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Diners' Choice: Great for outdoor dining restaurants in Central and Western MA

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OpenTable
Updated October 05, 2024

Looking for the best restaurants that are great for outdoor dining in Central and Western MA? You’re in the right place. Each month, OpenTable analyzes nearly 2 million global diner reviews from the past four months. We sort the results by location and category to help you discover new favorite restaurants. It's a great partnership: you reserve, eat, and review. We listen...and deliver the results for all to benefit. Enjoy!


A photo of The Rail Trail Flatbread Co. - Milford restaurant
4.8
4.8 (284)
$30 and under
Pizza Bar
Milford
About the restaurant
The Rail Trail Flatbread Co., celebrated its grand opening on 12/12/23, marking not only a milestone in Milford's downtown revitalization but also a nod to the original Hudson location's success. Built in a meticulously renovated former bank that features a spacious restaurant and bar, outdoor patio, and upstairs events space, creating a warm, inviting atmosphere.

The Milford location reflects a two-and-a-half-year renovation effort, preserving historical elements like the century-old clock, vault door, and exposed brick walls. The open dining layout encourages interaction, adorned with family photos for a homey feel.

Though famous for flatbreads, Rail Trail boasts diverse offerings, each component is made in-house. Notable flatbreads include "Fig & Walnut" and "Mexican Street Corn," alongside the popular "Primo Pepperoni." Appetizers like "Hot Tots" and "Sesame Cauliflower" showcase Rail Trail's culinary creativity.


Top review
Beth
Dined 6 days ago
We love it here whether it’s with family or friends always a good meal. Love that you can have one pizza and split into two kinds. No one is disappointed and an opportunity to try something else too.
A photo of 30 Boltwood - Inn on Boltwood restaurant
4.7
4.7 (1034)
$31 to $50
Contemporary American
Amherst
About the restaurant
We have moved reservations platforms. Please book thru TOCK.
Top review
Daniel
Dined 7 days ago
I’ve been to 30 Boltwood before and I am a fan, so my review may be somewhat biased. This time was for Brunch with my wife’s family who were visiting from out of town. Food was excellent (I had the Turkish Eggs), atmosphere was quiet and comfortable (10:00 AM is a sweet spot for Brunch on a Saturday between the early and late morning rushes). We were seated and helped right away. The only ding on this trip is that once the other tables started to arrive, we were forgotten about. I had to wave down a server for refills on water and coffee, and once again for the check. Not too bad - I think they might have just been caught a little understaffed at that particular time. I would still highly recommend this restaurant.
A photo of Specialty Bar and Grill restaurant
4.7
4.7 (165)
$31 to $50
American
Worcester
About the restaurant
INSPIRED BY DISHES FROM AROUND THE WORLD, WE PREPARE A MENU OF FRESH CUISINE, SAUTÉED AND GRILLED.
Top review
Kathy
Dined on Sep 28, 2024
The atmosphere was nice and service was great, easy to find
A photo of Tavern in the Square - Shrewsbury restaurant
4.6
4.6 (994)
$30 and under
American
Shrewsbury
About the restaurant
Tavern in the Square located at the Lakeway Commons on route 9 in Shrewsbury. Our Tavern in the Square Shrewsbury location features an open floor plan along with a 50 seat bar that extends on to our patio. 50 beers on draft and a menu made with the freshest ingredients and our big screen TV’s to watch all your favorite sports teams. Our all season enclosed patio features dining tables, bar chairs, and a lounge area.
Top review
diane
Dined 3 days ago
The service was very good. The food was good for the price but very noisy.
A photo of Black & White Grille restaurant
4.6
4.6 (668)
$30 and under
American
Worcester
About the restaurant
Welcome to the Black & White Grille & Pizzeria! We are family owned & operated, we pride ourselves on providing our customers with the best quality product and service as we would to our own families. Together with our staff, we devote our time to creating entrees that cater to all taste buds. We hope that you enjoy your time spent with us as you dine. Our goal is to make your experience one that will leave you coming back for more.
Top review
Janice
Dined on Sep 29, 2024
4 of us met for Sunday lunch. We always make reservations because this is a popular restaurant. We were seated immediately and our server stopped by with minutes of us being seated. She was very efficient & friendly. All of us thought the food was delicious. Love this place!
A photo of Casta Diva restaurant
4.5
4.5 (184)
$30 and under
Italian
Northborough
About the restaurant
Casta Diva was founded on the idea that the people of Central Massachusetts shouldn’t have to go all the way to the North End to get real, fresh Northern Italian cuisine.
Top review
Carey
Dined on Sep 7, 2024
Great restaurant! Food and drinks are always delicious. Haven’t had a bad experience in the last few years since changing ownership / management. Staff are lovely and happy to make recommendations. Prices are up there, so a dinner out for two or four can add up quickly, but we still enjoy this restaurant and will continue to return!
A photo of The Log Cabin-Holyoke restaurant
4.4
4.4 (2945)
$31 to $50
Contemporary American
Holyoke
About the restaurant
Enjoy panoramic views, beautifully appointed rooms and first class service at Western Massachusetts' premier wedding and event venue.
Top review
Meghan
Dined on Aug 16, 2024
In general, our family is not easy to please. After leaving the Mick however, every single person in our party of 12 was raving about the appetizers, their dinners, their drinks, our wonderful server, and the beautiful ambiance. We had an excellent experience and will be back.
A photo of Max Tavern - Springfield restaurant
4.3
4.3 (63)
$31 to $50
American
Springfield
About the restaurant
!Max Tavern's innovative menu features contemporary American cuisine, classic chophouse fare, craft cocktails, and more. Our team strives to make sure you have a memorable dining experience each and every time.

If you're looking to make a larger reservation please contact us directly at (413)-746-6299

Top review
Kelsie
Dined on Oct 3, 2024
I had a great experience! The workers were nice and very helpful! They gave my boyfriend a card for his birthday I found that so lovely. It was our first time at the restaurant and i loved it. Cant wait to come back. Thank you guyss
A photo of Pillow Cafe restaurant
4.1
4.1 (206)
$50 and over
American
Becket
About the restaurant
The Pillow Cafe is the perfect dining option before or after a show at Jacob's Pillow! Dine al-fresco under our tent on the beautiful and historic grounds, which rest on the ancestral homelands of the Muh-he-con-ne-ok or Mohican people. Reservations start in May and are strongly encouraged.

Executive Chef Stephen Will uses the finest, locally sourced ingredients to cultivate a delicious menu of appetizers, entrees and desserts. Enjoy the audience-favorite chilled lobster roll, or the cooked-to-order filet mignon, or a hearty Charcuterie spread! Take delight in choosing a libation, be it wine, beer, cocktails or mocktails! A 2023 OpenTable Diners Choice Award Winning Restaurant, we hope you will join us for a memorable dining experience which features the finest from The Berkshires.

Top review
Daniel
Dined on Aug 22, 2024
Fantastic amenity for patrons! Made for. Great evening.
A photo of Caminito Steakhouse restaurant
4.0
4 (596)
$31 to $50
Steakhouse
Northampton
About the restaurant
Award Winning Wood Fire Steakhouse. Great selection of South American Wines. Seasonal outdoor patio. Come in and taste the wood fire difference!
Top review
Stephen
Dined on Sep 20, 2024
Our server, Ben, was great. Energetic, friendly and accomadating. He did a great job presenting the specials and answered any questions we had. He took care of us very well and added to the dining experience. The food was delicious, as usual. The cheesecake was a perfect dessert. The atmosphere was relaxing and inviting. We're never disappointed when we go her for dinner.
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