Chatham Chatham Drama Guild Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Chatham Drama Guild hotels

A sandy beach path with wooden fencing, leading to the ocean.

A two-story house with a covered porch, a well-maintained garden, and a driveway.

An outdoor patio with a fire feature, wicker furniture, and hanging flower baskets.

A hotel room with a bed, a nightstand, a mirror, a shower area, and a lamp.

1. Old Harbor Inn

0.7 km from Chatham Drama Guild

Adélaïde

HK$3,254

HK$3,724 total

includes taxes & fees

18 Oct - 19 Oct

A coastal scene with a large group of seals resting on the shore.

A coastal house with a view of the sea and beach.

A house with a grassy yard and a view of the water.

A coastal view with a beach, boats, and a house with a lawn and lamp post.

2. The Hawthorne

1.5 km from Chatham Drama Guild

Richard

HK$2,581

HK$2,954 total

includes taxes & fees

25 Oct - 26 Oct

A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.

A garden with a pergola structure, a pathway, and a seating area.

A restaurant with long communal tables and booths, large windows, and a view of buildings outside.

An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

3. Chatham Wayside Inn

1.2 km from Chatham Drama Guild

Ashley

HK$1,335

HK$1,869 total

includes taxes & fees

2 Nov - 3 Nov

A pathway leading to a beach with boats in the background and a building with a tower.

A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

4. Chatham Bars Inn

1.3 km from Chatham Drama Guild

Linda

HK$3,035

HK$3,473 total

includes taxes & fees

12 Nov - 13 Nov

Four sun loungers aligned along a poolside with a tiled floor.

A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.

A covered porch with white columns and a pathway leading to a door.

A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.

5. Greyfinch Chatham Inn

0.4 km from Chatham Drama Guild

Jacob

HK$1,335

HK$1,815 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a symmetrical facade, a central entrance, and a flag.

A table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.

A neatly made bed with white bedding, two bedside tables with lamps, and a book on the bed.

A living room with two armchairs, a sofa, a fireplace, and a window with curtains.

6. Candleberry Inn on Cape Cod

12.6 km from Chatham Drama Guild

Dvir

HK$2,378

HK$2,722 total

includes taxes & fees

22 Oct - 23 Oct

A park with green grass, trees, and a clear blue sky.

A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.

A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.

A two-story house with a porch, surrounded by lush greenery and flowering bushes.

7. Whalewalk Inn and Spa

12.8 km from Chatham Drama Guild

Purav

HK$2,030

HK$2,324 total

includes taxes & fees

18 Oct - 19 Oct

A table set with plates, glasses, a mug, and a blue hydrangea.

A garden with a white pergola, various plants, and a large tree.

A two-story building with a sign reading "The Orchard House."

A swimming pool with a fountain, surrounded by greenery and a gazebo.

8. Brewster by the Sea Inn

14.5 km from Chatham Drama Guild

Grace

HK$2,385

HK$2,730 total

includes taxes & fees

4 Nov - 5 Nov

A room with nautical-themed decor, including a map, anchor-patterned rug, and a view of the sea through the window.

A Beach Breeze Inn sign with a lighthouse graphic, a vacancy sign, and a building with a brick flower bed in front.

A hotel room with a bed, two nightstands, a chair, a fireplace, and wall art.

A blue outdoor seating area with picnic tables and umbrellas, surrounded by a wooden fence and trees.

9. A Beach Breeze Inn

11.9 km from Chatham Drama Guild

Debra

HK$1,012

HK$1,159 total

includes taxes & fees

18 Oct - 19 Oct

A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

A wooden boardwalk leading to a covered area with a view of the sunset over the ocean.

A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.

A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.

10. Charm on Main by Ocean Edge

11.8 km from Chatham Drama Guild

Kathleen

HK$1,698

HK$1,944 total

includes taxes & fees

18 Oct - 19 Oct

A pathway flanked by vibrant flowers and greenery, leading to a house with large windows.

A deck with outdoor furniture, a large umbrella, and a view of a garden with flowers and a tree.

A living room with a sofa, a chair, a television, and a hallway leading to another room.

A bedroom with a large bed, a chair, a nightstand, and a window with curtains.

11. The Villa Callo Inn

13.1 km from Chatham Drama Guild

Shawn

HK$3,296

HK$4,221 total

includes taxes & fees

17 Oct - 18 Oct

A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

A beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.

A modern kitchen with white cabinets, a built-in oven, and a view of the ocean through large windows.

A room with a large window overlooking the sea, a white desk, and nautical-themed decor.

12. Chatham Tides

5.9 km from Chatham Drama Guild

Anthony

HK$1,264

HK$1,447 total

includes taxes & fees

9 Nov - 10 Nov

A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.

A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.

