Baldwyn Vacations from $477

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Your Baldwyn Vacation

When you book a Baldwyn vacation package, you can relax and enjoy your getaway to the fullest. Discover the best things about this exciting city knowing that all your travel arrangements have been organized in advance. If sightseeing is on your to-do list during your trip to Baldwyn, check out popular attractions such as Brices Cross Roads National Battlefield Site. Your perfect Baldwyn vacation is a couple of clicks away. Browse accommodations, flights and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest Baldwyn vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Olive Branch by IHG

Holiday Inn Express & Suites Olive Branch by IHG

2.5 out of 5
Price was $542, price is now $477 per person
$477
per person
Jul 2 - Jul 6
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Tupelo (TUP)
8.6/10 Excellent! (1,006 reviews)
Breakfast is always so good. The cinnamon rolls are my favorite. The staff is *always* super nice and friendly and helpful. The rooms are clean. The only thing we had an issue with someone stomping in their room what seemed like all night. We also had a dog next door but that was swiftly dealt with. We visit here often and this is always where we stay. Highly recommend.

Reviewed on Apr 12, 2026

Historic Whispering Woods Hotel & Conference Center

Historic Whispering Woods Hotel & Conference Center

3 out of 5
Price was $582, price is now $534 per person
$534
per person
May 22 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
7.4/10 Good! (1,002 reviews)
Yes, everything was perfect!

Reviewed on Mar 29, 2026

Best Western Plus Desoto

Best Western Plus Desoto

2.5 out of 5
Price was $553, price is now $520 per person
$520
per person
May 22 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
8.4/10 Very Good! (850 reviews)
The room were nice staff was nice definitely I nice vacation place we enjoy everytime we stay

Reviewed on Apr 9, 2026

Hotel DeSoto

Hotel DeSoto

2.5 out of 5
Price was $527, price is now $497 per person
$497
per person
May 22 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
9/10 Wonderful! (1,112 reviews)
I was very happy with our stay here as it was very welcoming. Staff was kind and helpful and our room was comfortable and clean.

Reviewed on Apr 13, 2026

Hilton Garden Inn Olive Branch, MS

Hilton Garden Inn Olive Branch, MS

3 out of 5
Price was $592, price is now $566 per person
$566
per person
Jul 2 - Jul 6
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Tupelo (TUP)
8.8/10 Excellent! (424 reviews)
Clean room, friendly staff. Just did a one night stay when attending a convention.

Reviewed on Apr 12, 2026

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Discover the most popular places to visit in Baldwyn

Brices Cross Roads National Battlefield Site

4/5(11 reviews)

Explore the great outdoors at Brices Cross Roads National Battlefield Site, a lovely green space in Baldwyn.

Brices Cross Roads National Battlefield Site

Baldwyn Hotel Deals

Best Western Plus Tupelo Inn & Suites

Best Western Plus Tupelo Inn & Suites

2.5 out of 5
3158 N Gloster Street Tupelo MS
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Apr 26 to Apr 27
$120 total
Apr 26 - Apr 27
Total with taxes and fees
8.8/10 Excellent! (1,020 reviews)
The room was fine. I would say over all it was fine. The shower was freezing cold had to send my husband to the front and they had to reset the heater. Wouldn’t stay there again.

Reviewed on Apr 13, 2026

Best Western Plus Tupelo Inn & Suites
Baymont by Wyndham Tupelo

Baymont by Wyndham Tupelo

2.5 out of 5
625 Spicer Drive Tupelo MS
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $72 total per night from May 10 to May 11
$72 total
May 10 - May 11
Total with taxes and fees
7.6/10 Good! (1,002 reviews)
The pictures on the site did not match the condition of the room. I feel like they updated one room to take pictures of to put on the website; but didn't update/repair all of them. There was water damage on the ceiling and the carpeting was old and stained. It smelled very strongly of weed when we ...

Reviewed on Apr 8, 2026

Baymont by Wyndham Tupelo
Red Roof Inn Tupelo

Red Roof Inn Tupelo

2 out of 5
1516 Mccullough Blvd Tupelo MS
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $71 total per night from Apr 20 to Apr 21
$71 total
Apr 20 - Apr 21
Total with taxes and fees
8.2/10 Very Good! (1,009 reviews)
Everything was delicious enjoyed Everything

Reviewed on Apr 13, 2026

Red Roof Inn Tupelo
See all 126 properties in Baldwyn
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 Baldwyn Vacation Packages

Baldwyn Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tupelo Regional Airport (TUP)
Population
3,300
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
NE Mississippi Community College and Brices Cross Roads National Battlefield Site

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Frequently asked questions

How much does a Baldwyn vacation package cost?
Offering excellent value package deals from $477 on Expedia, you'll be thrilled with how little a vacation to Baldwyn costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Baldwyn?
If you're hoping to snag a cheap Baldwyn vacation package, consider traveling in May, June and August. You're likely to find lower prices on flights and accommodations during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Baldwyn?
With a well-organized itinerary, you can easily tick off the most popular Baldwyn attractions in a few days. But if you want to discover lesser-known spots or go on day tours, consider booking your Baldwyn vacation for longer.
How to find the best Baldwyn package deals?
Begin your search for a Baldwyn package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune 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 ideal Baldwyn package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Baldwyn adventure off to a flying start.
Is it cheaper to book a Baldwyn vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays individually. Better still, you can tailor your Baldwyn escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Baldwyn?
If you're planning a spur-of-the-moment Baldwyn trip, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Baldwyn vacation packages?
If you're like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Baldwyn break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.