Chatham Wayside Inn

$300
/ night

Avg. for October

Chatham Wayside Inn - Image 1
Chatham Wayside Inn - Room
Chatham Wayside Inn - Room
Chatham Wayside Inn - Reception
Chatham Wayside Inn - Restaurant

Prices for Chatham Wayside Inn

Select dates to see prices and availability

$300
/ night

Avg. for October

Monthly average prices

Nightly prices at Chatham Wayside Inn average $147 in March, the cheapest month, and $618 in July, the most expensive, based on the last 12 months.

Average nightly price at Chatham Wayside Inn by month, last 12 months (USD)
MonthAverage price
January$162
February$150
March$147
April$207
May$271
June$450
July$618
August$609
September$488
October$300
November$205
December$187

Most expensive: July (~$618)

Cheapest: March (~$147)

About this property

Don't miss out on recreational opportunities including a fitness center and a seasonal outdoor pool. This hotel also features complimentary wireless internet access, concierge services, and a fireplace in the lobby.
  • Parking

  • Restaurant

  • Swimming pool

  • Non-Smoking Rooms

  • Business Center

  • Room Service

Location

512 Main St, Chatham, Massachusetts, United States of America

Mayo House (0.1 miles)

Gallery Antonia (0.1 miles)

Chatham Windmill (0.4 miles)

Chatham Seaside Links (0.5 miles)

Veterans Field (0.6 miles)

Cape Cod Beaches (0.6 miles)


Room options

Deluxe Room, 1 King Bed

1 King Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

Queen

1 Queen Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

Standard Room, 1 Queen Bed, Accessible (Roll-In Shower)

1 Queen Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

Standard Room, 1 King Bed, Accessible (Roll-In Shower)

1 King Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

King

1 King Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

Junior Suite, 1 King Bed

1 King Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

Room (Hotel Choice)

1 Queen Bed
or
1 King Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

Standard Room, 2 Queen Beds

2 Queen Beds

Sleeps 4

Air Conditioning
Heating
Wi-Fi (Free)

King Suite

1 King Bed

Sleeps 3

Air Conditioning
Heating
Wi-Fi (Free)

Guest reviews of Chatham Wayside Inn

What guests think

AI-generated summary based on recent guest reviews

At Chatham Wayside Inn, reviewers repeatedly praise the unbeatable Main Street location for easy walking to shops, dining, and beaches, along with clean, comfortable rooms and generally friendly service, creating a convenient base for exploring Chatham and Cape Cod.

Facilities

Cleanliness

Rooms

Service

Location

Dining

Was this helpful?

8

Roselinda

IAN-logo

3 weeks ago

·

Stayed 3 nights

Staff was very pleasant and helpful. Breakfast was just right. Rooms were clean. Our room was in the main building and was very nicely decorated. The bathroom in our room could use a bit of maintenance (grout and chipping paint) and the exhaust fan did not work. The location of the property is perfect. You can easily walk to the many stores and restaurants on Main Street. The hotel restaurant was good. We eat there 3 times. One evening, we experienced slow service which did cause a bit of an inconvenience. I presume they were under staffed that night. On the plus side, everyone was hustling and pitching in. Management included, who was delivering meals to tables. Overall, I would stay here again
Staff was very pleasant and helpful. Breakfast was just right. Rooms were clean. Our room was in the main building and was very nicely decorated. The bathroom in our room could use a bit of maintenance (grout and chipping paint) and the exhaust fan did not work. The location of the property is perfect. You can easily walk to the many stores and restaurants on Main Street. The hotel restaurant was good. We eat there 3 times. One evening, we experienced slow service which did cause a bit of an inconvenience. I presume they were under staffed that night. On the plus side, everyone was hustling and pitching in. Management included, who was delivering meals to tables. Overall, I would stay here again

10

Niels

IAN-logo

Sep 11, 2026

·

Stayed 3 nights

Good location in middle of the town, so can walk everywhere. Parking is practical. Swimmingpool is a bit small, but we didn't come for that. Rooms are spacious, clean and practical. We slept well. Breakfast is a bit simple, in terms of variety (mainly bagels and muffins), but at least it was included (unlike other hotels). Would be great if they could have espresso/cappuccino coffee options. As in other smaller places in the US, it is difficult to find those in town.
Good location in middle of the town, so can walk everywhere. Parking is practical. Swimmingpool is a bit small, but we didn't come for that. Rooms are spacious, clean and practical. We slept well. Breakfast is a bit simple, in terms of variety (mainly bagels and muffins), but at least it was included (unlike other hotels). Would be great if they could have espresso/cappuccino coffee options. As in other smaller places in the US, it is difficult to find those in town.

6

Tracy

IAN-logo

Sep 1, 2026

·

Stayed 1 night

When we arrived was greeted by a not very friendly staff member who informed me they were not sure they could check our bags they were over crowded? Told them they were small .. oh ok she said. Dry kirt and gruff, I get it may be the end of season but I just drove 6 plus hours and all I wanted to do was drop my things .. we knew we were early. Only one light in bathroom worked .. other then that I love the place everyone at Resturant was lovely and so was the staff when I checked out. I was there on business for one of the stores on cape .. just was a bit taken back by my intro this is my 4th time staying.
When we arrived was greeted by a not very friendly staff member who informed me they were not sure they could check our bags they were over crowded? Told them they were small .. oh ok she said. Dry kirt and gruff, I get it may be the end of season but I just drove 6 plus hours and all I wanted to do was drop my things .. we knew we were early. Only one light in bathroom worked .. other then that I love the place everyone at Resturant was lovely and so was the staff when I checked out. I was there on business for one of the stores on cape .. just was a bit taken back by my intro this is my 4th time staying.

