Sidney Vacations from $749

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Your Sidney Vacation

Prepare to experience Sidney in your own style with a custom Sidney vacation package! Uncovering the treasures of this lively city is simpler with a base in a neighborhood such as Winslow, which is great for history, among plenty of other things. Like some inspiration on what to see or do first during your trip to Sidney? Check off famous attractions like Thomas College. Browse Expedia's wide range of travel options and book your ideal vacation to Sidney now.

The Latest Sidney vacation packages

Price found within the past 48 hours. Click for updated prices.
The Brunswick Hotel

The Brunswick Hotel

3 out of 5
Price was $854, price is now $749 per person
$749
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Augusta (AUG)
9.4/10 Exceptional! (1,007 reviews)

Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast

3 out of 5
Price was $1,725, price is now $1,343 per person
$1,343
per person
Jan 18 - Jan 25
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Augusta (AUG)
10/10 Exceptional! (1 review)
Very charming place with great breakfast and beautiful lake

Reviewed on Oct 4, 2026

Red Cedar Haven in Sidney

Red Cedar Haven in Sidney

2 out of 5
Price was $3,352, price is now $2,635 per person
$2,635
per person
Jan 18 - Jan 25
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Augusta (AUG)
No reviews

Sunset Chalet-amazing Views Private hot tub

Sunset Chalet-amazing Views Private hot tub

3 out of 5
Price was $2,321, price is now $1,887 per person
$1,887
per person
Jan 18 - Jan 25
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Augusta (AUG)
10/10 Exceptional! (2 reviews)

Cozy Keyes Cottage-family-friendly Amazing Views

Cozy Keyes Cottage-family-friendly Amazing Views

3.5 out of 5
Price was $2,980, price is now $2,432 per person
$2,432
per person
Jan 18 - Jan 25
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Augusta (AUG)
No reviews

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Sidney Hotel Deals

Private Dock on Messalonskee Lake: Cozy Cottage!

Private Dock on Messalonskee Lake: Cozy Cottage!

Sidney ME
8.8/10 Excellent! (15 reviews)
"Second time staying at property and it was as expected. Feel like there are many minor improvements that could be made to give the renters a better experience. Some dishes still had debris on them before use and there was dust in a lot of areas. The fire pit could is some tlc as well. Overall good ..."

Reviewed on Oct 18, 2026

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Private Dock on Messalonskee Lake: Cozy Cottage!
Wellness Gardens Retreat

Wellness Gardens Retreat

Sidney ME
6/10 (3 reviews)
"Thank you"

Reviewed on Aug 17, 2026

Get rates
Wellness Gardens Retreat
Country Retreat | Hot Tub • Near Colby & Thomas

Country Retreat | Hot Tub • Near Colby & Thomas

Sidney ME
9.6/10 Exceptional! (47 reviews)
"We had a great stay for parents weekend at Colby! Great location, beautiful property. I just wish we had booked an extra night to enjoy this lovely home."

Reviewed on Sep 27, 2026

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Country Retreat | Hot Tub • Near Colby & Thomas
See all 531 properties in Sidney
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.

Find the Best Sidney Vacation Packages

Sidney Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Augusta State Airport (AUG)
Population
3,700
Top Sights
Maine State Museum, Capitol Park and Kennebec River Rail Trail

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Frequently asked questions

How much does a Sidney vacation package cost?
You'll find cheap prices from $749 on Expedia for your Sidney break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Sidney costs.
What are the cheapest months to go to Sidney?
October, November and December are the best times to look for cheap Sidney vacation packages. Opting to travel in less busy months means you'll typically find lower prices on flights and accommodations.
How many days is enough for Sidney?
Generally, a handful of days is enough to visit the main attractions during your Sidney vacation. However, if you prefer to have more time to relax or go on day trips, think about extending your itinerary.
How to find the best Sidney package deals?
Begin your search for a Sidney package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Sidney package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Sidney adventure underway.
Is it cheaper to book a Sidney vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still have the flexibility to create a customized Sidney vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Sidney?
If you're planning an impromptu Sidney getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Sidney vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Sidney trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.