Brookline Vacations from $572

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • 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.
Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Shepherd of the Hills
Price was $885, price is now $572 per person
$572
per person
Mar 12 - Mar 16
just found
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)
8/10 Very Good! (1,007 reviews)
We love Westgate Branson Woods! So close to everything and gated, quiet, and cozy!

Reviewed on Jan 17, 2026

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

4 out of 5
Skyview
Price was $993, price is now $722 per person
$722
per person
Mar 19 - Mar 23
just found
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)
9.2/10 Wonderful! (2,133 reviews)
The room was spotless and very

Reviewed on Jan 6, 2026

Homestead Motel

Homestead Motel

2 out of 5
Hiawatha Heights
Price was $1,125, price is now $823 per person
$823
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Springfield (SGF)
9.2/10 Wonderful! (358 reviews)
Room was clean and was up to expectations. Great location right in the middle of the landing and the main strip

Reviewed on Dec 29, 2025

Still Waters Resort

Still Waters Resort

4 out of 5
Price was $858, price is now $634 per person
$634
per person
Mar 19 - Mar 23
just found
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)
8.8/10 Excellent! (4,446 reviews)
We enjoyed the location and view. The convenience of having food options, drinks and coffee was nice.

Reviewed on Jan 4, 2026

Westgate Branson Lakes Resort

Westgate Branson Lakes Resort

4 out of 5
Price was $884, price is now $654 per person
$654
per person
Mar 19 - Mar 23
just found
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)
8.2/10 Very Good! (849 reviews)
Everything was fine and staff were great. Only complaint was the heating issue. We had to call both nights so they could turn the breaker off just to have the heater blow hot air. They were nice & they handled it promptly, just a slight inconvenience is all.

Reviewed on Dec 22, 2025

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

Brookline Hotel Deals

Bass Pro Shops Angler's Lodge

Bass Pro Shops Angler's Lodge

2.5 out of 5
621 W Sunshine St Springfield MO
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $131 total per night from Jan 18 to Jan 19
$131 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (2,005 reviews)
Nice room, helpful staff. Only needs more accessible plugs or usb ports.

Reviewed on Jan 13, 2026

Bass Pro Shops Angler's Lodge
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
$96 nightly
The price is $109 total per night from Feb 15 to Feb 16
$109 total
Feb 15 - Feb 16
Total with taxes and fees
7.8/10 Good! (1,317 reviews)
Nice people

Reviewed on Jan 12, 2026

University Plaza Hotel and Convention Center Springfield
Hotel Vandivort

Hotel Vandivort

4 out of 5
305 E. Walnut Springfield MO
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $198 total per night from Jan 18 to Jan 19
$198 total
Jan 18 - Jan 19
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
Great stay at Hotel Vandivort. The beds were very comfortable and the location made it easy to walk to everything downtown. We loved the rooftop bar, and having a restaurant right on property was super convenient. Would definitely stay here again.

Reviewed on Jan 9, 2026

Hotel Vandivort
See all 416 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 $572 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.

Explore a world of travel with Expedia

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