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Chatham Wayside Inn — Hotel in Chatham

Name
Chatham Wayside Inn
Description
Refined hotel set in a polished mansion dating from 1860 offering a seasonal outdoor pool & dining.
Nearby attractions
Kate Gould Park
15 Chatham Bars Ave, Chatham, MA 02633
EXPRESSIONS Gallery
578 Main St, Chatham, MA 02633
Whit Tileston Chatham Bandstand
11 Chatham Bars Ave, Chatham, MA 02633
Artful Hand Gallery
459 Main St B, Chatham, MA 02633
Chase Park
Cross St, Chatham, MA 02633
Chatham Veterans Field
702 Main St, Chatham, MA 02633
Chatham Labyrinth
Shattuck Pl, Chatham, MA 02633
Chatham Railroad Museum
153 Depot Rd, Chatham, MA 02633
Atwood Museum
347 Stage Harbor Rd, Chatham, MA 02633
Nearby restaurants
Wild Goose Tavern
512 Main St, Chatham, MA 02633
Chatham Squire
487 Main St, Chatham, MA 02633
Bluefins Sushi & Sake Bar
513 Main St, Chatham, MA 02633
Impudent Oyster
15 Chatham Bars Ave, Chatham, MA 02633
Chatham Cookware
524 Main St, Chatham, MA 02633
Aplaya Kitchen + Tiki Bar
483 Main St, Chatham, MA 02633
Captain's Table
576 Main St, Chatham, MA 02633
Carmine's Pizza
595 Main St, Chatham, MA 02633
Viera on Main
593 Main St, Chatham, MA 02633
Pizza Shark Chatham
637 Main St, Chatham, MA 02633, United States
Nearby hotels
The Old Harbor Inn
22 Old Harbor Rd, Chatham, MA 02633, United States
Chatham Bars Inn
297 Shore Rd, Chatham, MA 02633, United States
Hawthorne Motel
196 Shore Rd, Chatham, MA 02633, United States
Surfside Inn Chatham
25 Holway St, Chatham, MA 02633
Bow Roof House
59 Queen Anne Rd, Chatham, MA 02633
Culdesac Cottage Bed and Breakfast
49 Glover Square, Chatham, MA 02633
Related posts
Keywords
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Chatham Wayside Inn things to do, attractions, restaurants, events info and trip planning
Chatham Wayside Inn
United StatesMassachusettsChathamChatham Wayside Inn

Basic Info

Chatham Wayside Inn

512 Main St, Chatham, MA 02633
4.0(122)
hotel-provider
hotel-provider
hotel-provider
See all
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Ratings & Description

Info

Refined hotel set in a polished mansion dating from 1860 offering a seasonal outdoor pool & dining.

attractions: Kate Gould Park, EXPRESSIONS Gallery, Whit Tileston Chatham Bandstand, Artful Hand Gallery, Chase Park, Chatham Veterans Field, Chatham Labyrinth, Chatham Railroad Museum, Atwood Museum, restaurants: Wild Goose Tavern, Chatham Squire, Bluefins Sushi & Sake Bar, Impudent Oyster, Chatham Cookware, Aplaya Kitchen + Tiki Bar, Captain's Table, Carmine's Pizza, Viera on Main, Pizza Shark Chatham
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Phone
(800) 242-8426
Website
waysideinn.com

Plan your stay

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Reviews

Nearby attractions of Chatham Wayside Inn

Kate Gould Park

EXPRESSIONS Gallery

Whit Tileston Chatham Bandstand

Artful Hand Gallery

Chase Park

Chatham Veterans Field

Chatham Labyrinth

Chatham Railroad Museum

Atwood Museum

Kate Gould Park

Kate Gould Park

4.6

(32)

Open 24 hours
Click for details
EXPRESSIONS Gallery

EXPRESSIONS Gallery

5.0

(69)

Open 24 hours
Click for details
Whit Tileston Chatham Bandstand

Whit Tileston Chatham Bandstand

4.8

(10)

Open 24 hours
Click for details
Artful Hand Gallery

Artful Hand Gallery

4.5

(23)

Open 24 hours
Click for details

Things to do nearby

2025  SYLA Holiday Cookie Stroll
2025 SYLA Holiday Cookie Stroll
Sat, Dec 13 • 10:00 AM
312 Old Main Street, South Yarmouth, MA 02664
View details
Chatham Holiday Gala
Chatham Holiday Gala
Sat, Dec 13 • 7:00 PM
297 Shore Road, Chatham, MA 02633
View details
Candlelight: Tribute to Adele
Candlelight: Tribute to Adele
Thu, Dec 11 • 6:00 PM
35 Hope Ln, Dennis, 02638
View details

Nearby restaurants of Chatham Wayside Inn

Wild Goose Tavern

Chatham Squire

Bluefins Sushi & Sake Bar

Impudent Oyster

Chatham Cookware

Aplaya Kitchen + Tiki Bar

Captain's Table

Carmine's Pizza

Viera on Main

Pizza Shark Chatham

Wild Goose Tavern

Wild Goose Tavern

4.1

(396)

$$

Click for details
Chatham Squire

Chatham Squire

4.2

(866)

$$

Click for details
Bluefins Sushi & Sake Bar

Bluefins Sushi & Sake Bar

4.5

(285)

