𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Hillside (2026)

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Our top choices for Hillside hotels

A campfire with logs and a shovel in a metal fire pit surrounded by gravel.

A large bed with a headboard, a bedside table, a lamp, and a painting on the wall.

A sauna room with a wooden exterior, a glass door, and a bench with towels.

A cozy living room with a brown leather sofa, a coffee table with magazines, and a blue patterned rug. A wooden staircase leads to a kitchen area with a chalkboard menu.

1. Highland Lake Resort

Bridgton

Elita

S$214

includes taxes & fees

13 Oct - 14 Oct

A porch with white wicker chairs and a red cushion, a wooden deck, and a sign for the Noble House Inn in the background.

A two-story house with a porch, stone foundation, and a hanging flower basket.

A dining room with a round table, two chairs, and teal curtains.

A spacious living room with a fireplace, a chandelier, and a staircase.

2. Noble House Inn

Bridgton

Virginia

S$226

includes taxes & fees

26 Oct - 27 Oct

An outdoor deck with a stone fireplace, a sofa with American flag cushions, and a wicker chair.

A cozy room with a large bed, a wooden floor, a chair with floral cushions, a lamp, and a window with blinds.

A staircase with a floral arrangement and a lit lamp.

A two-story building with a porch decorated with red ribbons and lights, a sign indicating vacancy, and a sign for "The Perkins House."

3. The Perkins House

Cornish

Lan

S$194

includes taxes & fees

24 Oct - 25 Oct

A porch with hanging flower baskets and a sign for The Cornish Inn.

A neatly arranged bedroom with a bed, bedside tables, a nightstand, a wall-mounted picture, and a door.

A living room with a white sofa, a black leather chair, a wooden coffee table, and a bookshelf.

A restaurant with wooden furniture, a brick fireplace, and a bar area with shelves of bottles.

4. The Cornish Inn

Cornish

Chris

S$203

includes taxes & fees

26 Oct - 27 Oct

A white building with a green roof, a covered walkway with string lights, and flower beds in front.

A cozy living room with a sofa, a coffee table, a bed with a headboard, and wooden cabinets.

A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a decorative wreath on the wall.

A dining area with multiple tables and chairs, a kitchen in the background, and a view of the outside through large windows.

5. Greenwood Manor Inn

Harrison

Nadjim

S$237

includes taxes & fees

7 Oct - 8 Oct

A modern hotel lobby with a long reception desk, comfortable seating, and a large flat-screen TV mounted on the wall.

A Hampton Inn hotel with a well-lit entrance, a flag, and a landscaped area in front.

A modern dining area with a long table, multiple chairs, and a patterned rug.

A self-service snack and treat kiosk with various packaged snacks, beverages, and a chalkboard sign advertising a summer guest event.

6. Hampton Inn Oxford

Oxford

Stephanie

S$136

includes taxes & fees

18 Oct - 19 Oct

A bright room with large windows, two armchairs, a small table, and a chandelier.

A hotel room with a bed, a sofa, a kitchenette, and a window with curtains.

A multi-story hotel with a covered entrance and a parking area.

A dining area with a round table and six chairs, each with a wooden frame and cushioned seats. There are two black floating shelves above the table, each holding a small potted plant. The wall behind the table features a large, curved sign with the word "Dormir" and a decorative light fixture above it.

7. Dormir

Windham

Nicole

S$215

includes taxes & fees

28 Sept - 29 Sept

A campground with RVs, picnic tables, and a small cabin.

A reception desk with a view of the parking lot and trees outside.

A playground with a slide and climbing structures in a grassy area with trees in the background.

A compact living space with a kitchenette, a sofa, a dining table, and a TV.

8. Saco River Motor Lodge & Suites

Center Conway

William

S$110

includes taxes & fees

28 Sept - 29 Sept

A dining area with a wooden table, chairs, and a patterned rug. There is a window with a view of a building, a hanging light fixture, and a sign on the wall.

A white house with a red door, surrounded by lush greenery and yellow flowers.

9. Admiral Peary Inn

Fryeburg

Joni

S$190

includes taxes & fees

25 Oct - 26 Oct

A spacious dining area with a large wooden table and chairs, a hanging light fixture, and a view of the upper level with bookshelves.

