Book Hotels in Oakland, ME

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Top Oakland hotels

Sister A-Frame in Woods B

Sister A-Frame in Woods B

Oakland
$211 nightly
The price is $230 total per night from Oct 27 to Oct 28
$230 total
Oct 27 - Oct 28
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
"Super clean, very new."

Reviewed on Oct 1, 2025

Opens in a new windowSister A-Frame in Woods B
Classy AF Home Steps from Colby and Trails

Classy AF Home Steps from Colby and Trails

Oakland
This vacation home features a garden, laundry facilities, and barbecue grills.
"Arthur's home was the perfect spot for us to visit our son at Colby- the house has everything you'd need to make dinner at home and is very comfortable. Loved being so close to Quarry Trails and so much nearby to enjoy in Waterville. Highly recommend and hope to come back soon for another extended ..."

Reviewed on Sep 30, 2025

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Opens in a new windowClassy AF Home Steps from Colby and Trails
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

2 out of 5
Oakland
$252 nightly
The price is $274 total per night from Nov 2 to Nov 3
$274 total
Nov 2 - Nov 3
Total with taxes and fees
This guesthouse features a water park, limo/town car service, and a garden. Families will appreciate the playground and barbecue grills.
"Diane was amazing and accommodating! Our stay was an amazing success!"

Reviewed on Aug 13, 2025

Opens in a new windowLakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Charming historic guest house on farm 3 bedrooms wood stove pet friendly

Charming historic guest house on farm 3 bedrooms wood stove pet friendly

Oakland
$336 nightly
The price is $359 total per night from Oct 27 to Oct 28
$359 total
Oct 27 - Oct 28
Total with taxes and fees
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"What an awesome farm! We thoroughly enjoyed our stay! Kathleen is awesome. It was a 10- minute drive to Colby College- our destination for a football game! Our team won so that was really fun!! The house is very clean and very comfortable! Kathleen has thought of everything and she is ..."

Reviewed on Sep 28, 2025

Opens in a new windowCharming historic guest house on farm 3 bedrooms wood stove pet friendly
Cozy Long Pond Cottage: private mooring & shared dock

Cozy Long Pond Cottage: private mooring & shared dock

Rome
This vacation home features a water park, laundry facilities, and barbecue grills.
"Property is quiet, well laid out, and comfortable. Host is instantaneous with any concerns and/or recommendations. Lake can be seen from the property, and the beach is a short walk. Would definitely stay here again."

Reviewed on Sep 11, 2025

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Opens in a new windowCozy Long Pond Cottage: private mooring & shared dock
Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.

Oakland
$226 nightly
The price is $246 total per night from Oct 27 to Oct 28
$246 total
Oct 27 - Oct 28
Total with taxes and fees
This apartment includes a garden and laundry facilities.
"Great hiking - nice views."

Reviewed on Sep 28, 2025

Opens in a new windowCentral Maine Apartment offering 4 Seasons of Fun.
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Oakland
This cottage featured laundry facilities and barbecue grills.
"The stay was incredible! Better than I would’ve imagined from the listing :)"

Reviewed on Oct 15, 2025

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Opens in a new windowWeekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
65 Whitten Rd, Augusta, ME
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $148 total per night from Nov 9 to Nov 10
$148 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax ...
"Everything about my stay was perfect. The staff are genuine, kind concerned, and very helpful. The restaurant food is excellent; breakfast was wonderful and in the evenings the dinner menu and drinks are of excellent quality. I was pleasantly surprised with the beds. They’re soft comfortable, and ..."

Reviewed on Oct 16, 2025

Opens in a new windowMaine Evergreen Hotel, an Ascend Collection Hotel
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Oakland
This cabin includes a garden and barbecue grills.
"Adorable cabin well stocked with plenty of space. Beautiful view! Nice and Clean. Needed help with the door lock and they were quick to respond and help."

Reviewed on Oct 4, 2025

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Opens in a new windowLakefront home on McGrath Pond - once featured on Maine Cabin Masters
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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.

Oakland Hotel & Travel Guide

Are you after accommodation in the heart of Oakland? With 3 places to stay on Travelocity within a 6-mile (10-kilometer) radius of the center and surrounds of Oakland, it will be a breeze to find something suitable.

Browse a choice of Travelocity hotels situated within driving distance, such as the Hampton Inn Waterville and Econo Lodge Waterville.

The Fairfield Inn & Suites by Marriott Augusta is about 15 miles (24 kilometers) outside the city center of Oakland. Another hotel is the Hampton Inn Augusta, which is located 17 miles (28 kilometers) away. Some other accommodation options in the surrounding area are the Holiday Inn Express & Suites Waterville - North along with the Best Western Plus Waterville Grand Hotel.

Would you like to travel further afield? Kennebec Valley offers lots of things to see. Admire the terrain of Kennebec Valley's forests and rivers. In addition you could wind your way through a few of the area's art museums. Common activities in this region of United States of America include skiing.

