Westport Holidays from £834
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Your Westport Holiday
With a holiday package to Westport, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your getaway has been taken care of before you go, so you can get on with experiencing this exciting city. If your trip to Westport includes a little sightseeing, check out well-known attractions like Brooks Point, Castle Tucker and Monkey C Monkey Do. Browse Expedia's wide range of travel options and begin planning your ideal holiday to Westport today.
Top Westport Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Docent's Collection at 121 Middle Street
Downtown Portland
Save 100% on your flight
Price was £2,181, price is now £1,581 per person
£1,581
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (335 reviews)
What an amazing surprise!! This boutique hotel is 5 star and I will be back!!
Reviewed on 28 Jun 2026
Portland Harbor Hotel
Downtown Portland
Price was £2,010, price is now £1,565 per person
£1,565
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,786 reviews)
Cute rooms in a great location, very walkable to the water or Restaurants or shopping. Quiet overall but a little loud late night in the weekends
Reviewed on 28 Jun 2026
Cliff House Maine
Bald Head
Save 100% on your flight
Price was £4,679, price is now £3,673 per person
£3,673
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Room was kept very clean and stocked. Cleaning staff was also very personable. Breakfasts portions were too big. Spa was busy but felt very automated and factory line
Reviewed on 26 Jun 2026
AWOL Kennebunkport
Price was £1,772, price is now £1,434 per person
£1,434
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (246 reviews)
Everything was amazing. We stayed in a cabin up the hill, so comfy & cozy. Everything you need is there. Having the ability to use the sister property across the road was wonderful, outdoor seating was great. the best breakfast spread (toast bar, fruit, yogurt, etc). Just a short walk to downtown full of shops & restaurants. We would highly recommend.
Reviewed on 29 Jun 2026
Westport Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Augusta State Airport (AUG) |
Population | 780 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Monkey C Monkey Do, Castle Tucker and Lincoln County Jail Museum |
Top hotels in Westport
Unique oceanfront home with a deck, tons of natural light, & amazing views
Westport ME
8.6/10 Excellent! (62 reviews)
"Everything was as expected. Would have been nice to be able to see out all the windows, as many of them have broken seals and are foggy. The view is spectacular, but couldn"t enjoy it from everywhere in the house. The location was perfect for us, as we like being secluded."
Reviewed on 12 Oct 2025
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
Fully refundableReserve now, pay when you stay
The price is £138 per night from 30 Jun to 1 Jul
£138
30 Jun - 1 Jul
includes taxes & fees
8/10 Very good! (1,001 reviews)
"Good location nice breakfast but noisy air conditioner"
Reviewed on 27 Jun 2026
Ocean Gate Inn
70 Ocean Gate Rd Southport ME
The price is £220 per night from 27 Jul to 28 Jul
£220
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Great stay. Breakfast was good. Enjoyed the game room and walking around the property. View of the waterfront from our balcony was beautiful"
Reviewed on 29 Jun 2026
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.
Stay near popular Westport attractions
What to do in Westport
Boothbay: Lighthouses & Islands Harbor Cruise
£30
per adult
94% of travellers recommend
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
£45
per adult
Boothbay Harbor: Schooner Apple Jack Daytime Sailing Cruise
£41
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