A large red building with a porch, surrounded by a forest.

A wooden staircase leading to a loft area with a brick fireplace, a large window with a plant, and a stone wall with stacked firewood.

A wooden deck with a table and chairs, an umbrella, and a view of a park with trees and a white fence.

10. The Old Saco Inn

Fryeburg

David

S$310

includes taxes & fees

30 Sept - 1 Oct

A bar area with a long counter, red bar stools, and a brick wall with a menu board.

A reception area with a stone wall, a flat-screen TV, and two reception desks.

A casino with numerous slot machines and a high ceiling with exposed beams.

A restaurant with multiple dining tables and chairs, an American flag on the wall, and a bar area with red chairs.

11. Oxford Casino Hotel

Oxford

Jerrod

S$131

includes taxes & fees

12 Oct - 13 Oct

A modern interior with a loft bedroom, a sofa, a TV, and a dining area.

A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

A cabin with a metal roof, large windows, and a wooden deck.

A compact kitchen with a central island, wooden flooring, and a mezzanine with a bed.

12. And.N Lodging

Casco

Gail

S$321

includes taxes & fees

26 Oct - 27 Oct

13. Snowvillage Inn

Eaton Center

Christopher

S$182

includes taxes & fees

27 Sept - 28 Sept

A large, two-story house with a green roof and white trim, featuring a covered porch with white railings and multiple windows with green shutters.

A fireplace mantel with terracotta pots and green plants, a wooden door with a mirror, and a wall-mounted lamp.

Two Adirondack chairs with a small table and two candles between them, set on a grassy lawn with a scenic view of mountains and a sunset in the background.

A round dining table set for four with gold-rimmed plates, white napkins, and silverware. There are small potted plants on the windowsill and a pine cone centerpiece.

14. Center Lovell Inn

Lovell

Ambra

S$264

includes taxes & fees

27 Sept - 28 Sept

A brick building with a white entrance, steps leading up to a door, and potted plants on either side.

A cozy room with a bookshelf, two chairs, a table with plants, and a patterned wallpaper.

A grassy backyard with a red building, a tree with white flowers, and two chairs.

A dining room with wooden chairs and tables, a chandelier, and floral wallpaper.

15. The Jeremiah Mason House B & B

Limerick

Carrie

S$232

includes taxes & fees

27 Sept - 28 Sept

An aerial view of a golf course with multiple greens, a water body, and a road running alongside.

A beach with people swimming and sunbathing, a dock, and a forested area in the background.

A room with wooden flooring, a table with a lamp, two armchairs, a mirror, and a chandelier.

A yellow house with a porch, an American flag, and a banner.

16. The Poland Spring Resort

Poland

Claire

S$216

includes taxes & fees

26 Oct - 27 Oct

A gravel patio with a table and chairs, surrounded by tall trees and a view of the water.

A cozy living room with a sofa, chairs, a coffee table, and a TV. There are large windows with curtains, a kitchen area with cabinets, and a stone wall.

A lakeside cabin surrounded by tall trees.

A cozy living room with a stone fireplace, a leather armchair, and a dining area with a table and chairs.

17. Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning

Sebago

S$1,460

includes taxes & fees

14 Oct - 15 Oct

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Stay near popular Hillside attractions

Wards Cove

8.0/10 (1 review)

Commune with nature and explore the great outdoors at Wards Cove during your travels in Hillside.

See properties

Top Hillside Hotel Reviews

Oxford Casino Hotel

10/10 Excellent

"The Oxford Casino Hotel is clean, well run, and a great value 😊"

The Perkins House

10/10 Excellent

"Rooms were large, well decorated. Breakfasts were so yummy. Hosts were friendly and knowledgeable"

The Jeremiah Mason House B & B

10/10 Excellent

"Charming & comfortable. Valerie was very accomodating to our super late checkin and need for an early, to go breakfast option. Dinig room and living room were cute and relaxing. We enjoyed the decor and having a coffee station available. Stayed in room 5 (2 twin beds) - private bathroom was next door. We would recommend Jeremiah's. Ate dinner down the street at The Peppermill (also recommend)."

