Book Cheap Hotels in Oakland

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Tonight
Check prices in Oakland for tonight, Dec 10 - Dec 11
Dec 10 - Dec 11
Tomorrow night
Check prices in Oakland for tomorrow night, Dec 11 - Dec 12
Dec 11 - Dec 12
This weekend
Check prices in Oakland for this weekend, Dec 12 - Dec 14
Dec 12 - Dec 14
Next weekend
Check prices in Oakland for next weekend, Dec 19 - Dec 21
Dec 19 - Dec 21

Most frequently booked Oakland hotels

Classy AF Home Steps from Colby and Trails

Classy AF Home Steps from Colby and Trails

Oakland ME
4.79 km from city centre
Get rates
Stay at this vacation home in Oakland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Quarry Road Trails and Tree Spirits are located nearby.
Kitchen
Washer
Sister A-Frame in Woods B

Sister A-Frame in Woods B

Oakland ME
2.71 km from city centre
The price is CA $167 per night
CA $167
CA $319 total
Dec 11 - Dec 12
includes taxes & fees
Book a stay at this family-friendly cabin in Oakland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tree Spirits and Belgrade Lakes Chain are located nearby.
Kitchen
Washer
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 ME
3.54 km from city centre
The price is CA $196 per night
CA $196
CA $378 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this golf guesthouse in Oakland. Enjoy free WiFi, a water park, and breakfast (surcharge). Popular attractions Tree Spirits and Belgrade Lakes Chain are located nearby.
Pet-friendly
Free WiFi
Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.

Oakland ME
3.82 km from city centre
The price is CA $140 per night
CA $140
CA $334 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Stay at this apartment in Oakland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Belgrade Lakes Chain and Tree Spirits are located nearby.
Kitchen
Washer
My Valhalla Farm

My Valhalla Farm

3.5 out of 5
379 Belgrade Rd Oakland ME
2.51 km from city centre
Get rates
Stay at this vacation home in Oakland. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tree Spirits and Belgrade Lakes Chain are located nearby.
Pool
Kitchen
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

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

Oakland ME
3.59 km from city centre
Get rates
Stay at this cabin in Oakland. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Tree Spirits and Belgrade Lakes Chain are located nearby.
Kitchen
Air conditioning
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

Oakland ME
2.81 km from city centre
The price is CA $216 per night
CA $216
CA $431 total
Dec 11 - Dec 12
includes taxes & fees
Stay at this cabin in Oakland. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Tree Spirits and Quarry Road Trails are located nearby.
Kitchen
Air conditioning
Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
65 Whitten Rd Augusta ME
Free cancellation
26.39 km from city centre
The price is CA $165 per night
CA $165
CA $180 total
Dec 20 - Dec 21
includes taxes & fees
Book a stay at this family-friendly hotel in Augusta. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Turnpike Mall and Kennebec Ice Arena are located nearby.
Pool
Breakfast included
Senator Inn & Spa

Senator Inn & Spa

3 out of 5
284 Western Ave Augusta ME
Free cancellation
Reserve now, pay when you stay
25.84 km from city centre
The price is CA $133 per night
CA $133
CA $146 total
Jan 10 - Jan 11, 2026
includes taxes & fees
Book a stay at this spa hotel in Augusta. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Turnpike Mall and Kennebec Ice Arena are located nearby.
Pool
Hot tub
Don't see what you're looking for?
See all available properties in Oakland
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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.

Top hotels in Oakland for Extended Stay

Large King Room

Large King Room

wilton ME
The price is CA $226 per night from Jan 1 to Jan 2
CA $226
CA $282 total
Jan 1 - Jan 2, 2026
includes taxes & fees
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 hotels essential information

Accommodation
512 hotels
Lowest Price
CA $146
Highest Price
CA $431
Popular hotels
Classy AF Home Steps from Colby and Trails, Sister A-Frame in Woods B, Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore, Central Maine Apartment offering 4 Seasons of Fun., My Valhalla Farm, Lakefront home on McGrath Pond - once featured on Maine Cabin Masters, NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene., Maine Evergreen Hotel, an Ascend Collection Hotel, Senator Inn & Spa

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 CA $146 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 512 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

Senator Inn & Spa

Senator Inn & Spa

5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"Amazing service. Clean and spacious rooms. Great gym facilities. Pool was fantastic."
A verified traveller stayed at Senator Inn & Spa
Senator Inn & Spa

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