Deals on vacations and trips to Oakland

Save when you book Oakland, ME package deals

Choose two or more items and save on your trip:

Oakland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Spruce Point Inn

Spruce Point Inn

3.5 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 25
Roundtrip flight included
Washington (DCA) to Augusta (AUG)
A full-service spa, 2 restaurants, and 2 spa tubs are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free WiFi.
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
per person
Jun 19 - Jun 25
Roundtrip flight included
Washington (DCA) to Augusta (AUG)
Ski-in/ski-out access, a gym, and a restaurant are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Enjoy the outdoor pool and perks like free self parking.
Jordan Hotel

Jordan Hotel

3 out of 5
per person
Jun 19 - Jun 25
Roundtrip flight included
Washington (DCA) to Augusta (AUG)
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Enjoy the outdoor pool and perks like free self parking and a free area shuttle.
House near Acadia National Park

House near Acadia National Park

4 out of 5
per person
Jun 10 - Jun 17
Roundtrip flight included
Colorado Springs (COS) to Augusta (AUG)
Colonial Inn Ellsworth

Colonial Inn Ellsworth

2 out of 5
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Grand Rapids (GRR) to Augusta (AUG)
A restaurant and an indoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Top Oakland hotel deals

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

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

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This cabin includes a garden and barbecue grills.
Outdoor Space
Kitchen
Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.

The price is $115 per night
$115
per night
May 7 - May 8
A garden is available at this apartment.
Outdoor Space
Kitchen
Cozy Long Pond cottage, private mooring and community beach. Bring your boat!

Cozy Long Pond cottage, private mooring and community beach. Bring your boat!

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This vacation home features a water park and barbecue grills.
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

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This vacation home features a garden, a picnic area, and barbecue grills.
Holiday Inn Express & Suites Waterville - North, an IHG Hotel

Holiday Inn Express & Suites Waterville - North, an IHG Hotel

2.5 out of 5
332 Main St, Waterville, ME
Free Cancellation
The price is $144 per night
$144
per night
May 27 - May 28
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 freebies like buffet breakfast and free self parking.
The Elmwood

The Elmwood

2.5 out of 5
455 Kennedy Memorial Dr, Waterville, ME
Free Cancellation
Reserve now, pay when you stay
The price is $149 per night
$149
per night
May 6 - May 7
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
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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.

Popular places to visit

Image for Tree Spirits

Tree Spirits

You can enjoy a tasting or tour at Tree Spirits during your travels to Oakland. Make time to visit the shops and monuments while you're in the area.

Tree Spirits

Frequently asked questions

How much are vacation packages to Oakland?
With deals starting as low as $835, flight and hotel packages are a fantastic way to make your vacation budget stretch further. Watch out Oakland — here you come!
Where can I get the best vacation package deals for Oakland?
For the best Oakland package deal, head straight to Travelocity. Take your pick from as many as 400 air carriers and 1,000,000 worldwide properties to create your ideal trip — the choice is all yours!
Why should I purchase my Oakland vacation bundle via Travelocity?
From enticing destinations to fun experiences, we have everything you need to appease your wanderlust. Our 24/7 customer care will also ensure you’re taken care of before, during and after your vacation. And don’t panic if you spot a lower price on your booking, we’ll match it. That’s our Price Match Guarantee.
Can I save money on my Oakland car rental if I combine it with a hotel or flight?
With an Oakland vacation package, you can combine your hotel, flight and car bookings and save a tidy sum. If you’re eager to discover the best of this awesome city, why not start with Mount Washington State Park? This popular sight is 80 mi from Oakland. With your own rental car, you’ll be there before you know it.
What is the best time of year to go to Oakland?
February, May and August is high season here, while October, November and December are the quietest months. If your bank balance is your main consideration, avoid visiting in as it’s generally the dearest time. The least expensive month to visit is .
Which airport is best for Oakland?
There’s a high chance you’ll arrive at Bangor Intl. Airport (BGR), situated 50 mi northeast of inner Oakland. Augusta State Airport (AUG) (16 mi away from central Oakland) and Knox County Regional Airport (RKD) (45 mi away from central Oakland) are other options.
Where should I stay when visiting Oakland?
Many visitors choose to check in to the Central Maine Apartment Offering 4 Seasons Of Fun. It’s a terrific base for your Oakland getaway.