check the "Package" heading, then select your destination and travel dates to browse the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Westport?
Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Westport holiday.
How to plan a trip to Westport?

  1. Choose when to get away: Check your calendar and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to visit Westport.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to activities and airfares. Your hotel will probably be the biggest expense during your trip to Westport.
  3. Work out your trip length: Think about how much time you want to spend discovering Westport. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Westport holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.