The Best Hotels Closest to Chatham Drama Guild in Chatham for 2026

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Our top choices for Chatham Drama Guild hotels

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

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

A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

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

1. Chatham Bars Inn

1.3 km from Chatham Drama Guild

Yousuf Hussain

￥87,662

￥100,329 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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.

2. Old Harbor Inn

0.7 km from Chatham Drama Guild

"Absolutely loved our stay at the inn! The whole inn is so charming and the staff (including the owners Ray and Judy) were the best!!! They serve breakfast every morning, which was so good and they also had baked goods available all day and it was also phenomenal. We were very impressed how well the property was maintained and it’s nice that the inn is slightly off of Main Street which made it quieter experience. I highly recommend this inn!"

Maria

￥68,893

￥78,847 total

includes taxes & fees

Sep 20 - Sep 21

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 modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.

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

3. Greyfinch Chatham Inn

0.4 km from Chatham Drama Guild

Sara

￥27,760

￥37,495 total

includes taxes & fees

Oct 1 - Oct 2

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.

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

A living room with wicker furniture, a fireplace, and a staircase.

4. Chatham Wayside Inn

1.2 km from Chatham Drama Guild

Nicole Ann

￥56,113

￥71,019 total

includes taxes & fees

Sep 29 - Sep 30

A covered porch with wicker furniture and a red cushion, a brick pathway, and a grassy area with a sign in the background.

A red two-story house with a covered porch, white trim, and multiple windows.

A dining area with a round table and white chairs, a staircase, and a blue accent wall.

A beach with people sunbathing and swimming, a rocky shoreline, and houses in the background.

5. Surfside Inn Chatham

2 km from Chatham Drama Guild

Jenee

￥36,721

￥42,028 total

includes taxes & fees

Oct 1 - Oct 2

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

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

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

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

6. Chatham Seafarer Inn

3.5 km from Chatham Drama Guild

Nicholas

￥30,324

￥34,706 total

includes taxes & fees

Sep 22 - Sep 23

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

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

7. The Escape Inn

19 km from Chatham Drama Guild

Chad

￥14,643

￥16,759 total

includes taxes & fees

Oct 1 - Oct 2

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

A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.

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

A covered patio with a round table and four chairs.

8. Skaket Beach Motel

10.5 km from Chatham Drama Guild

Jason

￥21,876

￥25,036 total

includes taxes & fees

Sep 13 - Sep 14

A gazebo with a red roof and white trim, surrounded by a well-maintained lawn and a large tree with pink flowers.

A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

A building with a red door, black shutters, and hanging flower baskets.

A kitchen with a white island, a fireplace, and a surfboard decoration.

9. Eagle Wing Inn - Cape Cod

13.4 km from Chatham Drama Guild

Timothy

￥25,611

￥29,311 total

includes taxes & fees

Sep 22 - Sep 23

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

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

A pool area with lounge chairs and umbrellas, surrounded by trees.

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

10. Charm on Main by Ocean Edge

11.8 km from Chatham Drama Guild

Kathleen

￥26,531

￥30,364 total

includes taxes & fees

Sep 7 - Sep 8

A backyard with a fire pit, outdoor seating, string lights, and a hammock.

A modern living room with a blue sofa, a coffee table, a large window, and a surfboard decoration.

A room with arcade games, a TV, a large window, and a plant.

A pool area with lounge chairs, a hot tub, and string lights.

11. Dennis Port Surf Club (Boutique Hotel)

14.3 km from Chatham Drama Guild

Heather

￥15,359

￥17,578 total

includes taxes & fees

Sep 9 - Sep 10

A two-story house with a porch, a star decoration, and outdoor seating.

A dining area with a wooden table and chairs, large windows with a view of greenery, and a vase with flowers on the table.

A house with a blue door and a number '187' on the front.

A spacious living room with large windows, a patterned rug, and two sofas.

12. Sea Meadow Inn

13.6 km from Chatham Drama Guild

Joanne

￥39,054

￥45,367 total

includes taxes & fees

Oct 1 - Oct 2

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 white bicycle with brown tires parked outside a building with a wooden exterior.

13. Chatham Tides

5.9 km from Chatham Drama Guild

Melissa

￥36,846

￥42,170 total

includes taxes & fees

Oct 7 - Oct 8

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

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

A hotel room with a bed, nightstand, lamp, microwave, coffee maker, and a tray with snacks and a vase of flowers.

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

14. Candleberry Inn on Cape Cod

12.6 km from Chatham Drama Guild

Christopher

￥49,011

￥56,094 total

includes taxes & fees

Sep 10 - Sep 11

A sign for Handkerchief Shoals Inn with a well-maintained garden in the foreground.

A bedroom with a bed, a table, two chairs, a lamp, and a window with curtains.

A reception area with a counter, a blue door labeled "Office," and a wall-mounted shelf with various items.

A blue door labeled "Office" with a small window and a mailbox.

15. Handkerchief Shoals Inn

6.8 km from Chatham Drama Guild

David

￥20,884

￥23,903 total

includes taxes & fees

Sep 14 - Sep 15

A two-story residential building with a well-maintained lawn, a wooden fence, and a patio area with outdoor furniture.

A staircase with wooden steps and a white wall. There is a white sofa with a geometric pillow in the living area.

A cozy living room with a fireplace, striped sofa, wooden flooring, and exposed beams.

A modern bathroom with a glass shower enclosure, a white sink, and a towel rack.

16. Kingfisher Harwich Port

9.2 km from Chatham Drama Guild

Marc

￥35,882

￥41,067 total

includes taxes & fees

Sep 7 - Sep 8

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

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

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.

