Brookline Vacations from $336

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Your Brookline Vacation

When a break in the city is calling, answer it with a Brookline vacation package. The neighborhood of Downtown Springfield, which is great for dining, culture and history, makes a terrific base for your adventures. Fill your days with tours of Wilsons Creek National Battlefield, Mizumoto Japanese Stroll Garden and Nathanael Greene/Close Memorial Park, some of the things you just have to see during a trip to Brookline. Whoever you're going away with and whether your budget is big or small, your ultimate Brookline vacation is just clicks away with Expedia.

The Latest Brookline vacation packages

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

The Retro Hotel

2.5 out of 5
Branson Theater District
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
9/10 Wonderful! (51 reviews)
The kids loved it especially the pool. The rooms and hotel needs to be updated a little more. It was clean and we would probably stay here again

Reviewed on Jul 15, 2025

Westgate Branson Lakes Resort

Westgate Branson Lakes Resort

4 out of 5
per person
Aug 29 - Sep 1
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (SGF)
8/10 Very Good! (740 reviews)
We enjoyed our stay at westgate lakes. The one bedroom where we stayed was in good condition. Our only complaint was that the floor in our rooms were not clean.

Reviewed on Jun 27, 2025

Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
per person
Aug 29 - Sep 1
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (SGF)
7.6/10 Good! (1,002 reviews)
The staff was amazing. We arrived and our a/c was frozen over and without question, the staff immediately put us into a new room and no questions were asked. I was impressed with the staff.

Reviewed on Jul 13, 2025

Stormy Point Village Lakeside

Stormy Point Village Lakeside

4 out of 5
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
8/10 Very Good! (181 reviews)
Great front desk crew

Reviewed on Jun 23, 2025

Club Wyndham Branson at The Falls

Club Wyndham Branson at The Falls

3 out of 5
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
8.2/10 Very Good! (150 reviews)
The suite was beautiful, spacious, and comfortable. There was renovation materials outside to maneuver through, but otherwise a very nice experience.

Reviewed on Mar 10, 2025

Don't see what you're looking for?
See all available trips from Columbus to Brookline
View all trips

Brookline Hotel Deals

Baymont by Wyndham Springfield South Hwy 65

Baymont by Wyndham Springfield South Hwy 65

2.5 out of 5
3343 E Battlefield St, Springfield, MO
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Jul 16 to Jul 17
$101 total
Jul 16 - Jul 17
Total includes taxes and fees
8/10 Very Good! (1,318 reviews)
Overall good value!
"Clean but aged, bed wasn’t great but ok."

Reviewed on Jul 12, 2025

Baymont by Wyndham Springfield South Hwy 65
University Plaza Hotel and Convention Center Springfield

University Plaza Hotel and Convention Center Springfield

3.5 out of 5
333 S John Q Hammons Pkwy, Springfield, MO
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $106 total per night from Aug 13 to Aug 14
$106 total
Aug 13 - Aug 14
Total includes taxes and fees
7.6/10 Good! (1,167 reviews)
"All great. Breakfast could be better."

Reviewed on Jul 13, 2025

University Plaza Hotel and Convention Center Springfield
Greenstay Hotel & Suites

Greenstay Hotel & Suites

2.5 out of 5
222 N Ingram Mill Road, Springfield, MO
Fully refundable
$87 nightly
The price is $99 total per night from Jul 17 to Jul 18
$99 total
Jul 17 - Jul 18
Total includes taxes and fees
8.6/10 Excellent! (1,457 reviews)
"Friendly front desk."

Reviewed on Jul 11, 2025

Greenstay Hotel & Suites
See all 407 properties in Brookline
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 Brookline Vacation Packages

Brookline Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Springfield-Branson National Airport (SGF)
Population
370
Top Sights
Fantastic Caverns, Dickerson Park Zoo and Discovery Center of Springfield

More vacations you might like

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Brookline vacation package cost?
Offering excellent value package deals from $336 on Expedia, you'll be pleasantly surprised at how much a vacation to Brookline costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Brookline?
December, January and February are the best times to look for cheap Brookline vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on hotels and flights.
How many days is enough for Brookline?
With a well-planned schedule, you can easily tick off the top Brookline sights in a handful of days. But if you want to discover hidden gems or go on day tours, think about booking your Brookline vacation for longer.
How to find the best Brookline package deals?
Begin your search for a Brookline package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Brookline package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Brookline adventure off to a flying start.
Is it cheaper to book a Brookline vacation as a package?
You can enjoy significant savings on your Brookline getaway by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Brookline?
Score incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Brookline break.
Does Expedia offer Book Now, Pay Later Brookline vacation packages?
Your Brookline trip is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you that extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.