We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
$25 Amazon.com Gift Card Get yours when you book a hotel on TripAdvisor and review your stay!

The Chatham Wayside Inn

Certificate of Excellence
Book on TripAdvisor
Trusted partner. We work with to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
Enter dates for best prices
powered by PriceFinder
1 room
Check In Check Out
Please enter your travel dates to continue
Check Availability
Book on
or compare prices from up to 200 sites including:
Management photos
The Chatham Wayside Inn
View Map
{"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","shims":"(ta.prwidgets.getjs(this,'shims'))"},"divClasses":"prw_rup prw_ibex_photo_carousel","moduleList":["handlers","shims"]},"containerClass":null}
Add Photo Write a Review

222 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Language
  • More
There are newer reviews for The Chatham Wayside Inn
See the most recent reviews
Showing 215: English reviews
Boston, MA
Level Contributor
36 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 24 helpful votes
1 of 5 stars Reviewed September 21, 2013

Just canceled my reservation well outside of their 21 day window - only to find out that they also charge a $75 fee just for the privilege of canceling...wow. No way we were rescheduling our trip here!

Helpful?
10 Thank AimeeLeigh
Fowey, England, United Kingdom
Level Contributor
16 reviews
11 hotel reviews
common_n_hotel_reviews_1bd8 8 helpful votes
5 of 5 stars Reviewed September 21, 2013

We arrived tired and stressed after driving from Portland. The receptionist was helpful, offered us 3 rooms at 3 prices, encouraged us to have a look and then because we were staying for 4 nights didn't put the price up for the weekend. The room was spacious and very clean as was the bathroom. It has a wonderful, outdoor, heated... More 

Helpful?
Thank jennyb382013
Boston, Massachusetts
Level Contributor
68 reviews
8 hotel reviews
common_n_hotel_reviews_1bd8 34 helpful votes
5 of 5 stars Reviewed September 11, 2013

We just spent 2 nights at The Chatham Wayside Inn. Our room was in the back part of the Inn on the top floor in a corner. One window overlooked the band stand in the park and the other peeked onto the golf course for the Chatham Bars. The room seemed newly redone. Everything was very clean. The bed was... More 

Helpful?
Thank EllaK10
North Kingstown, Rhode Island
1 review
5 of 5 stars Reviewed September 9, 2013

The Wayside Inn is a lovely hotel perfectly situated in the center of town. Walk to shopping, restaurants, and beach. The rooms are quaint and cozy and the grounds are beautifully landscaped. Free coffee in the dining room every morning. It is a quiet and low key resort...perfect getaway! Highly recommended!

Review collected in partnership with this hotel

Helpful?
Thank Robbie B
Syracuse, New York
Level Contributor
6 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 3 helpful votes
4 of 5 stars Reviewed September 9, 2013

We recently stayed at the Wayside Inn and thought it was a great place to stay right in the center of town. The room was bright, nicely decorated, immaculate and good sized. Our only complaint during our stay :the room was located right over the exterior entrance to the restaurant downstairs (which was very nice). We could hear everyone's conversation... More 

Review collected in partnership with this hotel

Helpful?
Thank CDel48713
Stratford, Connecticut
Level Contributor
3 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed September 9, 2013

This was my 11th year staying at the Wayside Inn and they've never let me down. A great staff, rooms as clean as my own house, and a great restaurant to boot. In the words of Arnold..... I'll be back!!!

Review collected in partnership with this hotel

Helpful?
Thank Larry B
monroe, connecticut
2 reviews
common_n_hotel_reviews_1bd8 3 helpful votes
3 of 5 stars Reviewed September 3, 2013

The location is great, but the rooms on the first floor leave much to be desired Rooms 101, 103 and 105 have paper thin walls and you can hear your neighbor sneeze Be prepared to pay more to stay in an area of the inn where you can

Helpful?
1 Thank expertspa-girl
Guilford, Connecticut
2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
3 of 5 stars Reviewed September 3, 2013

The inn is charming and location to town was great, but it would have been helpful if I was informed that the room (crescent shaped) was located directly above the main entrance door. So every time the door closes the room literally shakes. I experienced this throughout the night. The next morning I spoke with a Mgr and asked to... More 