Hampton Inn Oxford

10/10 Excellent

"Loved that they had snacks for a happy hour and the staff was so friendly!"

Snowvillage Inn

10/10 Excellent

"Very cute inn, will be back!"

Highland Lake Resort

8/10 Good

"Clean room, very accommodating staff. A good experience. Too expensive for such old, unrenovated accommodations."

Saco River Motor Lodge & Suites

10/10 Excellent

"Great location and the staff was very friendly."

Center Lovell Inn

10/10 Excellent

"Lovely b&b! Modern amenities, comfy bed, and a polite and courteous staff. Will absolutely stay here again next time we’re in the area."

Pond And Pine

10/10 Excellent

"This glamping cabin was everything we hoped for and more! Cozy, romantic, and clean. The outdoor kitchen had all the essentials, the private hot tub was amazing, and watching the sunrise and sunset from the deck felt magical. We roasted marshmallows by the fire pit overlooking the water and felt totally tucked away from the world yet the grocery store and casino were just minutes away. The perfect mix of peace, fun, and luxury. Can’t wait to come back!"

More cheap stays in Hillside

Saco River Motor Lodge & Suites

2626 E Main St Center Conway NH

S$110

28 Sept - 29 Sept

includes taxes & fees

7.6/10 Good! (551 reviews)

Hampton Inn Oxford

151 Main St Oxford ME

S$136

18 Oct - 19 Oct

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

Highland Lake Resort

115 N. High St Bridgton ME

S$214

13 Oct - 14 Oct

includes taxes & fees

9.2/10 Wonderful! (436 reviews)

And.N Lodging

96 Thomas Pond Shore Rd Casco ME

S$321

26 Oct - 27 Oct

includes taxes & fees

9/10 Wonderful! (2 reviews)

Pleasant Point Inn

149 Pleasant Point Rd Lovell ME

Get rates

9.6/10 Exceptional! (4 reviews)

Midway Lodging

712 S Hiram Rd Cornish ME

Get rates

9/10 Wonderful! (4 reviews)

Frequently asked questions

Where is the best place for a stay in Hillside?

Located 17.8 mi (28.6 km) from the heart of Hillside, Oxford Casino Hotel is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Dormir and Pond And Pine. See all available top hotels, or vacation rentals in Hillside.

If I need to cancel my hotel reservation in Hillside, will I receive a refund?

Yes, most room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Hillside.

What's it like to stay in Hillside?

Visitors will definitely enjoy all that Hillside has to offer. There are 1398 hotels and other accommodation options in the surrounding area. Find out more about Hillside.

What should I do while I'm visiting Hillside?

A couple of favourite places to visit are Wards Cove and Peabody Pond. You'll also find Trickey Pond and Brandy Pond in the area. Take a look at what more there is to see and do in Expedia's Hillside guide.

What's the seasonal weather like in Hillside?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Hillside are January, March, December and February, with each month seeing an average of 25 cm of snowfall.

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Things to do in South Portland

Hillside Hotels from S$110

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Hillside

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Hillside hotels

1. Highland Lake Resort

2. Noble House Inn

3. The Perkins House

4. The Cornish Inn

5. Greenwood Manor Inn

6. Hampton Inn Oxford

7. Dormir

8. Saco River Motor Lodge & Suites

9. Admiral Peary Inn

10. The Old Saco Inn

11. Oxford Casino Hotel

12. And.N Lodging

13. Snowvillage Inn

14. Center Lovell Inn

15. The Jeremiah Mason House B & B

16. The Poland Spring Resort

17. Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning

Stay near popular Hillside attractions

Wards Cove

Top Hillside Hotel Reviews

Oxford Casino Hotel

The Perkins House

The Jeremiah Mason House B & B

Hampton Inn Oxford

Snowvillage Inn

Highland Lake Resort

Saco River Motor Lodge & Suites

Center Lovell Inn

Pond And Pine

More cheap stays in Hillside

Saco River Motor Lodge & Suites

Hampton Inn Oxford

Highland Lake Resort

And.N Lodging

Pleasant Point Inn

Midway Lodging

Frequently asked questions

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