Book Hotels in Hillside, ME

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Top Hillside hotels

Sebago Lake Cottage on Raymond Cape

Sebago Lake Cottage on Raymond Cape

Raymond ME
Stay at this cabin in Raymond. Enjoy balconies, an in-room coffeemaker, and in-room fireplaces. Popular attractions Raymond Cape and Sebago Lake are located ...
This little cabin was so clean and comfortable!! Very well equipped kitchenette. Comfortable bed too. Everything we needed and more!

Reviewed on Sep 29, 2025

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Opens in a new windowSebago Lake Cottage on Raymond Cape
Grand Blanc Mountain Home

Grand Blanc Mountain Home

Eaton NH
This vacation home features a garden, laundry facilities, and barbecue grills.
We were a family of 10 there for Thanksgiving. The large dining table was perfect. The house is very large so fit all of us very comfortably. The game room is amazing! Bedrooms were a neat, clean and comfortable. Kitchen was pretty well equipped though more bowls are needed, some sharp knives and ...

Reviewed on Dec 8, 2025

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Opens in a new windowGrand Blanc Mountain Home
Highland Lake Resort

Highland Lake Resort

2.5 out of 5
115 N. High St Bridgton ME
$129 nightly
The price is $141 total per night from Jan 18 to Jan 19
$141 total
Jan 18 - Jan 19
Total with taxes and fees
A private beach and a gym are featured at this smoke-free motel. Enjoy the sauna and perks like free self parking and free WiFi. A restaurant, laundry facilities, ...
Room was spotless, staff courteous and prompt, the location was convenient and the view spectacular!

Reviewed on Dec 27, 2025

Opens in a new windowHighland Lake Resort
Luxury Lakefront Home On 155 Private Acres: Family Reunions, Weddings, Events

Luxury Lakefront Home On 155 Private Acres: Family Reunions, Weddings, Events

Otisfield ME
This lodge features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy ...
Fantastic property with lots of quiet nooks, high ceilings, and comfortable living spaces perfect for our extended family of 30. Attentive and helpful hosts and tons of amenities and table games. We will definitely be back.

Reviewed on Dec 30, 2025

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Opens in a new windowLuxury Lakefront Home On 155 Private Acres: Family Reunions, Weddings, Events
Admiral Peary Inn

Admiral Peary Inn

3 out of 5
27 Elm St Fryeburg ME
$156 nightly
The price is $170 total per night from Feb 2 to Feb 3
$170 total
Feb 2 - Feb 3
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property ...
Quaint bed-and-breakfast. Clean and comfortable. Would definitely stay again.

Reviewed on Dec 8, 2025

Opens in a new windowAdmiral Peary Inn
Dormir

Dormir

3 out of 5
965 Roosevelt Trail Windham ME
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $119 total per night from Jan 20 to Jan 21
$119 total
Jan 20 - Jan 21
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
Staff were great. Rooms clean and good breakfast.

Reviewed on Dec 29, 2025

Opens in a new windowDormir
Hampton Inn Oxford

Hampton Inn Oxford

2.5 out of 5
151 Main St Oxford ME
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $103 total per night from Feb 1 to Feb 2
$103 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
The breakfast was excellent and the staff was very friendly and efficient, we would definitely stay there again.

Reviewed on Jan 5, 2026

Opens in a new windowHampton Inn Oxford
Oxford Casino Hotel

Oxford Casino Hotel

3 out of 5
777 Casino Way Oxford ME
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $127 total per night from Jan 19 to Jan 20
$127 total
Jan 19 - Jan 20
Total with taxes and fees
This smoke-free hotel features a casino and 2 restaurants. Relax with a drink at the bar/lounge and enjoy perks like free self parking. A coffee shop and express ...
I have stayed twice and will be back soon.

Reviewed on Jan 6, 2026

Opens in a new windowOxford Casino Hotel
The Poland Spring Resort

The Poland Spring Resort

3.5 out of 5
640 Maine Street Poland ME
$120 nightly
The price is $131 total per night from Jan 13 to Jan 14
$131 total
Jan 13 - Jan 14
Total with taxes and fees
A golf course, 3 restaurants, and 3 outdoor tennis courts are all featured at this smoke-free resort. Bring the family and enjoy the mini golf, playground, and ...
Staff was wonderful

Reviewed on Jan 2, 2026

Opens in a new windowThe Poland Spring Resort
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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.

Frequently asked questions

What are the top kid-friendly hotels in Hillside?
From unique amenities to extra room to move, kid-friendly hotels come with features that can help turn a standard family vacation into a fantastic one. These Hillside options make traveling with little ones a piece of cake: Unpack your bags at Brand New Single Family Home with Rustic Charm. It comes with a playground, a nearby beach and a flair for making families feel at home. Alternatively, spend your nights in Hillside at GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach???. Take advantage of a firepit, pet-friendly facilities and more here.
Where can I find cheap hotels in Hillside?
At Travelocity you'll find really nice hotels in Hillside at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Hillside rather than in Hillside. We may find you even better rates, too.
How do I find the best Hillside hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Hillside then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Hillside?
The cheapest hotel in Hillside is $103. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Hillside?
There are 1,290 hotels in Hillside on Travelocity.
What are the best hotels in Hillside?
Hillside has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Hillside for you!
When is the best time to visit Hillside?
If you want the joy of a fun-filled trip in peak season, visit Hillside during May, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Hillside?
Based on historic data is usually the cheapest month to visit Hillside. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Hillside?
There are multiple hotels in Hillside that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Hillside. We have plenty of kid-friendly hotels in Hillside to choose from on Travelocity!
Why book a hotel in Hillside through Travelocity?
Because we have the top hotels in Hillside! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Hillside on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Hillside hotel reviews by fellow wanderers

Oxford Casino Hotel

Oxford Casino Hotel

5 out of 5
Posted 6 days ago
Travelocity Verified Review
"I have stayed twice and will be back soon. "
A verified traveler stayed at Oxford Casino Hotel
Oxford Casino Hotel

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