13. Wequassett Resort and Golf Club

4.5 km from Chatham Drama Guild

Angela

HK$2,893

HK$3,543 total

includes taxes & fees

11 Nov - 12 Nov

Two people seated on red chairs at a stone fire pit with a house in the background.

A two-story white house with black shutters, a front door with a number 1421, and a well-maintained lawn.

A double room with two beds, a small table with a lamp, a refrigerator, and a window with curtains.

Two people riding bicycles on a sidewalk with a house in the background.

14. Sesuit Harbor House

17.8 km from Chatham Drama Guild

Natasha

HK$2,364

HK$2,706 total

includes taxes & fees

18 Oct - 19 Oct

A two-story house with a front porch, a mailbox, and a well-maintained garden.

A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.

A swimming pool with lounge chairs and a covered seating area.

A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

15. Pelham on Earle

11.3 km from Chatham Drama Guild

Colleen

HK$1,483

HK$1,833 total

includes taxes & fees

26 Oct - 27 Oct

A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

A nighttime pool area with lounge chairs and a lifebuoy.

A sign for the Escape Inn Hotel with the address 1237.

A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.

16. The Escape Inn

19 km from Chatham Drama Guild

Toby

HK$704

HK$806 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.

A compact living space with a dining area, kitchenette, and a television.

A breakfast buffet with pastries, a lamp, and storage containers on a wooden table.

A covered patio with a round table and four chairs.

17. Skaket Beach Motel

10.5 km from Chatham Drama Guild

Wayne

HK$1,020

HK$1,168 total

includes taxes & fees

18 Oct - 19 Oct

A house with a brick exterior, white exterior walls, and a front porch with white chairs.

An outdoor patio with white metal chairs and a table, surrounded by blooming pink trees.

A white desk with a woven hat, a vase with white flowers, and two glasses of white wine.

A bedroom with a bed, a nightstand, a lamp, a window with curtains, a hat, and a magazine on the bed.

18. Chatham Seafarer Inn

3.5 km from Chatham Drama Guild

Ian

HK$1,827

HK$2,091 total

includes taxes & fees

19 Oct - 20 Oct

An outdoor seating area with a fire feature, a pool, and a view of the ocean.

A spacious room with a large window overlooking the ocean, a stone fireplace, and a modern chandelier.

A pool area with lounge chairs and a table, overlooking the ocean.

A bedroom with a large bed, two armchairs, a small table, and a view of the sea through large windows.

19. Pelham House Resort

14.4 km from Chatham Drama Guild

sandra

HK$2,032

HK$2,559 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, a small table with chairs, a green armchair, a dresser, and a balcony with a view of trees.

A sign for Blue Rock Golf Course surrounded by a variety of colorful flowers.

A row of white, two-story buildings with a white fence in front, likely a motel or small hotel.

20. Blue Rock Resort

17.6 km from Chatham Drama Guild

Camille

HK$744

HK$860 total

includes taxes & fees

26 Oct - 27 Oct

View all properties

Compare popular hotels close to Chatham Drama Guild

Property	Property class	Guest rating
Old Harbor Inn	9.6 Exceptional 173 reviews	View
The Hawthorne	9.4 Exceptional 204 reviews	View
Chatham Wayside Inn	9.2 Wonderful 753 reviews	View
Chatham Bars Inn	9.2 Wonderful 871 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 294 reviews	View

Top Chatham Drama Guild Hotel Reviews

Greyfinch Chatham Inn

10/10 Excellent

"Clean room. Conveniently located. Friendly staff. Would say there again."

Chatham Wayside Inn

10/10 Excellent

"The room was spacious and airy, cl ean and well maintained."

Chatham Bars Inn

10/10 Excellent

"We liked everything. The service was amazing and the resort is beautiful."

Old Harbor Inn

10/10 Excellent

"We thoroughly enjoyed or 25th anniversary weekend at the Old Harbor inn! The staff and owner’s were amazing. The inn was well maintained the atmosphere and amenities were on point. The room was super and clean. The breakfast was great. Thanks to all who made our stay very enjoyable! We will be recommending this inn to our friends."

Chatham Village - Adorable Studio Apartment in Antique Home

10/10 Excellent

"Very clean and comfortable apartment located conveniently to shopping and restaurants. Would highly recommend to couples!"

The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything

10/10 Excellent

"Overall excellent facilities. Scott / Host was very accessible with pool and facilities instructions. Outdoor shower mechanism for opening once in the shower didn’t work. The cord was not attached correctly. One of us was “trapped” for a short time. Really a delightful house and equipped beyond our expectations. We were sorority sisters since 1966 and gathered comfortably. We enjoyed our privacy (with individual suites) and several areas to gather for time together. Bonus was being able to walk into town."

