Westport Holidays from £1,094
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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.
Inn By The Sea
Price was £1,653, price is now £1,423 per person
£1,423
per person
11 Oct - 14 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
9.4/10 Exceptional! (279 reviews)
We chose Inn by the Sea because it was advertised as a “pet-friendly” property with beach access for pets, which was a key factor in our decision. Unfortunately, our experience didn’t quite align with those expectations.
We arrived on a Sunday around noon and, as expected, our room wasn’t ready (check-in is at 4:00pm). However, unlike many hotels, we were not offered anything while we waited — no welcome drink, light refreshment, or even an early check-in estimate — despite having to wait the full four hours.
Once we checked in, we were told our assigned room was not pet-friendly, and we would be charged for any accidents — despite booking under the premise that this was a pet-friendly stay. Additionally, the restaurant only allows pets in the outdoor seating area, and the pool area is not pet-friendly at all. So while the hotel does accommodate pets in some areas, it’s misleading to call it fully pet-friendly when the main guest amenities are off-limits.
That said, the property is beautiful and most of the staff were friendly and professional, which we appreciated. But overall, if you’re traveling with a pet and hoping for a truly integrated experience, this may not be the best fit.
Reviewed on 18 Aug 2025
Canopy by Hilton Portland Waterfront
Downtown Portland
Price was £1,367, price is now £1,278 per person
£1,278
per person
11 Oct - 14 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
9.4/10 Exceptional! (1,009 reviews)
Near the waterfront. Great location in Old Port. We had a wonderful 2 night stay
Reviewed on 26 Aug 2025
Longfellow Hotel
Parkside
Price was £1,378, price is now £1,293 per person
£1,293
per person
11 Oct - 14 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
9.6/10 Exceptional! (112 reviews)
Superb design. Rooms are elegant, comfortable, convenient. This is an outstanding hotel
Reviewed on 25 Aug 2025
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
Make Shimmering River Retreat your Maine Coastal getaway!
Westport Island, ME
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
Westport, ME
WATERFRONT Retreat venue for up to 60 guests!…
Weddings, Reunions, Meetings!……
Westport Island
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
Lincoln County Jail Museum
You can spend an afternoon studying the exhibits at Lincoln County Jail Museum in Wiscasset. While you're in the area, stroll along the waterfront.
What to do in Westport
Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals
£31
per adult
100% of travellers recommend
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
£44
per adult
Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise
£44
per adult
100% of travellers recommend
* 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.