The nearest hotels in Augusta are Manchester and Hallowell. Manchester is 18 miles (29 kilometers) to the south of Oakland, while Hallowell is 19 miles (31 kilometers) to the south. Travelocity-listed hotel options in Manchester include the Maple Hill Farm Inn and Conference Center and Fairway Overnight & Extended Stay. The Senator Inn & Spa and Quality Inn & Suites Evergreen Hotel are some of the Travelocity-registered rooms in Hallowell.

If watching stadium sport if on your list of things to do, don't overlook a visit to Mansfield Sports Complex, which is 50 miles (79 kilometers) to the east of Oakland. And travelers that need to find a hotel near to the sporting action can compare between the Courtyard by Marriott Bangor or the Four Points by Sheraton Bangor Airport.

Situated 17 miles (27 kilometers) outside Oakland's downtown area is Augusta State Airport. Stay nearby at Super 8 Augusta or Motel 6 Augusta Me.

Top reasons for your vacation to Oakland

  • Outdoor Adventure: Oakland, Maine offers endless opportunities for outdoor adventure, with scenic trails, fishing in pristine lakes, and picturesque landscapes perfect for picnics.
  • Serene Retreats: Immerse yourself in the serene and peaceful retreats of Oakland, where you can escape the hustle and bustle of city life and rejuvenate in nature's beauty.
  • Downtown Waterville: Just a short drive away, downtown Waterville offers a vibrant atmosphere with shopping, dining, and cultural attractions to explore.
  • Northern NH Getaways: Don't miss the opportunity to explore nearby cities and towns in Northern New Hampshire, providing even more Maine getaways and unique experiences.
  • Oakfest Paddle: If you visit during Oakfest, make sure to try the Oakfest Paddle, a popular activity for outdoor enthusiasts to enjoy the festivities.

Find your favorite hotels in Oakland

If you're planning an outdoor vacation in Oakland, Maine, you'll find a range of hotel accommodations to suit your needs. Whether you're looking for a budget-friendly option or a luxury experience, there are several hotels in or near Oakland that can accommodate you and your family. Some hotels in the area offer complimentary breakfasts, while others offer unique theme experiences. No matter which hotel you choose, you'll be within close proximity to the outdoor activities and attractions that Oakland has to offer.

Hotel nameTypeStarsDescription
Maine Evergreen Hotel, Ascend Hotel CollectionHotel2.5This 2.5-star hotel is a great option for your outdoor vacation in Oakland, Maine. With its close proximity to friendly people, snowshoeing, snowmobile riding, sledding, cross-country skiing, kayaking, and adventure activities, you'll have plenty of outdoor options to choose from. The hotel is also conveniently located near the airport and offers an outdoor pool. It is situated approximately 16.4 miles away from Oakland.
The ElmwoodMotel2.5Located just 2.2 miles away from Oakland, this 2.5-star motel is another excellent choice for your outdoor vacation. While staying at The Elmwood, you'll have easy access to the surrounding outdoor activities and attractions.
Senator Inn & SpaHotel3.0For a more luxurious stay, consider the 3.0-star Senator Inn & Spa. This hotel offers a range of amenities including a yoga studio, steam room, indoor pool, outdoor pool, hot tub, and access to activities like rafting, kayaking, and waterskiing. It is situated approximately 16.1 miles away from Oakland.

Explore the best activities and sights in Oakland

If you're looking for an outdoor vacation in Oakland, Maine, you're in for a treat. With its close proximity to family-friendly activities, shopping, dining, and monuments, there's something for everyone. Highlights suitable for family engagement include destination activities and things to do. Don't miss the beautiful beaches in Oakland, such as Salmon Lake and Cobbosseecontee Lake. For assistance and recommendations, reach out to the friendly concierge team. And if you're visiting during Oakfest, make sure to try the Oakfest Paddle, a popular activity for outdoor enthusiasts. Enjoy your vacation in Oakland!

  1. Tree Spirits: This enchanting alcohol winery is a must-visit for those seeking entertainment and a touch of romance. Surrounded by lush greenery, Tree Spirits offers a unique experience of tasting handcrafted spirits made from local fruits and trees. Sip on their exquisite apple brandy or indulge in the smooth flavors of their maple liqueur. The rustic charm of the tasting room, with its wooden barrels and cozy atmosphere, adds to the overall experience. Take a leisurely stroll through the orchards and vineyards, immersing yourself in the beauty of the surroundings. Tree Spirits is the perfect place to unwind, embrace nature, and savor the flavors of Maine.

Where to stay in Oakland

Get ready for an unforgettable outdoor vacation in Oakland, Maine! Surrounded by breathtaking natural beauty, this charming town offers endless opportunities for adventure and relaxation. Immerse yourself in the serene and peaceful retreats of Maine, where you can explore scenic trails, go fishing in pristine lakes, or simply enjoy a picnic amidst the picturesque landscapes. If you're looking for a change of scenery, downtown Waterville is just a short drive away, offering a vibrant atmosphere with plenty of shopping, dining, and cultural attractions. And don't forget to explore the nearby cities and towns in Northern NH for even more Maine getaways!