17. Wequassett Resort and Golf Club

4.5 km from Chatham Drama Guild

Lisa

￥93,131

￥114,050 total

includes taxes & fees

Sep 7 - Sep 8

A wooden deck with a table and two green chairs, overlooking a beach with a fence and a building in the background.

A beachside property with a white fence, a staircase leading to a balcony, and a sandy beach.

An aerial view of a coastal resort with a large building featuring a swimming pool, beach access, and a rocky shoreline.

A large beachfront property with a pool, outdoor seating, and a covered patio.

18. The Corsair & Cross Rip Oceanfront Resort

13.4 km from Chatham Drama Guild

John

￥14,477

￥17,898 total

includes taxes & fees

Oct 1 - Oct 2

A large, multi-story beachfront hotel with a prominent balcony and multiple windows.

A waterfront property with outdoor seating, a long pathway, and a view of the sea.

A clear swimming pool with blue chairs and umbrellas, a building with blue shutters, and a clear sky.

A grassy area with a building in the background, a flag, and several parked cars.

19. Lighthouse Inn

17.3 km from Chatham Drama Guild

Craig

￥22,389

￥25,624 total

includes taxes & fees

Sep 7 - Sep 8

A beach with clear blue water, a sandy shore, and rocky outcrops.

A bedroom with a bed, a window with curtains, and a view of the outdoors.

A Kingfisher Oceanside building with a white picket fence, picnic tables, and solar panels on the roof.

20. Kingfisher Oceanside

14.4 km from Chatham Drama Guild

David

￥27,074

￥30,986 total

includes taxes & fees

Sep 15 - Sep 16

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Compare popular hotels close to Chatham Drama Guild

Property	Star rating	Guest rating
Chatham Bars Inn	9.2 Wonderful 859 reviews	View
Old Harbor Inn	9.6 Exceptional 169 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 280 reviews	View
Chatham Wayside Inn	9.2 Wonderful 726 reviews	View
Surfside Inn Chatham	8.2 Very Good 171 reviews	View

Top Chatham Drama Guild Hotel Reviews

Captain's House Inn

10/10 Excellent

"One of the most charming , romantic , clean Inn we ever stayed at . Breakfast was delicious , fresh baked cookies and treats throughout the day were available, all staff were super friendly and the grounds were well maintained! I am already dreaming of coming back there ."

Old Harbor Inn

10/10 Excellent

Chatham Wayside Inn

10/10 Excellent

"Clean room, nice staff, no laundry on site, property could use upgrades."

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

10/10 Excellent

"So fun! Perfect location over and beyond!"

Cozy Cape near Chatham Center

10/10 Excellent

"The house was perfect and in a great location, and the host was very kind and responsive! Would definitely stay again!"

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

10/10 Excellent

"This was our family's second year renting this lovely property - house is clean, well equipped, beautifully decorated, in a great location and has both nice indoor and outdoor spaces! Hosts were easy to touch base with and welcoming,"

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

10/10 Excellent

"First time to the Cape- Loved the location and ease of getting a copy of coffee with a short walk to town. Everything was clean and quiet. Thank you for such a great place to stay."

Great Location in Chatham Walk to town shop, dine, band concert, cape baseball

10/10 Excellent

"What a great place to stay in order to get to know Chatham. The house was perfect for our family: clean, comfortable, and big enough that we could all have our own space. The outdoor shower was a highlight, as well as the proximity to downtown and the beaches. Highly recommend!"

Greyfinch Chatham Inn

10/10 Excellent

"Clean room and great location"

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 during your travels in Chatham. Stroll along the area's seaside, or simply savor its seafood restaurants.

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Mayo House

8.0/10 (3 reviews)

Learn about the local history of Chatham when you take a trip to 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 studying the exhibits at Gallery Antonia during your travels in Chatham. Stroll along the area's seaside, or simply savor 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, check out the 182 hotels and other accommodations you'll find within a mile.

What's 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 traveler 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 182 hotels and other accommodations 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, most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer near Chatham Drama Guild.

Where can I learn more about changing or cancelling my trip in the area near Chatham Drama Guild?

To find more details about rescheduling or cancelling your stay near Chatham Drama Guild, go to https://www.expedia.com/service/.

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.

Find hotels near Chatham Drama Guild, Chatham from ￥16,759

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Treat yourself

Be picky

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Our top choices for Chatham Drama Guild hotels

1. Chatham Bars Inn

2. Old Harbor Inn

3. Greyfinch Chatham Inn

4. Chatham Wayside Inn

5. Surfside Inn Chatham

6. Chatham Seafarer Inn

7. The Escape Inn

8. Skaket Beach Motel

9. Eagle Wing Inn - Cape Cod

10. Charm on Main by Ocean Edge

11. Dennis Port Surf Club (Boutique Hotel)

12. Sea Meadow Inn

13. Chatham Tides

14. Candleberry Inn on Cape Cod

15. Handkerchief Shoals Inn

16. Kingfisher Harwich Port

17. Wequassett Resort and Golf Club

18. The Corsair & Cross Rip Oceanfront Resort

19. Lighthouse Inn

20. Kingfisher Oceanside

Compare popular hotels close to Chatham Drama Guild

Top Chatham Drama Guild Hotel Reviews

Captain's House Inn

Old Harbor Inn

Chatham Wayside Inn

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

Cozy Cape near Chatham Center

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

Great Location in Chatham Walk to town shop, dine, band concert, cape baseball

Greyfinch Chatham Inn

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