Captain's House Inn

10/10 Excellent

"This is a beautiful b&b in beautiful Chatham. We had a lovely clean room with a comfortable queen bed, fireplace and jacuzzi tub. Homemade breakfast every morning was wonderful and a tea service in the afternoon. 20 minute walk to Main St. We thoroughly enjoyed our 3 night stay !"

The Hawthorne

8/10 Good

"Beautiful spot with wonderful views of Chatham Bars without the crazy experience of Chatham Bars Inn"

Brand New Four Bedroom Home Near Beach and Town

10/10 Excellent

"Beautiful home - both comfortable and immaculate. Thanks!"

Other attractions near Chatham Drama Guild

A baseball game at night with players on the field and a house in the background.

Veterans Field

9.6/10 (9 reviews)

Catch an event at Veterans Field during your trip to Chatham. Wander the beautiful beaches and seaside in the area.

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A calm sea with several boats anchored near the shore.

Chatham Fish Pier

9.4/10 (107 reviews)

After visiting Chatham Fish Pier, make a plan to see the other sights and activities in Chatham. Wander the beautiful beaches and seaside in the area.

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Chatham Railroad Museum

8.8/10 (3 reviews)

You can spend an afternoon browsing the exhibits at Chatham Railroad Museum in Chatham. Stroll along the area's seaside or simply savour its seafood restaurants.

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Mayo House

8.0/10 (3 reviews)

Learn about the local history of Chatham with a stop at Mayo House. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

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Chatham Shark Center

10.0/10 (1 review)

You can spend time exploring the galleries in Chatham Shark Center during your trip to North Chatham. Wander the beautiful beaches and seaside in the area.

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Chatham Seaside Links

9.2/10 (20 reviews)

Enjoy a round of golf in Chatham at Chatham Seaside Links. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

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Chase Park

You can take time to visit Chase Park during your travels to Chatham. Wander the beautiful beaches in this trendy area.

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Gallery Antonia

7.0/10 (2 reviews)

You can spend an afternoon browsing the exhibits at Gallery Antonia during your trip to Chatham. Stroll along the area's seaside or simply savour its seafood restaurants.

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Frequently asked questions

What's the area like around Chatham Drama Guild?

Chatham Drama Guild is located in an area of Chatham known for its beautiful beaches, top seafood restaurants and sporting events. If you're looking for a convenient place to stay, take a look at the 183 hotels and other accommodation options you'll find within a mile.

Where is the best place to stay near Chatham Drama Guild?

Adjacent to Chatham Drama Guild, Greyfinch Chatham Inn is one of the top choices for your stay based on our traveller data. Other good choices within a short distance include Chatham Bars Inn and Queen Anne Inn.

How many hotels are there near Chatham Drama Guild?

Expedia has 183 hotels and other accommodation options within a mile from Chatham Drama Guild.

If I need to cancel the hotel reservation for my stay near Chatham Drama Guild, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of booking. Put your dates in and click on "Search", then use the "fully refundable" filter to view top deals close to Chatham Drama Guild.

What can I see and do near Chatham Drama Guild?

You might want to spend some time browsing the exhibits at Chatham Railroad Museum, Chatham Shark Center or Atwood House Museum. Chatham Lighthouse, Chatham Lighthouse Beach and Mayo House are well-known local landmarks worth a visit. Hardings Beach, Ridgevale Beach and Red River Beach are great spots if you want to spend some time by the water during your stay.

Chatham Chatham Drama Guild Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chatham Drama Guild hotels

1. Old Harbor Inn

2. The Hawthorne

3. Chatham Wayside Inn

4. Chatham Bars Inn

5. Greyfinch Chatham Inn

6. Candleberry Inn on Cape Cod

7. Whalewalk Inn and Spa

8. Brewster by the Sea Inn

9. A Beach Breeze Inn

10. Charm on Main by Ocean Edge

11. The Villa Callo Inn

12. Chatham Tides

13. Wequassett Resort and Golf Club

14. Sesuit Harbor House

15. Pelham on Earle

16. The Escape Inn

17. Skaket Beach Motel

18. Chatham Seafarer Inn

19. Pelham House Resort

20. Blue Rock Resort

Compare popular hotels close to Chatham Drama Guild

Top Chatham Drama Guild Hotel Reviews

Greyfinch Chatham Inn

Chatham Wayside Inn

Chatham Bars Inn

Old Harbor Inn

Chatham Village - Adorable Studio Apartment in Antique Home

The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything

Captain's House Inn

The Hawthorne

Brand New Four Bedroom Home Near Beach and Town

Other attractions near Chatham Drama Guild

Veterans Field

Chatham Fish Pier

Chatham Railroad Museum

Mayo House

Chatham Shark Center

Chatham Seaside Links

Chase Park

Gallery Antonia

Frequently asked questions