Baldwin Vacations from $594

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Your Baldwin Vacation

Lock in a Baldwin vacation package and prepare for a wonderful getaway. Well known for its friendly locals and lively atmosphere, there's lots to love about this captivating city. In the mood to explore the sights but unsure where to start? Any trip to Baldwin should include Long Beach Marina. Stop daydreaming and start traveling. Browse the range of options on Expedia today and finally put your Baldwin vacation plans into action!

The Latest Baldwin vacation packages

Price found within the past 48 hours. Click for updated prices.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $937, price is now $594 per person
$594
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Wonderful but be prepared to pay for breakfast. They have coffee and a sweet something but nothing healthy or hot unless you pay for it. Great location.

Reviewed on Jul 8, 2026

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $1,720, price is now $1,165 per person
$1,165
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
Amazing property everything was perfection

Reviewed on Jul 9, 2026

Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $2,770, price is now $1,911 per person
$1,911
per person
Sep 18 - Sep 21
found 15 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
9.6/10 Exceptional! (323 reviews)
We just love it there. It is our happy place. Beautiful grounds, comfortable, friendly and downy to earth staff. Wonderful place!

Reviewed on Jun 26, 2026

Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,356, price is now $968 per person
$968
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
10/10 Exceptional! (5 reviews)
It was a spacious, clean, well thought out space with all the expected amenities. The location is ideal, and the hotel is truly a treasure.

Reviewed on Jun 28, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,097, price is now $798 per person
$798
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Spacious with plenty of room for my family of four. Excellent kitchen, washer and dryer and stellar location close to Waterfront district.

Reviewed on Jul 5, 2026

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Baldwin Hotel Deals

Motel 6 Portland, ME

Motel 6 Portland, ME

2 out of 5
1 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $83 total per night from Jul 19 to Jul 20
$83 total
Jul 19 - Jul 20
Total with taxes and fees
5.6/10 (1,012 reviews)
"We had a blast visiting Portland, food was excellent and everything was downtown was top notch. Parking was a little tough but everything downtown was over the top. Stores and food..... Will definitely come back again....."

Reviewed on Jul 8, 2026

Motel 6 Portland, ME
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $148 total per night from Jul 12 to Jul 13
$148 total
Jul 12 - Jul 13
Total with taxes and fees
7.8/10 Good! (1,007 reviews)
"I was supposed to have a King Bed with hot tub. That is what I paid for. Unfortunately, when I got to check in I was told that they didn't have any more of those rooms. I ended up downgraded to a room with a queen bed, no hot tub. I was not offered a refund on the difference in rooms. Breakfast was ..."

Reviewed on Jul 8, 2026

Ramada Plaza by Wyndham Portland
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $160 total per night from Jul 12 to Jul 13
$160 total
Jul 12 - Jul 13
Total with taxes and fees
8.2/10 Very Good! (1,014 reviews)
"Great visit for family visit"

Reviewed on Jul 8, 2026

Fireside Inn & Suites Portland
See all 1,763 properties in Baldwin
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 Baldwin Vacation Packages

Baldwin Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Top Sights
Sebago Lake State Park, Sebago Lake and Point Sebago Golf Resort

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Frequently asked questions

How much does a Baldwin vacation package cost?
You can pick up a vacation package to this destination from $594 on Expedia. But how much your vacation to Baldwin costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Baldwin?
You can typically find reduced prices and better availability in November, December and January. Explore our cheap Baldwin vacation packages and you could get some great off-season deals.
How many days is enough for Baldwin?
The ideal duration of your Baldwin vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you time to tick off all the main sights and discover some hidden gems along the way.
How to find the best Baldwin package deals?
Use Expedia's filter tool to help you find some unbeatable Baldwin package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Baldwin package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Baldwin vacation as a package?
You can enjoy significant savings on your next Baldwin retreat by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Baldwin?
If you're planning an impromptu Baldwin trip, check out 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 score incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Baldwin vacation packages?
If you're anything like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Baldwin break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.