4

Sophie

IAN-logo

Aug 28, 2026

·

Stayed 3 nights

The location is great. The room and the hotel staff not so great. We booked 6 months ago a std room for 4 people at a rate of $2,500 for 3 nights. A few days prior to our stay we received an email offering to bid for upgrade to king room. I emailed the hotel to ask them to confirm that a king room was suitable for 4 adults and they replied that it wasn’t. When I told them it must have been a mistake from their system, a very unprofessional rude person replied that it wasn’t a mistake, we could upgrade but would not have room bedding for 4?! (All on hotels.com email trail) . Upon arrival we were given the smallest darkest room right next to the ice machine , overlooking the car park, we barely had room to open our 4 suitcases and only one available plug on the wall to charge our various devices: A helpful lady at the front desk did agree to move us the following day to a more suitable room, much larger . The room was barely serviced throughout the stay with a very quick superficial clean of poor standard. I came to reception to ask for wine glasses and was told no. I then asked if we could have normal glasses and was told NO only plastic was allowed . When I pointed out they were already had two glass tumblers in the room so could we have another2 , the receptionist reluctantly got up her chair to get us two glasses. There was a certain attitude, laziness and unwillingness to help from some of the staff at reception and it just made the stay less enjoyable.
The location is great. The room and the hotel staff not so great. We booked 6 months ago a std room for 4 people at a rate of $2,500 for 3 nights. A few days prior to our stay we received an email offering to bid for upgrade to king room. I emailed the hotel to ask them to confirm that a king room was suitable for 4 adults and they replied that it wasn’t. When I told them it must have been a mistake from their system, a very unprofessional rude person replied that it wasn’t a mistake, we could upgrade but would not have room bedding for 4?! (All on hotels.com email trail) . Upon arrival we were given the smallest darkest room right next to the ice machine , overlooking the car park, we barely had room to open our 4 suitcases and only one available plug on the wall to charge our various devices: A helpful lady at the front desk did agree to move us the following day to a more suitable room, much larger . The room was barely serviced throughout the stay with a very quick superficial clean of poor standard. I came to reception to ask for wine glasses and was told no. I then asked if we could have normal glasses and was told NO only plastic was allowed . When I pointed out they were already had two glass tumblers in the room so could we have another2 , the receptionist reluctantly got up her chair to get us two glasses. There was a certain attitude, laziness and unwillingness to help from some of the staff at reception and it just made the stay less enjoyable.

8

Richard

IAN-logo

Aug 17, 2026

·

Stayed 3 nights

Great location, close to the famous Squire and the restaurant (Wild Goose Tavern) on-site was terrific and made the experience a positive one. Elena makes an awesome martini, and Bobby was a friendly welcoming personality. Ben was awesome during dinner. Hotel staff should take lessons from the restaurants customer service training. Front Desk team is as cold as Elena’s martinis. Never a greet or smile unless we initiated. Not very welcoming. Room was fine. Bathroom not fine. Never stood in a tub that creaked before. Cheap bath fitter tub/shower, hospital room bathroom feel. Bed was comfy. Small pool which served its purpose for a quick refreshing dip. Wound consider a return but definitely wound explore other options as well.
Great location, close to the famous Squire and the restaurant (Wild Goose Tavern) on-site was terrific and made the experience a positive one. Elena makes an awesome martini, and Bobby was a friendly welcoming personality. Ben was awesome during dinner. Hotel staff should take lessons from the restaurants customer service training. Front Desk team is as cold as Elena’s martinis. Never a greet or smile unless we initiated. Not very welcoming. Room was fine. Bathroom not fine. Never stood in a tub that creaked before. Cheap bath fitter tub/shower, hospital room bathroom feel. Bed was comfy. Small pool which served its purpose for a quick refreshing dip. Wound consider a return but definitely wound explore other options as well.

Property Policies

Check-in instructions

Everything you need to know for a smooth check-in.

Check-in

Check-out

From 16:00 to 00:00

Before 11:00


Good to know

Additional policies and info about this property.

Optional extras

Additional paid services you can request.


FAQs about Chatham Wayside Inn

Is parking available at the property?

Yes, free self-parking is available on-site. However, parking is limited.


What type of breakfast is offered and what are the serving hours?

A complimentary continental breakfast is served daily from 7:30 AM to 10:30 AM.


What are the standard check-in and check-out times?

Check-in is at 4:00 PM and check-out is at 11:00 AM. Early or late check-in/check-out may be available upon request, but additional charges may apply.


What accessibility features are available for guests with disabilities?

The property offers limited wheelchair accessibility, including step-free entrances and facilities. However, specific details on accessible rooms and bathrooms should be confirmed directly with the property.

Where is the property located in relation to key landmarks?

The hotel is located next to a golf course and within a 15-minute walk of Cape Cod Beaches and Mayo House. It is approximately 12.7 miles from Cape Cod National Seashore and 0.1 miles from Gallery Antonia.


Does the property have a swimming pool?

Yes, there is a seasonal outdoor pool available. The pool is open from June to September and accessible from 8 AM to 8 PM.


What are the policies for guests staying with children?

Children 12 years old or younger stay free when occupying the parent or guardian's room, using existing bedding.


What are the policies regarding extra beds and cribs?

The property offers cribs for a fee of USD 25.00 per night and rollaway beds for a fee of USD 40.00 per night. Availability is limited, and advance request or confirmation is required.


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Prices for upcoming dates

October 2026
November 2026

Cheaper

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Average nightly price across deals, with taxes & fees.

Prices in USD for 2 guests, updated daily.



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