Click for details
Impudent Oyster

Impudent Oyster

4.5

(408)

Click for details
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Posts

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ashley_seiboldashley_seibold
WHERE WE STAYED: Chatham, MA. 🗝️🩶 #chathamwaysideinn #chatham #massachusetts #wherewestayed #hotel #chathamma #relaxing #vacation #traveltiktok #beach #mainstreet #viral #capecodmassachusetts
PeterPeter
This Inn seemed to very much be a "wannabe" place, but didn't know quite know what it takes to be a nice Inn. While not on the beach or ocean, the location is a great downtown one. Service seemed reluctantly provided, and with an attitude. They provided a low level of service: with two people at the front desk and no other customers there, I waited for one on the computer to finish or the other on their cell phone to finish. The two seemed to be playing a game of chicken, which would break and help the customer. If a question was outside the typical front desk question the answer wasn't, anything to the effect of "let me see if I can help you with that", but "I'm not sure" or "I don't know." A top end (there are three levels) king room had one chair in it, fine when I'm alone on business, but I don't think that's the bulk of the clientele. The room needs two chairs or a couch, which there was space for. The chair itself was very discolored at contact surfaces: top of arms, seat and back. Color was quite different (looked cleaner) on non-contact surfaces such as sides. We didn't know if it was dirty or if the color had worn. Other than color, fabric seemed to be in okay condition. We didn't/wouldn't sit in it. Bed was good for sleeping, and we also sat on it. There were three windows, one larger two smaller, but the larger was broken. The sash would go up, but when released would slam down. There was some wood rot that had some black dots in it. Mold? Bathroom was fine, but plain, devoid of decor and even missing some typical items such as a hair dryer. The showerhead moved minimally, and angled up so the spray couldn't be avoided. The outlets at the head of the bed were full and no outlet was available in the nightstand light or otherwise. We pulled the nightstands out, unplugged stuff and plugged our stuff in. It worked, but more appropriate of a Motel 6, not the nice Inn this wants to be. The Continental breakfast was very plain and uninspiring: bowl of cut up, unripe cantaloupe and honeydew, blueberries, juices, coffee, tea, water, little packs of typical Kellogg's cereals, yogurt, and mass produced, plastic bag bagels and white and wheat bread with a toaster available. We were here one night and won't be back.
Rich HardieRich Hardie
This is a nice historic Hotel in Chatham Massachusetts.
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Pet-friendly Hotels in Chatham

Find a cozy hotel nearby and make it a full experience.

WHERE WE STAYED: Chatham, MA. 🗝️🩶 #chathamwaysideinn #chatham #massachusetts #wherewestayed #hotel #chathamma #relaxing #vacation #traveltiktok #beach #mainstreet #viral #capecodmassachusetts
ashley_seibold

ashley_seibold

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Affordable Hotels in Chatham

Find a cozy hotel nearby and make it a full experience.

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This Inn seemed to very much be a "wannabe" place, but didn't know quite know what it takes to be a nice Inn. While not on the beach or ocean, the location is a great downtown one. Service seemed reluctantly provided, and with an attitude. They provided a low level of service: with two people at the front desk and no other customers there, I waited for one on the computer to finish or the other on their cell phone to finish. The two seemed to be playing a game of chicken, which would break and help the customer. If a question was outside the typical front desk question the answer wasn't, anything to the effect of "let me see if I can help you with that", but "I'm not sure" or "I don't know." A top end (there are three levels) king room had one chair in it, fine when I'm alone on business, but I don't think that's the bulk of the clientele. The room needs two chairs or a couch, which there was space for. The chair itself was very discolored at contact surfaces: top of arms, seat and back. Color was quite different (looked cleaner) on non-contact surfaces such as sides. We didn't know if it was dirty or if the color had worn. Other than color, fabric seemed to be in okay condition. We didn't/wouldn't sit in it. Bed was good for sleeping, and we also sat on it. There were three windows, one larger two smaller, but the larger was broken. The sash would go up, but when released would slam down. There was some wood rot that had some black dots in it. Mold? Bathroom was fine, but plain, devoid of decor and even missing some typical items such as a hair dryer. The showerhead moved minimally, and angled up so the spray couldn't be avoided. The outlets at the head of the bed were full and no outlet was available in the nightstand light or otherwise. We pulled the nightstands out, unplugged stuff and plugged our stuff in. It worked, but more appropriate of a Motel 6, not the nice Inn this wants to be. The Continental breakfast was very plain and uninspiring: bowl of cut up, unripe cantaloupe and honeydew, blueberries, juices, coffee, tea, water, little packs of typical Kellogg's cereals, yogurt, and mass produced, plastic bag bagels and white and wheat bread with a toaster available. We were here one night and won't be back.
Peter

Peter

hotel
Find your stay

The Coolest Hotels You Haven't Heard Of (Yet)

Find a cozy hotel nearby and make it a full experience.

hotel
Find your stay

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Find a cozy hotel nearby and make it a full experience.