Review collected in partnership with this hotel

Helpful?
1 Thank Suzanne C
Edina, Minnesota
Level Contributor
67 reviews
15 hotel reviews
common_n_hotel_reviews_1bd8 25 helpful votes
4 of 5 stars Reviewed September 3, 2013

It's hard to beat the location - right in the center of downtown. We walked everywhere, including both the town beach and the beach at the end of the main road. Our one bedroom suite was huge. Our one complaint is the rollaway bed used by my son. The frame was in fine shape, but the mattress had seen better... More 

Review collected in partnership with this hotel

Helpful?
Thank 1965Lana
Edmonds, Washington
Level Contributor
8 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed August 23, 2013

This is a very charming inn that epitomizes the best of New England. It is located in a perfect spot in the center of the lovely town of Chatham within walking distance of everything. The rooms are large, comfortable, clean and well appointed. We were only there 2 nights, but would loved to have stayed longer. We had a wonderful... More 

Helpful?
1 Thank J B
Questions? Get answers from hotel staff and past guests. Ask a question

40 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All Traveler Photos (29)
Viewed
View from Room (1)
Viewed
Bathroom (1)
Viewed
Room/Suite (4)
Viewed
Dining (1)
Viewed
Hotel & Grounds (7)
Viewed
Pool/Beach Area (1)
Viewed
Other (14)

Management photos: Courtesy of the property manager

Viewed
All Management Photos (11)
Viewed
Hotel & Grounds (1)
Viewed
Other (10)
Check In Check Out
Hotels you might also like...
Also consider these accommodations in or near Chatham
2.6 mi away
Pleasant Bay Village
Pleasant Bay Village
#2 of 9 in Chatham
4.5 of 5 stars 589 reviews
0.3 mi away
Chatham Inn At 359 Main
8.1 mi away
The Mansion at Ocean Edge Resort & Golf Club
Show Prices
Show Prices
Show Prices
0.4 mi away
Chatham Bars Inn Resort and Spa
0.4 mi away
Hawthorne Motel
Hawthorne Motel
#5 of 9 in Chatham
4.5 of 5 stars 366 reviews
0.3 mi away
The Old Harbor Inn
The Old Harbor Inn
#1 of 9 in Chatham
5.0 of 5 stars 713 reviews
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities

Highlights
  • Restaurant
  • Free Internet
  • Bar/Lounge
  • Free Breakfast
  • Pool
  • Free Parking
  • Fitness Center with Gym / Workout Room
About the property
  • Wheelchair access
Things to do
  • Restaurant
  • Bar/Lounge
  • Pool
  • Fitness Center with Gym / Workout Room
Room types
  • Family Rooms
In your room
  • Air Conditioning
Internet
  • Free Internet
Services
  • Free Breakfast
  • Free Parking
  • Meeting Rooms
  • Business Center with Internet Access
Official Description (provided by the hotel)
Set in the heart of the quaint seaside village of Chatham, Cape Cod, the Chatham Wayside Inn offers stylish accommodations, comfortable dining and outstanding service creating the perfect Cape Cod experience year-round. Chatham's strolling Main Street, an exclusive mile of boutique shops, art galleries, and restaurants, is just steps from your door. ... more   less 

Additional Information about The Chatham Wayside Inn

Address: 512 Main St, Chatham, MA 02633-2239
Location: United States > Massachusetts > Cape Cod > Chatham
Price Range: $263 - $701 (Based on Average Rates for a Standard Room)
Hotel Class:3 star — The Chatham Wayside Inn 3*
Number of rooms: 56
Reservation Options:
TripAdvisor is proud to partner with Expedia, TravelClick, Travelocity and Hotwire so you can book your The Chatham Wayside Inn reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.
Also Known As:
The Chatham Wayside Hotel Chatham
Chatham Wayside Inn
Hotel Style:
#6 Romantic Hotel in Chatham
#6 Family Hotel in Chatham
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing
Enter dates for best prices
Check In Check Out
Price Your Stay