Western Mountains Holidays

Photo by Eric Sturgeon
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Western Mountains Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

Downtown Portland
S$1,563
per person
9 Oct - 12 Oct
found 6 hours ago
Return direct flight included
Raleigh (RDU) to Portland (PWM)
8.8/10 Excellent! (1,020 reviews)
Evalina Hotel

Evalina Hotel

Downtown Portland
Save 100% on your flight
S$1,857
per person
9 Oct - 12 Oct
found 6 hours ago
Return direct flight included
Raleigh (RDU) to Portland (PWM)
10/10 Exceptional! (7 reviews)
Evalina was more than we expected. Super clean and has every convenience item imaginable. The beds were super comfortable. The communication was spectacular which made everything from check in to checkout s smooth. We will definitely be back and hopefully for a longer stay next time.

Reviewed on 4 Aug, 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

Downtown Portland
S$1,703
per person
9 Oct - 12 Oct
found 6 hours ago
Return direct flight included
Raleigh (RDU) to Portland (PWM)
9.6/10 Exceptional! (365 reviews)
Fantastic and always accommodating staff!

Reviewed on 7 Aug, 2026

The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

Downtown Portland
S$1,994
per person
9 Oct - 12 Oct
found 6 hours ago
Return direct flight included
Raleigh (RDU) to Portland (PWM)
9.8/10 Exceptional! (45 reviews)
Portland Harbor Hotel

Portland Harbor Hotel

Downtown Portland
S$1,869
per person
9 Oct - 12 Oct
found 6 hours ago
Return direct flight included
Raleigh (RDU) to Portland (PWM)
9.2/10 Wonderful! (1,792 reviews)
We had a shower that leaked all the way out to the foyer. We called and reported it. They sent a repair person. They caulked around the edge which helped but didn’t fix the whole problem. It still leaked, just not as bad. No one followed up to see if it was fixed. They have a pantry on each floor with fruit infused water snacks, fresh fruit, cookies, canned sparkling water and ice for free. But it was mostly depleted most of the time we were there. There was a sign advertising live music at the front of the hotel. But when we asked where it was, the hotel attendant said they were not having live music after all. No one went to take the sign down. It was still there the next day. We checked out. Hope the musician showed up that night.

Reviewed on 7 Aug, 2026

Where to stay in Western Mountains

Find the best Western Mountains areas and neighborhoods for the activities you enjoy most. Learn more about Western Mountains
A snow-covered landscape with a mountain in the background and bare trees in the foreground.

West Bridgton

While visiting West Bridgton, you might make a stop by sights like Shawnee Peak and Moose Pond.

A calm lake with two boats on the shore, surrounded by mountains and a clear sky.

South Paris

Visitors to South Paris enjoy its restaurants, and if you want to do some exploring, McLaughlin Gardens is worth a stop.

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Thompson's Point

If you're spending some time in Thompson's Point, Sebago Lake State Park and Sebago Lake are top sights worth seeing.

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South Pond Shores

If you're looking for some top things to see and do in South Pond Shores and surrounding area, you can visit Mt. Abram and Bryant Pond.

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North Woodstock

While North Woodstock may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Mt. Abram and Concord Pond.

Stay near popular Western Mountains attractions

A snowy mountain landscape with evergreen trees and autumn-colored trees in the background.
Photo by Robbie Martin

Sunday River

9.4/10 (253 reviews)
Hit the slopes in Newry with a visit to Sunday River. Stroll along this relaxing area's riverfront or simply enjoy its bars.
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A mountain with a forested slope and a winding road.

Sugarloaf Mountain

9.6/10 (111 reviews)
Commune with nature and explore the great outdoors at Sugarloaf Mountain during your travels in Carrabassett Valley. Discover the area's mountain views and seek out the ski slopes.
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A snowy mountain with skiers, an American flag, and a sign prohibiting alcohol.
Photo by Robbie Martin

Sugarloaf Ski Resort

9.4/10 (162 reviews)
Hit the slopes in Carrabassett Valley with a visit to Sugarloaf Ski Resort. Discover the area's mountain views and sunrises.
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A large lake surrounded by dense green forest and mountains under a partly cloudy sky.

Kezar Lake

8.6/10 (8 reviews)
Commune with nature and explore the great outdoors at Kezar Lake during your travels in Lovell.
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A winding road through a forested area with autumn foliage, a lake, and distant mountains under a cloudy sky.

Rangeley Lake

9.8/10 (37 reviews)
Commune with nature and explore the great outdoors at Rangeley Lake during your travels in Rangeley. You can enjoy the restaurants while in the area.
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A road sign indicating the entrance to Grafton Notch State Park with a backdrop of a forested mountain.

Grafton Notch State Park

9.2/10 (17 reviews)
Walk along a piece of the Appalachian Trail and enjoy stunning views from atop Old Speck in Newry’s mountainous patch of wilderness.
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Oxford Casino

8.6/10 (287 reviews)
Why not roll the dice with a visit to Oxford Casino during your visit to Oxford? Wander the riverfront or discover the area's waterfalls.
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Fryeburg Fair

8.8/10 (58 reviews)
Take the family on an outing to Fryeburg Fair during your trip to Fryeburg. Discover the mountain views and shops in this romantic area.
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Frequently asked questions

How much does a Western Mountains holiday package cost?
From just S$1,563. Yes, you read that correctly. Our Western Mountains packages are the easiest way to stretch your budget. Combine your favourite hotels, flights and rental car and get to know this wonderful destination.
How do I get a cheap travel package to Western Mountains?
Combine your flights and hotels, add extras such as activities or a rental car, and save with a Western Mountains holiday package. You won't just pick up awesome discounts on your getaway — you'll have lots of choice too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 hotels throughout the world. Your next epic adventure begins right here, right now!
What are the top hotels in Western Mountains?
When it comes to properties in Newry, Oxford Casino Hotel and Hampton Inn Oxford are two excellent options. If you're also heading to Rangeley, Inn On Winters Hill and Mount Blue Motel are waiting to welcome you.
How far in advance should I book my Western Mountains holiday?
Smart travellers often reserve their seats early. You can normally compare international airfares on Expedia up to a year before your intended flight. If you're booking last minute, fear not. Cheap prices occasionally occur in the last weeks before departure dates.
What does an Expedia Western Mountains travel package include?
Hotels, rental cars and flights — we have them covered. With Expedia, you can shape your Western Mountains travel package the way you like it. All you have to do is decide what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the greater the savings!
What should I know before booking a Western Mountains travel package?
You can save a tidy sum by bundling your flights, hotels and rental cars. Once you've created your package, you can add on things like day tours or experiences. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Western Mountains Expedia holiday package?
With a holiday package, you're in charge. Whether you're hoping to fly to Western Mountains in economy or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Western Mountains holiday package?
Yes, you can. We understand that even the best-laid plans can go awry, so we're here to help if you need to make changes to your Western Mountains holiday package. It may be possible to amend or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.

Explore a world of travel with Expedia

* 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.