This is a nice historic Hotel in Chatham Massachusetts.
Rich Hardie

Rich Hardie

See more posts
See more posts

Reviews of Chatham Wayside Inn

4.0
(122)
avatar
2.0
6y

This Inn seemed to very much be a "wannabe" place, but didn't know quite know what it takes to be a nice Inn.

While not on the beach or ocean, the location is a great downtown one.

Service seemed reluctantly provided, and with an attitude. They provided a low level of service: with two people at the front desk and no other customers there, I waited for one on the computer to finish or the other on their cell phone to finish. The two seemed to be playing a game of chicken, which would break and help the customer. If a question was outside the typical front desk question the answer wasn't, anything to the effect of "let me see if I can help you with that", but "I'm not sure" or "I don't know."

A top end (there are three levels) king room had one chair in it, fine when I'm alone on business, but I don't think that's the bulk of the clientele. The room needs two chairs or a couch, which there was space for. The chair itself was very discolored at contact surfaces: top of arms, seat and back. Color was quite different (looked cleaner) on non-contact surfaces such as sides. We didn't know if it was dirty or if the color had worn. Other than color, fabric seemed to be in okay condition. We didn't/wouldn't sit in it. Bed was good for sleeping, and we also sat on it.

There were three windows, one larger two smaller, but the larger was broken. The sash would go up, but when released would slam down. There was some wood rot that had some black dots in it. Mold?

Bathroom was fine, but plain, devoid of decor and even missing some typical items such as a hair dryer. The showerhead moved minimally, and angled up so the spray couldn't be avoided.

The outlets at the head of the bed were full and no outlet was available in the nightstand light or otherwise. We pulled the nightstands out, unplugged stuff and plugged our stuff in. It worked, but more appropriate of a Motel 6, not the nice Inn this wants to be.

The Continental breakfast was very plain and uninspiring: bowl of cut up, unripe cantaloupe and honeydew, blueberries, juices, coffee, tea, water, little packs of typical Kellogg's cereals, yogurt, and mass produced, plastic bag bagels and white and wheat bread with a toaster available.

We were here one night and...

   Read more
avatar
2.0
9y

We called that morning to ask if the restaurant has vegan options. We were told the chef could make something.

We arrive at 11:30 right when they open for lunch. There is no one else waiting to eat.

I immediately ask the hostess if she could ask the chef what vegan dish he could make for us. She looks incredulous. As if how dare we make such a request. She tells us that they have no vegan options and that we can have a salad.

First off none of their salads were vegan. So she suggested we remove the cheeses and meats and basically pay $15-$20 for straight up lettuce and dressing. And salad just isn't a meal. And pretty much every restaurant I've been to in recent years understands this and has something beyond lettuce.

I tell her that I'm looking for a more substantial meal and she, seemingly exasperated, asks me what I had in mind.

I'm sorry but no 'nice' restaurant I've ever been to had made me come up with the meal selection. I don't know what you have in your kitchen and I don't know what the chef is capable of and I don't know what kind of time/staffing restraints they have. But fine. How about rice and roasted vegetables. They can't do that. Ok.. At this point I pick up a menu and start reading to see what ingredients the kitchen does have. After less than 30 seconds the hostess gives up apologizes half heartily and leaves. Aka it's not her problem anymore.

We're here with family and my uncle is pissed. He goes and talks to the hostess. He comes back no, nothing.

Finally the hostess returns and says she remembers that on the kids menu there is plain pasta and marinara sauce. Fine. I order the $1 box pasta and store bought marinara sauce.

I'm there because I am with family. We buried my father that morning after he passed from a stroke. But I will never return to the Wayside Inn.

That's the kind of service and treatment I expect from a tgi Fridays. Oh wait, tgi Fridays was more accommodating when I went there...

   Read more
avatar
5.0
5y

Christmas at the Wayside Inn, Chatham has been a truly wondrous experience. My fiancé and I flew up from our home in Ft Lauderdale to announce our engagement to her family in person, in addition to spending the Christmas Holidays with them. We made arrangements to stay at the Wayside Inn for our stay. The Hotel/Inn is lovely and quant. We received a complimentary room upgrade upon our arrival and the staff was exceptional in so many ways. As many travelers know, the holidays can be a difficult time for folks in the hospitality and service industry as well as for the guest. Additionally, many hotel services that one would generally expect to receive can be a tad limited during the holiday season as management tries to balance their service staffs time between their families and their job. Suffice to say that the hotel and staff did an excellent job at providing superior and exceptional services to their guest during this holiday period. We were especially surprised to find some lovely gifts wrapped up outside of our room as we opened the door on Christmas morning. What a wonderful surprise! I have stayed at some of the finest 5 star hotels and resorts throughout the world but have never experienced the genuine warmth and feelings of belonging that we experienced by all of the service staff at the Wayside Inn during this holiday period. It truly exceeded our expectations in so many ways. As my fiancé’s family is from the general area, going forward, we will continue to book our stays at this lovely...

   Read more
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