  1. Rome: Rome is a charming town located in the state of Maine. It offers a unique blend of outdoor activities and family-friendly attractions. Families can explore the beautiful Belgrade Lakes region, which is known for its crystal-clear waters and scenic hiking trails. Rome also has a variety of shopping options, including quaint boutiques and local artisan markets. Dining in Rome is a treat, with a range of restaurants offering delicious seafood and farm-to-table dishes. The town's friendly atmosphere and small-town charm make it a perfect destination for a relaxing outdoor vacation with your family.

Best times to go to Oakland

The travel seasons of Oakland

Trips to Oakland show a small change in popularity throughout the year. The peak season to visit is from June to August, with July being the highest month. Off-peak season starts from November to January, and December sees the least travelers.

Oakland has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 68.9 degrees Fahrenheit. The wettest month in Oakland is October, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January19.9°F (-6.7°C)Light RainMostly Cloudy
February21.6°F (-5.8°C)Light RainMostly Cloudy
March29.8°F (-1.2°C)Light RainMostly Cloudy
April42.1°F (5.6°C)Light RainMostly Cloudy
May54.0°F (12.2°C)Light RainMostly Sunny
June61.9°F (16.6°C)Light RainMostly Sunny
July68.9°F (20.5°C)Light RainMostly Sunny
August67.6°F (19.8°C)Light RainMostly Sunny
September60.6°F (15.9°C)Light RainMostly Sunny
October49.3°F (9.6°C)Light RainMostly Sunny
November36.7°F (2.6°C)Light RainMostly Sunny
December27.3°F (-2.6°C)Light RainMostly Cloudy

Food and dining in Oakland

If you're a food lover visiting Oakland, Maine, you're in for a treat. The neighborhood offers a variety of popular restaurants to satisfy your taste buds. One highly rated and popular restaurant is Korner Store, known for its delicious pizzas. Another great option is the Early Bird Restaurant, which serves a diverse range of North American cuisine. In addition to the fantastic food, Oakland also offers antique stores where you can browse for treasures. Take a stroll down Island Lane and indulge in the local flavors. Don't miss the buffets available in Oakland, perfect for trying a bit of everything.

How do I find a great hotel with Travelocity?

Ensure the entire crew enjoys an unforgettable vacation with our reliable and comprehensive online travel platform. Discover the perfect accommodations by utilizing our family-friendly badge, which highlights hotels that offer additional amenities for children. Our custom filters assist you in narrowing down hotels that are in close proximity to popular attractions, provide enhanced cleaning services, and fall within your budget.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for hassle-free trips. Our aim is to provide worry-free travel every time you and your family book with us, so that you can spend less time worrying and more time creating cherished memories. To achieve this, we will assist you in finding and customizing your ideal trip, ensuring transparent pricing, and offering verifiable reviews. Additionally, our 24/7 customer support is guaranteed before, during, and after your vacation.

How can I save money on my trip to Oakland?

If you're looking to save money on your trip to Oakland, Maine, consider visiting during the off-peak season from November to January. You can also save by bundling your flights, hotel, and car bookings together for a discounted price. In terms of inexpensive local attractions, check out the family-friendly parks and playgrounds, enjoy a shopping spree at the local thrift stores, and indulge in affordable dining options at the charming local cafes and diners.

Frequently asked questions

What are the top kid-friendly hotels in Oakland?
Take some of the stress out of traveling with kids by staying in a family-friendly Oakland hotel. From useful amenities to more services, these properties feature perks that'll make your getaway run like a dream: Your entourage will enjoy staying at Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access. Pet-friendly facilities and a barbecue grill are a few of the things that help make this hotel a sought-after option. Lakefront home on McGrath Pond - once featured on Maine Cabin Masters is another top pick. After a big day of sightseeing, come back home to your comfortable room and perks like water sports equipment and a barbecue grill.
Where can I find cheap hotels in Oakland?
At Travelocity you'll find really nice hotels in Oakland 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 Oakland rather than in Oakland. We may find you even better rates, too.
How do I find the best Oakland hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Oakland 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 Oakland?
The cheapest hotel in Oakland is $148. 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 Oakland?
There are 503 hotels in Oakland on Travelocity.
What are the best hotels in Oakland?
Oakland 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 Oakland for you!
When is the best time to visit Oakland?
If you want the joy of a fun-filled trip in peak season, visit Oakland during February, May and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Oakland?
Based on historic data is usually the cheapest month to visit Oakland. 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 Oakland?
There are multiple hotels in Oakland 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 Oakland. We have plenty of kid-friendly hotels in Oakland to choose from on Travelocity!
Why book a hotel in Oakland through Travelocity?
Because we have the top hotels in Oakland! 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 Oakland 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 Oakland hotel reviews by fellow wanderers

Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

5 out of 5
Posted 5 days ago
Travelocity Verified Review
"nice room with a view. easy on and off highway. "
A verified traveler stayed at Fireside Inn & Suites Waterville
Fireside Inn & Suites Waterville

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